100,958 results for "New York City loft"

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Historic Sea Breeze Getaway Steps to Lake Ontario! Irondequoit, New York

Historic Sea Breeze Getaway Steps to Lake Ontario!

Located in Irondequoit, New York, United States. Historic Sea Breeze Getaway Steps to Lake Ontario! Discover the very best of Lake Ontario from the comfort & convenience of this upgraded private retreat! Perfectly situated less than 10 miles from Rochester, enjoy water activities at Ontario Beach, thrilling rides at Seabreeze, or take a stroll through Durand Eastman Park simply minutes away. Explore Seneca Park Zoo, Irondequoit Bay Beach & Pier, Strong National Museum of Play, Highland Park & more! The perfect place for family & friends, you will love this private retreat in Irondequoit!Recently upgraded and beautifully furnished throughout, this spacious and private four-bedroom 1930's home features a traditional floor plan with a full kitchen, dining area, dedicated workspace, and a living room with 50โ€ Smart TV.Fully appointed kitchen with appliances including stove, oven, refrigerator, dishwasher, and microwave. Bedrooms are comfortably furnished with fresh crisp new linens, pillows, and bed coverings. Master bedroom features a p

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$86 /night
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Charming Space Next to Everything, Walk Anywhere! Ashland, New York

Charming Space Next to Everything, Walk Anywhere!

Located in Ashland, New York, United States. Charming Space Next to Everything, Walk Anywhere! Park the car the duration of your stay and feel at home in quaint little Ashland town. Spacious and artistic decor is perfect for recreation or executive stays. Our little neighborhood home in the flats of the Historic Railroad District, circa 1890, could not be closer to Ashland's local jem spots including OSF, Lithia Park, Ashland Food Co-op, restaurants, and shopping, all a quick easy walk away. Completely private, clean, and convenient. Permit: (17-00969) Ashland Artisan House.The spaceOur home is filled with color and light. Built in 1890, it has been said to be a brothel/laundry house in days gone by. Fully private and fully furnished with covered porch, double head walk in shower, double celled window shades, garden, fully loaded kitchen, wifi, cable and internet. Newly offered is a brand new stackable washer/dryer beside the refrigerator. For a good night's sleep, we have comfortable arrangements with either the king bed in the

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$158 /night
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Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More Ashland, New York

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Located in Ashland, New York, United States. Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More Welcome to Casa Amore Cottage, a cozy retreat thoughtfully designed for up to four guests and your pet! Tucked away in Ashland's peaceful Historic Railroad District, our charming cottage seamlessly blends modern comforts with the allure of natural beauty. Relax in the inviting living spaces, or explore Ashland and live like a local. Casa Amore Cottage is the perfect sanctuary for a group of four, offering a peaceful atmosphere to create lasting memories.This historic cottage in the Ashland Railroad District offers one bedroom, 1.5 bathrooms and will accommodate up to four guests. The kitchen has been remodeled and this darling cottage is walking distance to downtown Ashland.Welcome to Casa Amore Cottage in the heart of Ashland's Historic Railroad District. Stroll to coffee shops, restaurants, shopping and the world famous Oregon Shakespeare Festival from this eclectic neighborhood of vintage 1800's homes, bu

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$117 /night
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Spacious 2 bedroom historic home with two king beds and kitchenette. Ashland, New York

Spacious 2 bedroom historic home with two king beds and kitchenette.

Located in Ashland, New York, United States. Spacious 2 bedroom historic home with two king beds and kitchenette. About this spaceHistoric home - One block from OSF. Easy access to dining, wine tasting, and shopping.Originally built in 1904, this home is fully renovated and hosts up to guests. Three bedrooms include a king and two queen size beds. A sofa bed is in the common area as well. There are two bathrooms, a kitchenette and a convection microwave. Also includes a smart TV with DVR, washer/dryer, and french doors that open onto a covered porch and fenced front yard. Private, off street parking also available.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 6 guests
$154 /night
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Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival Ashland, New York

Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival

Located in Ashland, New York, United States. Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival (Note: yes, the entire flat is yours. Separate, private entrance from the downstairs flat. No adjoining doors.) The open plan of this flat makes it a perfect place to enjoy time with familyโ€”or lots of โ€œmeโ€ time! The full kitchen means you can cook to your heartโ€™s delightโ€ฆ or serve up hot, delicious takeout from one of the many excellent nearby restaurants. The Oregon Shakespeare Festival theatres are 3 blocks awayโ€”and the plays are outstanding. For groceries, the Ashland Co-op is 1 block from you. Park in back and take the charming path to your front door, or park on B Street and walk right up! Enjoy a warm cup of tea as you look across the Rogue Valley to snow-covered hills in winter, or green hills in spring. Ski at nearby Mt Ashland in winter, or swim in Emigrant Lake, a 20-minute drive away. Saunter up to the Main Street shops, and do not miss Paddington Station, one of the hallmark Ashland shops for to

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$68 /night
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Luxury condo with king bedroom, two bathrooms, full kitchen. Ashland, New York

Luxury condo with king bedroom, two bathrooms, full kitchen.

Located in Ashland, New York, United States. Luxury condo with king bedroom, two bathrooms, full kitchen. Hyatt Prairie Cabin Compound! Two cabins connected by a common deck. Two full kitchen, dining rooms, and two bathrooms. Two primary bedrooms (queen beds) and two 56โ€ณ tall sleeping lofts (one full bed and three twins). Two BBQโ€™s, huge deck, (electric) fireplace, โ€˜smartโ€™ TV, DVD player, satellite TV, and Wi-Fi.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$227 /night
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Railroad District, steps to downtown, everything you need to enjoy Ashland! Ashland, New York

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Located in Ashland, New York, United States. Railroad District, steps to downtown, everything you need to enjoy Ashland! Welcome to the Garden Suite at Second Street Cottages!(Permit#:06-01959)The Garden Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, delightful shops, and unique restaurants and art galleries. It is one of two separate suites at Second Street Cottages: a turn-of-the-century home, now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor space.The Garden Suite:-2 bedrooms, 2 full bathrooms, sleeps up to 5 people-living room, dining area-fully-equipped kitchen-deck and patio-in-unit washer and dryerThe Garden Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air conditioning.Likewise, the Garden Suite has it's own private ent

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 5 guests
$274 /night
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Spacious B Street Beauty, Around the Corner from Festival Ashland, New York

Spacious B Street Beauty, Around the Corner from Festival

Located in Ashland, New York, United States. Spacious B Street Beauty, Around the Corner from Festival Lovely craftsman home on B Street. The Ashland Food Coop is across the way. Located in the historic railroad district, one of the finest and most established neighborhoods in all of Ashland. Just a few blocks from the plaza, plays, Lithia Park, hiking trails, restaurants and shopping. Be in the center of all the best that Ashland has to offer.The home is well-appointed and was one of the first vacation rentals in Ashland. There is a master king suite upstairs with an in-suite half bathroom. The second level is a spacious den and additional sleeping area with a fold out queen couch. There are two bedrooms on the ground floor and two full bathrooms. The kitchen has many cabinets and there is a pass-through window that leads to the rear deck under a bamboo garden. One downstairs bedroom has a loft with two twin beds and a queen bed and an adjacent full bath. The other bedroom has a queen bed and with a full bath right nex

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 10 guests
$208 /night
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Beautiful little place. Walk to town and theaters! Ashland, New York

Beautiful little place. Walk to town and theaters!

Located in Ashland, New York, United States. Beautiful little place. Walk to town and theaters! Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a modern interior that you will enjoy. Beautiful granite counter tops, stainless steel appliances, a coffee and tea bar and a kitchen with all the amenities to prepare a meal. A front porch and back deck allow you to get out doors and enjoy nature; deer frequent the yard often!There are two bedrooms with cozy queen size pillow-top mattresses and spacious closets.Relax and refresh in the large accommodating shower that provides 2 body jets, a rain head, and a height adjustable hand held shower head with four spray options. Choose to activate one or two at a time to drench your body in the massaging water!While you don't need a car to enjoy town, you will need one if you plan to enjoy other activities near Ashland (wineries, Britt Festival, Jet boat in Grants Pass, or paddle boarding at Immigrant lake, etc.Two off street pa

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$140 /night
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Studio Sanctuary: Welcoming to Pets Ashland, New York

Studio Sanctuary: Welcoming to Pets

Located in Ashland, New York, United States. Studio Sanctuary: Welcoming to Pets Tucked behind Helman House on a quiet, tree-lined street, the Helman House cottages feature everything you need for your Ashland visit. This quaint retreat provides a king-size bed, sitting area, and kitchenette. This studio is also equipped with a window unit that has both heat and AC.Convenient to the many theatersโ€”including the world-renowned Oregon Shakespeare Festival, boutique shops, award-winning wineries, and restaurants Ashland is famous for, Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.If youโ€™re looking for privacy, comfort, and convenience, look no further than Helman House cottages.What are you waiting for? Book your stay today!Other details to note:Please note that this studio unit is a duplex and has an adjacent studio beside it that may or may not be occupied. The walls are relatively thin between these studios so if youโ€™re a light sleeper or like to listen to music or TV loudl

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$69 /night
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2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms Ashland, New York

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

Located in Ashland, New York, United States. 2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms Ashland's premier luxury destination located in the heart of downtown, the Penthouse encompasses the entire 3rd floor, boasting 360ยฐ views, features a year-round lanai with gourmet outdoor kitchen.Inside the beautiful living and kitchen area is designed as the ultimate gathering space with deluxe amenities. Two large bedrooms with king beds, an ensuite bathroom with heated floors, a second full bath plus large den/office and 1/2 bath. Covered parking, secured foyer, adjacent charging stations.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 8 guests
$568 /night
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Downtown Discovery: Explore Ashland's Charm Ashland, New York

Downtown Discovery: Explore Ashland's Charm

Located in Ashland, New York, United States. Downtown Discovery: Explore Ashland's Charm Tucked behind Helman House on a quiet, tree-lined street, the Helman House cottage feature everything you need for your Ashland visit. This quaint retreat provides a king size bed, sitting area, and kitchenette. This studio is also equipped with a window unit that has both heat and AC.Convenient to the many theatersโ€”including the world-renowned Oregon Shakespeare Festival, boutique shops, award-winning wineries, and restaurants Ashland is famous for, Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer. If youโ€™re looking for privacy, comfort, and convenience, look no further than Helman House cottages.What are you waiting for? Book your stay today!Other details to note:Please note that this studio unit is a duplex and has an adjacent studio beside it that may or may not be occupied. The walls are relatively thin between these studios so if youโ€™re a light sleeper or like to listen to music or

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$64 /night
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Alley-By Loft Ashland, New York

Alley-By Loft

Located in Ashland, New York, United States. Alley-By Loft This stylish space is centrally located in the heart of downtown Ashland. Enjoy this modern home with a stunning roof-top patio with 360 views of this beautiful town. The home has a fully stocked kitchen and is steps away from some of the most popular restaurants in town.

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 10 guests
$416 /night
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The Indigo Cottage 5 Min walk to Downtown Ashland Ashland, New York

The Indigo Cottage 5 Min walk to Downtown Ashland

Located in Ashland, New York, United States. The Indigo Cottage 5 Min walk to Downtown Ashland Quaint Cottage. Amazing location 1.5 blocks to Downtown Ashland. Outdoor fire pit and vegetable garden and full kitchen. Pets may be welcome subject to written owner approval. Additional deposit applies.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 2 guests
$95 /night
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Quiet and peaceful cottage close to downtown Ashland, New York

Quiet and peaceful cottage close to downtown

Located in Ashland, New York, United States. Quiet and peaceful cottage close to downtown Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage is over 1000 square feet and has a full kitchen and comfortable living space. There is a pullout couch that converts to a full size, flexsteel (no metal bar running down the middle like most sofa beds) bed. Upstairs is a beautiful queen size bed, with high quality linen's, a feather bed topper, full bath, sitting area, and an office space. Downstairs has a cozy living space, well stocked kitchen, sofa bed, and additional full bath. Lots of privacy for two couples or family members. Each story is over 500sf and filled with light from the abundance of windows. There's off street parking and it's an easy walk to downtown!

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 5 guests
$112 /night
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Historic Main House great for gatherings Ashland, New York

Historic Main House great for gatherings

Located in Ashland, New York, United States. Historic Main House great for gatherings We offer complete privacy and relaxing moments of cozy comforts to all. Enjoy the exquisite garden setting surrounded by mature trees, Koi ponds and waterfalls. A truly spectacular sanctuary. Sleep tight on a luxurious bed with soft, fresh white linens and a cozy comforter. A five-star hotel may have luxury, but hardly such comfort. Our Suites are distinctively decorated and named for flowers mentioned in Shakespeare's plays as homage to Ashland's Oregon Shakespeare Festival.You are in a friendly residential neighborhood and yet only 3 blocks from downtown, a short walk to many wonderful restaurants, 1/2 mile, 1 mile from the great hiking at Lithia park that goes for miles and miles.

๐Ÿ› 4 beds ยท ๐Ÿ‘ฅ 8 guests
$323 /night
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Berkshires 4br/2ba,  FALL, WINTER SKI JIMINY PK OR Long Term '25 Lebanon Springs, New York

Berkshires 4br/2ba, FALL, WINTER SKI JIMINY PK OR Long Term '25

Located in Lebanon Springs, New York, United States. Berkshires 4br/2ba, FALL, WINTER SKI JIMINY PK OR Long Term '25 BERKSHIRES - 4 BR/2BA - Am in the process of selling the house, but would commit to a full Fall, Winter Rental) CHARMING, BEAUTIFULLY DECORATED (CHECK PHOTOS PLEASE) 1,800 sq. ft New England "farmhouse,'" 4 bedrooms, 2 bathrooms, sleeps 4-6. 2 working wood-burning FIREPLACES, screened porch overlooking flower garden, large backyard. Charming, cozy, and comfortable. Membership at QUEECHY LAKE.Decorating skill makes my two-story country house a charming rural retreat, both inside and out, for you and your family. Relax in front of 2 fireplaces (one in each of two living rooms), featuring wide board wood floors, lovely wallpaper and comfortable country furniture. There is an eat-in kitchen, as well as a lovely, full dining room. Eat out on the screened porch in summer.Three bedrooms and a bathroom upstairs, a den, and another bathroom downstairs. Upstairs master bedroom has a king bed, second bedroom has a queen bed, t

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 1 guests
$114 /night
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Unique Condo, Quiet Neighborhood, Walk to Town. Lenox, New York

Unique Condo, Quiet Neighborhood, Walk to Town.

Located in Lenox, New York, United States. Unique Condo, Quiet Neighborhood, Walk to Town. Two bedroom, two bathroom condominium in a two family house located in one of Lenoxโ€™s most convenient and quiet neighborhoods. Leave your car in the driveway and walk to everything Lenox has to offer! On the first floor is a comfortable living room with queen sleeper sofa, bathroom with shower, washer/dryer, small office space, kitchen w/glass top stove, dishwasher and microwave. Access to a small yard from the kitchen. Upstairs is the master bedroom with king-sized bed, second bedroom has a trundle bed. Full bathroom upstairs.

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 4 guests
$123 /night
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Mountain View Retreat in Hudson Valley near Berkshire Attractions Old Chatham, New York

Mountain View Retreat in Hudson Valley near Berkshire Attractions

Located in Old Chatham, New York, United States. Mountain View Retreat in Hudson Valley near Berkshire Attractions Sweet guest cottage perfectly located for exploring Columbia County, the Berkshires or simply lazing on the lawn with a lemonade and a good book.Totally renovated in 2019, the cottage has an open layout with kitchen, living room, dining area and 2 bedrooms. It's set in a sunny, open meadow surrounded by woods with views of the Berkshire mountains. Walk down a grassy path to a bass filled pond complete with an ancient dock. For hiking, there's a spectacular conservation area a mile down the road.The kitchen is designed for people who love to cook with all new appliances including dishwasher, stove, oven, refrigerator, microwave andcoffeemaker. Central AC and heat, W/ D, WiFi and TV with an Amazon Firestick. Feel free to walk anywhere on the 9-acre grounds. On weekends we stay in the Main House up the dirt road. You can always explore Chathamโ€™s wonderful restaurants, cafes, bookstore and brewery only 9 min. drive. Also we

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 6 guests
$118 /night
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Get away and get back to nature! East Nassau, New York

Get away and get back to nature!

Located in East Nassau, New York, United States. Get away and get back to nature! Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the Berkshires. 32 acres to explore and wildlife to watch. There is a hawks nest on the property and if timed right you can watch them hunt the field. Please also view , The Hawk's Nest & The Owl's Nest. All the same features but each are unique.Disclosure: We are a couple miles from Lebanon Speedway and some of the races can be loud. Extremely quiet otherwise.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests
$95 /night
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Enjoy a renovated private home right in downtown Lenox Lenox, New York

Enjoy a renovated private home right in downtown Lenox

Located in Lenox, New York, United States. Enjoy a renovated private home right in downtown Lenox Our lovely home is literally a stones throw from Lenox's downtown shops and fabulous restaurants but also in a very quiet neighborhood. A newly renovated 100 year old home with historic charm but with all the immensities of of 2018 ! Exactly 1.1 miles to Tanglewood's front gate which makes for a wonderful summer stroll to the venue without dealing with traffic.3 BR's on the 2nd floor, (2) lovely porches, front & back. The front is fully enclosed with screen windows, the back open and airy under a roof cover. Lovely back yard with fireplace, gardens and serenity, A MUST SEE !!

๐Ÿ› 3 beds ยท ๐Ÿ‘ฅ 6 guests
$277 /night
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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! Lenox, New York

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Located in Lenox, New York, United States. Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! Our property is a renovated 1770s stage coach stop. The upstairs of our home (with separate entrance) is our rental apartment space which is hotel style, meaning 2 big bedrooms, a big common area, a nice big bathroom, and some basic appliances (mini fridge, microwave, and coffee pot). Washing dirty dishes in our bathroom is not allowed. Paper goods will be supplied. We encourage folks to eat out, pick up food, or have food delivered. Local restaurants -Antimony, 110 Grill, Mazzeos, Jae's, Bousquet's The Lift, Alta, Brava, Heritage Tavern, Balderdash Winery, Haven, Lenox Coffee, Betty's, Zinc, Firefly, Boema Pizza, the Locker Room, Vongs, and Frankies to name just a few. There are many old Inns that also have bars and restaurants. Balderdash Winery and Antimony are amazing places that have live music on the weekends!There is a community meditation field, roughly 20 acres, across the street for walking or meditating. There

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 1 guests
$189 /night
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5 Bed / 3 bath Apt Near Jiminy Peak Berkshires Stephentown, New York

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Located in Stephentown, New York, United States. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires Welcome to the Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. Completely gut remodeled, the building reopened in 2023. This is the "crown jewel" unit! 5 bedrooms / 3 bathrooms / 2 living rooms / 1 kitchen / 1 arcade. Private W/D in unit.This is for Apartment # 3. Beautiful apartment in the Stephentown Hotel, located in the only Stephentown on Earth! The building has operated almost continuously since the 1860s! The Stephentown Hotel is well known locally. The building went through a 3 year gut renovation. We are minutes away from Jiminy Peak Ski Resort, located in the world famous Berkshire & Taconic Mountains! Many fun activities nearby including Ramblewild Adventure Park, Tanglewood, New Lebanon Speedway, Cherry Plains State Park, Mount Greylock, Cinch Em Horse stables, multiple lakes, hiking trails and more! The kitchen is fully stocked with all essentials and household items. The kitchen features a large fridge, d

๐Ÿ› 5 beds ยท ๐Ÿ‘ฅ 12 guests
$204 /night
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2 Bed Berkshire Getaway minutes to Jiminy Peak Ski Stephentown, New York

2 Bed Berkshire Getaway minutes to Jiminy Peak Ski

Located in Stephentown, New York, United States. 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski Welcome to the historic Stephentown Hotel! Private apartment located minutes to Jiminy Peak Mountain in the world famous Berkshire Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, completely renovated, new kitchen and bathroom, fire pit, BBQ and old fashion popcorn machine on site! Every stay includes water bottles, granola bars, oatmeal packets, coffee and tea! Parking in front.The apartment was renovated in 2023; brand new kitchen and bathroom. Large eat in kitchen with gas stove, dishwasher and Keurig machine. Bathroom features an incredible rain head shower, Bluetooth light / speaker in the shower to listen to your favorite music. (x2) Comfy queen beds, black out curtains and more. Private entrance and parking directly in front of the apartment. There is a fire pit with chairs and a BBQ. There is also an old fashion popcorn m

๐Ÿ› 2 beds ยท ๐Ÿ‘ฅ 6 guests
$92 /night
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Historic Sea Breeze Getaway Steps to Lake Ontario!

Irondequoit, New York

Historic Sea Breeze Getaway Steps to Lake Ontario!

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Irondequoit, New York, United States. Historic Sea Breeze Getaway Steps to Lake Ontario! Discover the very best of Lake Ontario from the comfort & convenience of this upgraded private retreat! Perfectly situated less than 10 miles from Rochester, enjoy water activities at Ontario Beach, thrilling rides at Seabreeze, or take a stroll through Durand Eastman Park simply minutes away. Explore Seneca Park Zoo, Irondequoit Bay Beach & Pier, Strong National Museum of Play, Highland Park & more! The perfect place for family & friends, you will love this private retreat in Irondequoit!Recently upgraded and beautifully furnished throughout, this spacious and private four-bedroom 1930's home features a traditional floor plan with a full kitchen, dining area, dedicated workspace, and a living room with 50โ€ Smart TV.Fully appointed kitchen with appliances including stove, oven, refrigerator, dishwasher, and microwave. Bedrooms are comfortably furnished with fresh crisp new linens, pillows, and bed coverings. Master bedroom features a p

$86

/ night

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Charming Space Next to Everything, Walk Anywhere!

Ashland, New York

Charming Space Next to Everything, Walk Anywhere!

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Charming Space Next to Everything, Walk Anywhere! Park the car the duration of your stay and feel at home in quaint little Ashland town. Spacious and artistic decor is perfect for recreation or executive stays. Our little neighborhood home in the flats of the Historic Railroad District, circa 1890, could not be closer to Ashland's local jem spots including OSF, Lithia Park, Ashland Food Co-op, restaurants, and shopping, all a quick easy walk away. Completely private, clean, and convenient. Permit: (17-00969) Ashland Artisan House.The spaceOur home is filled with color and light. Built in 1890, it has been said to be a brothel/laundry house in days gone by. Fully private and fully furnished with covered porch, double head walk in shower, double celled window shades, garden, fully loaded kitchen, wifi, cable and internet. Newly offered is a brand new stackable washer/dryer beside the refrigerator. For a good night's sleep, we have comfortable arrangements with either the king bed in the

$158

/ night

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Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Ashland, New York

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More Welcome to Casa Amore Cottage, a cozy retreat thoughtfully designed for up to four guests and your pet! Tucked away in Ashland's peaceful Historic Railroad District, our charming cottage seamlessly blends modern comforts with the allure of natural beauty. Relax in the inviting living spaces, or explore Ashland and live like a local. Casa Amore Cottage is the perfect sanctuary for a group of four, offering a peaceful atmosphere to create lasting memories.This historic cottage in the Ashland Railroad District offers one bedroom, 1.5 bathrooms and will accommodate up to four guests. The kitchen has been remodeled and this darling cottage is walking distance to downtown Ashland.Welcome to Casa Amore Cottage in the heart of Ashland's Historic Railroad District. Stroll to coffee shops, restaurants, shopping and the world famous Oregon Shakespeare Festival from this eclectic neighborhood of vintage 1800's homes, bu

$117

/ night

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Spacious 2 bedroom historic home with two king beds and kitchenette.

Ashland, New York

Spacious 2 bedroom historic home with two king beds and kitchenette.

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Ashland, New York, United States. Spacious 2 bedroom historic home with two king beds and kitchenette. About this spaceHistoric home - One block from OSF. Easy access to dining, wine tasting, and shopping.Originally built in 1904, this home is fully renovated and hosts up to guests. Three bedrooms include a king and two queen size beds. A sofa bed is in the common area as well. There are two bathrooms, a kitchenette and a convection microwave. Also includes a smart TV with DVR, washer/dryer, and french doors that open onto a covered porch and fenced front yard. Private, off street parking also available.

$154

/ night

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Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival

Ashland, New York

Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival (Note: yes, the entire flat is yours. Separate, private entrance from the downstairs flat. No adjoining doors.) The open plan of this flat makes it a perfect place to enjoy time with familyโ€”or lots of โ€œmeโ€ time! The full kitchen means you can cook to your heartโ€™s delightโ€ฆ or serve up hot, delicious takeout from one of the many excellent nearby restaurants. The Oregon Shakespeare Festival theatres are 3 blocks awayโ€”and the plays are outstanding. For groceries, the Ashland Co-op is 1 block from you. Park in back and take the charming path to your front door, or park on B Street and walk right up! Enjoy a warm cup of tea as you look across the Rogue Valley to snow-covered hills in winter, or green hills in spring. Ski at nearby Mt Ashland in winter, or swim in Emigrant Lake, a 20-minute drive away. Saunter up to the Main Street shops, and do not miss Paddington Station, one of the hallmark Ashland shops for to

$68

/ night

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Luxury condo with king bedroom, two bathrooms, full kitchen.

Ashland, New York

Luxury condo with king bedroom, two bathrooms, full kitchen.

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Luxury condo with king bedroom, two bathrooms, full kitchen. Hyatt Prairie Cabin Compound! Two cabins connected by a common deck. Two full kitchen, dining rooms, and two bathrooms. Two primary bedrooms (queen beds) and two 56โ€ณ tall sleeping lofts (one full bed and three twins). Two BBQโ€™s, huge deck, (electric) fireplace, โ€˜smartโ€™ TV, DVD player, satellite TV, and Wi-Fi.

$227

/ night

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Railroad District, steps to downtown, everything you need to enjoy Ashland!

Ashland, New York

Railroad District, steps to downtown, everything you need to enjoy Ashland!

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 5 guests

Located in Ashland, New York, United States. Railroad District, steps to downtown, everything you need to enjoy Ashland! Welcome to the Garden Suite at Second Street Cottages!(Permit#:06-01959)The Garden Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, delightful shops, and unique restaurants and art galleries. It is one of two separate suites at Second Street Cottages: a turn-of-the-century home, now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor space.The Garden Suite:-2 bedrooms, 2 full bathrooms, sleeps up to 5 people-living room, dining area-fully-equipped kitchen-deck and patio-in-unit washer and dryerThe Garden Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air conditioning.Likewise, the Garden Suite has it's own private ent

$274

/ night

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Spacious B Street Beauty, Around the Corner from Festival

Ashland, New York

Spacious B Street Beauty, Around the Corner from Festival

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Ashland, New York, United States. Spacious B Street Beauty, Around the Corner from Festival Lovely craftsman home on B Street. The Ashland Food Coop is across the way. Located in the historic railroad district, one of the finest and most established neighborhoods in all of Ashland. Just a few blocks from the plaza, plays, Lithia Park, hiking trails, restaurants and shopping. Be in the center of all the best that Ashland has to offer.The home is well-appointed and was one of the first vacation rentals in Ashland. There is a master king suite upstairs with an in-suite half bathroom. The second level is a spacious den and additional sleeping area with a fold out queen couch. There are two bedrooms on the ground floor and two full bathrooms. The kitchen has many cabinets and there is a pass-through window that leads to the rear deck under a bamboo garden. One downstairs bedroom has a loft with two twin beds and a queen bed and an adjacent full bath. The other bedroom has a queen bed and with a full bath right nex

$208

/ night

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Beautiful little place. Walk to town and theaters!

Ashland, New York

Beautiful little place. Walk to town and theaters!

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Beautiful little place. Walk to town and theaters! Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a modern interior that you will enjoy. Beautiful granite counter tops, stainless steel appliances, a coffee and tea bar and a kitchen with all the amenities to prepare a meal. A front porch and back deck allow you to get out doors and enjoy nature; deer frequent the yard often!There are two bedrooms with cozy queen size pillow-top mattresses and spacious closets.Relax and refresh in the large accommodating shower that provides 2 body jets, a rain head, and a height adjustable hand held shower head with four spray options. Choose to activate one or two at a time to drench your body in the massaging water!While you don't need a car to enjoy town, you will need one if you plan to enjoy other activities near Ashland (wineries, Britt Festival, Jet boat in Grants Pass, or paddle boarding at Immigrant lake, etc.Two off street pa

$140

/ night

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Studio Sanctuary: Welcoming to Pets

Ashland, New York

Studio Sanctuary: Welcoming to Pets

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests ยท ๐Ÿพ Pets

Located in Ashland, New York, United States. Studio Sanctuary: Welcoming to Pets Tucked behind Helman House on a quiet, tree-lined street, the Helman House cottages feature everything you need for your Ashland visit. This quaint retreat provides a king-size bed, sitting area, and kitchenette. This studio is also equipped with a window unit that has both heat and AC.Convenient to the many theatersโ€”including the world-renowned Oregon Shakespeare Festival, boutique shops, award-winning wineries, and restaurants Ashland is famous for, Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.If youโ€™re looking for privacy, comfort, and convenience, look no further than Helman House cottages.What are you waiting for? Book your stay today!Other details to note:Please note that this studio unit is a duplex and has an adjacent studio beside it that may or may not be occupied. The walls are relatively thin between these studios so if youโ€™re a light sleeper or like to listen to music or TV loudl

$69

/ night

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2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

Ashland, New York

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Ashland, New York, United States. 2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms Ashland's premier luxury destination located in the heart of downtown, the Penthouse encompasses the entire 3rd floor, boasting 360ยฐ views, features a year-round lanai with gourmet outdoor kitchen.Inside the beautiful living and kitchen area is designed as the ultimate gathering space with deluxe amenities. Two large bedrooms with king beds, an ensuite bathroom with heated floors, a second full bath plus large den/office and 1/2 bath. Covered parking, secured foyer, adjacent charging stations.

$568

/ night

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Downtown Discovery: Explore Ashland's Charm

Ashland, New York

Downtown Discovery: Explore Ashland's Charm

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Ashland, New York, United States. Downtown Discovery: Explore Ashland's Charm Tucked behind Helman House on a quiet, tree-lined street, the Helman House cottage feature everything you need for your Ashland visit. This quaint retreat provides a king size bed, sitting area, and kitchenette. This studio is also equipped with a window unit that has both heat and AC.Convenient to the many theatersโ€”including the world-renowned Oregon Shakespeare Festival, boutique shops, award-winning wineries, and restaurants Ashland is famous for, Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer. If youโ€™re looking for privacy, comfort, and convenience, look no further than Helman House cottages.What are you waiting for? Book your stay today!Other details to note:Please note that this studio unit is a duplex and has an adjacent studio beside it that may or may not be occupied. The walls are relatively thin between these studios so if youโ€™re a light sleeper or like to listen to music or

$64

/ night

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Alley-By Loft

Ashland, New York

Alley-By Loft

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 10 guests

Located in Ashland, New York, United States. Alley-By Loft This stylish space is centrally located in the heart of downtown Ashland. Enjoy this modern home with a stunning roof-top patio with 360 views of this beautiful town. The home has a fully stocked kitchen and is steps away from some of the most popular restaurants in town.

$416

/ night

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The Indigo Cottage 5 Min walk to Downtown Ashland

Ashland, New York

The Indigo Cottage 5 Min walk to Downtown Ashland

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 2 guests

Located in Ashland, New York, United States. The Indigo Cottage 5 Min walk to Downtown Ashland Quaint Cottage. Amazing location 1.5 blocks to Downtown Ashland. Outdoor fire pit and vegetable garden and full kitchen. Pets may be welcome subject to written owner approval. Additional deposit applies.

$95

/ night

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Quiet and peaceful cottage close to downtown

Ashland, New York

Quiet and peaceful cottage close to downtown

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 5 guests

Located in Ashland, New York, United States. Quiet and peaceful cottage close to downtown Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage is over 1000 square feet and has a full kitchen and comfortable living space. There is a pullout couch that converts to a full size, flexsteel (no metal bar running down the middle like most sofa beds) bed. Upstairs is a beautiful queen size bed, with high quality linen's, a feather bed topper, full bath, sitting area, and an office space. Downstairs has a cozy living space, well stocked kitchen, sofa bed, and additional full bath. Lots of privacy for two couples or family members. Each story is over 500sf and filled with light from the abundance of windows. There's off street parking and it's an easy walk to downtown!

$112

/ night

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Historic Main House great for gatherings

Ashland, New York

Historic Main House great for gatherings

๐Ÿ› 4 bed ยท ๐Ÿ‘ฅ 8 guests

Located in Ashland, New York, United States. Historic Main House great for gatherings We offer complete privacy and relaxing moments of cozy comforts to all. Enjoy the exquisite garden setting surrounded by mature trees, Koi ponds and waterfalls. A truly spectacular sanctuary. Sleep tight on a luxurious bed with soft, fresh white linens and a cozy comforter. A five-star hotel may have luxury, but hardly such comfort. Our Suites are distinctively decorated and named for flowers mentioned in Shakespeare's plays as homage to Ashland's Oregon Shakespeare Festival.You are in a friendly residential neighborhood and yet only 3 blocks from downtown, a short walk to many wonderful restaurants, 1/2 mile, 1 mile from the great hiking at Lithia park that goes for miles and miles.

$323

/ night

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Berkshires 4br/2ba,  FALL, WINTER SKI JIMINY PK OR Long Term '25

Lebanon Springs, New York

Berkshires 4br/2ba, FALL, WINTER SKI JIMINY PK OR Long Term '25

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 1 guests

Located in Lebanon Springs, New York, United States. Berkshires 4br/2ba, FALL, WINTER SKI JIMINY PK OR Long Term '25 BERKSHIRES - 4 BR/2BA - Am in the process of selling the house, but would commit to a full Fall, Winter Rental) CHARMING, BEAUTIFULLY DECORATED (CHECK PHOTOS PLEASE) 1,800 sq. ft New England "farmhouse,'" 4 bedrooms, 2 bathrooms, sleeps 4-6. 2 working wood-burning FIREPLACES, screened porch overlooking flower garden, large backyard. Charming, cozy, and comfortable. Membership at QUEECHY LAKE.Decorating skill makes my two-story country house a charming rural retreat, both inside and out, for you and your family. Relax in front of 2 fireplaces (one in each of two living rooms), featuring wide board wood floors, lovely wallpaper and comfortable country furniture. There is an eat-in kitchen, as well as a lovely, full dining room. Eat out on the screened porch in summer.Three bedrooms and a bathroom upstairs, a den, and another bathroom downstairs. Upstairs master bedroom has a king bed, second bedroom has a queen bed, t

$114

/ night

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Unique Condo, Quiet Neighborhood, Walk to Town.

Lenox, New York

Unique Condo, Quiet Neighborhood, Walk to Town.

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 4 guests

Located in Lenox, New York, United States. Unique Condo, Quiet Neighborhood, Walk to Town. Two bedroom, two bathroom condominium in a two family house located in one of Lenoxโ€™s most convenient and quiet neighborhoods. Leave your car in the driveway and walk to everything Lenox has to offer! On the first floor is a comfortable living room with queen sleeper sofa, bathroom with shower, washer/dryer, small office space, kitchen w/glass top stove, dishwasher and microwave. Access to a small yard from the kitchen. Upstairs is the master bedroom with king-sized bed, second bedroom has a trundle bed. Full bathroom upstairs.

$123

/ night

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Mountain View Retreat in Hudson Valley near Berkshire Attractions

Old Chatham, New York

Mountain View Retreat in Hudson Valley near Berkshire Attractions

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Old Chatham, New York, United States. Mountain View Retreat in Hudson Valley near Berkshire Attractions Sweet guest cottage perfectly located for exploring Columbia County, the Berkshires or simply lazing on the lawn with a lemonade and a good book.Totally renovated in 2019, the cottage has an open layout with kitchen, living room, dining area and 2 bedrooms. It's set in a sunny, open meadow surrounded by woods with views of the Berkshire mountains. Walk down a grassy path to a bass filled pond complete with an ancient dock. For hiking, there's a spectacular conservation area a mile down the road.The kitchen is designed for people who love to cook with all new appliances including dishwasher, stove, oven, refrigerator, microwave andcoffeemaker. Central AC and heat, W/ D, WiFi and TV with an Amazon Firestick. Feel free to walk anywhere on the 9-acre grounds. On weekends we stay in the Main House up the dirt road. You can always explore Chathamโ€™s wonderful restaurants, cafes, bookstore and brewery only 9 min. drive. Also we

$118

/ night

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Get away and get back to nature!

East Nassau, New York

Get away and get back to nature!

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 4 guests

Located in East Nassau, New York, United States. Get away and get back to nature! Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the Berkshires. 32 acres to explore and wildlife to watch. There is a hawks nest on the property and if timed right you can watch them hunt the field. Please also view , The Hawk's Nest & The Owl's Nest. All the same features but each are unique.Disclosure: We are a couple miles from Lebanon Speedway and some of the races can be loud. Extremely quiet otherwise.

$95

/ night

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Enjoy a renovated private home right in downtown Lenox

Lenox, New York

Enjoy a renovated private home right in downtown Lenox

๐Ÿ› 3 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Lenox, New York, United States. Enjoy a renovated private home right in downtown Lenox Our lovely home is literally a stones throw from Lenox's downtown shops and fabulous restaurants but also in a very quiet neighborhood. A newly renovated 100 year old home with historic charm but with all the immensities of of 2018 ! Exactly 1.1 miles to Tanglewood's front gate which makes for a wonderful summer stroll to the venue without dealing with traffic.3 BR's on the 2nd floor, (2) lovely porches, front & back. The front is fully enclosed with screen windows, the back open and airy under a roof cover. Lovely back yard with fireplace, gardens and serenity, A MUST SEE !!

$277

/ night

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Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Lenox, New York

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

๐Ÿ› 1 bed ยท ๐Ÿ‘ฅ 1 guests

Located in Lenox, New York, United States. Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! Our property is a renovated 1770s stage coach stop. The upstairs of our home (with separate entrance) is our rental apartment space which is hotel style, meaning 2 big bedrooms, a big common area, a nice big bathroom, and some basic appliances (mini fridge, microwave, and coffee pot). Washing dirty dishes in our bathroom is not allowed. Paper goods will be supplied. We encourage folks to eat out, pick up food, or have food delivered. Local restaurants -Antimony, 110 Grill, Mazzeos, Jae's, Bousquet's The Lift, Alta, Brava, Heritage Tavern, Balderdash Winery, Haven, Lenox Coffee, Betty's, Zinc, Firefly, Boema Pizza, the Locker Room, Vongs, and Frankies to name just a few. There are many old Inns that also have bars and restaurants. Balderdash Winery and Antimony are amazing places that have live music on the weekends!There is a community meditation field, roughly 20 acres, across the street for walking or meditating. There

$189

/ night

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5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Stephentown, New York

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

๐Ÿ› 5 bed ยท ๐Ÿ‘ฅ 12 guests

Located in Stephentown, New York, United States. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires Welcome to the Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. Completely gut remodeled, the building reopened in 2023. This is the "crown jewel" unit! 5 bedrooms / 3 bathrooms / 2 living rooms / 1 kitchen / 1 arcade. Private W/D in unit.This is for Apartment # 3. Beautiful apartment in the Stephentown Hotel, located in the only Stephentown on Earth! The building has operated almost continuously since the 1860s! The Stephentown Hotel is well known locally. The building went through a 3 year gut renovation. We are minutes away from Jiminy Peak Ski Resort, located in the world famous Berkshire & Taconic Mountains! Many fun activities nearby including Ramblewild Adventure Park, Tanglewood, New Lebanon Speedway, Cherry Plains State Park, Mount Greylock, Cinch Em Horse stables, multiple lakes, hiking trails and more! The kitchen is fully stocked with all essentials and household items. The kitchen features a large fridge, d

$204

/ night

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2 Bed Berkshire Getaway minutes to Jiminy Peak Ski

Stephentown, New York

2 Bed Berkshire Getaway minutes to Jiminy Peak Ski

๐Ÿ› 2 bed ยท ๐Ÿ‘ฅ 6 guests

Located in Stephentown, New York, United States. 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski Welcome to the historic Stephentown Hotel! Private apartment located minutes to Jiminy Peak Mountain in the world famous Berkshire Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, completely renovated, new kitchen and bathroom, fire pit, BBQ and old fashion popcorn machine on site! Every stay includes water bottles, granola bars, oatmeal packets, coffee and tea! Parking in front.The apartment was renovated in 2023; brand new kitchen and bathroom. Large eat in kitchen with gas stove, dishwasher and Keurig machine. Bathroom features an incredible rain head shower, Bluetooth light / speaker in the shower to listen to your favorite music. (x2) Comfy queen beds, black out curtains and more. Private entrance and parking directly in front of the apartment. There is a fire pit with chairs and a BBQ. There is also an old fashion popcorn m

$92

/ night

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Historic Sea Breeze Getaway Steps to Lake Ontario!

Irondequoit, New York

$86/night

Charming Space Next to Everything, Walk Anywhere!

Ashland, New York

$158/night

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

Ashland, New York

$117/night

Spacious 2 bedroom historic home with two king beds and kitchenette.

Ashland, New York

$154/night

Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival

Ashland, New York

$68/night

Luxury condo with king bedroom, two bathrooms, full kitchen.

Ashland, New York

$227/night

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Ashland, New York

$274/night

Spacious B Street Beauty, Around the Corner from Festival

Ashland, New York

$208/night

Beautiful little place. Walk to town and theaters!

Ashland, New York

$140/night

Studio Sanctuary: Welcoming to Pets

Ashland, New York

$69/night

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

Ashland, New York

$568/night

Downtown Discovery: Explore Ashland's Charm

Ashland, New York

$64/night

Alley-By Loft

Ashland, New York

$416/night

The Indigo Cottage 5 Min walk to Downtown Ashland

Ashland, New York

$95/night

Quiet and peaceful cottage close to downtown

Ashland, New York

$112/night

Historic Main House great for gatherings

Ashland, New York

$323/night

Berkshires 4br/2ba, FALL, WINTER SKI JIMINY PK OR Long Term '25

Lebanon Springs, New York

$114/night

Unique Condo, Quiet Neighborhood, Walk to Town.

Lenox, New York

$123/night

Mountain View Retreat in Hudson Valley near Berkshire Attractions

Old Chatham, New York

$118/night

Get away and get back to nature!

East Nassau, New York

$95/night

Enjoy a renovated private home right in downtown Lenox

Lenox, New York

$277/night

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Lenox, New York

$189/night

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Stephentown, New York

$204/night

2 Bed Berkshire Getaway minutes to Jiminy Peak Ski

Stephentown, New York

$92/night