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Ashland, New York
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Located in Ashland, New York, United States. Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland Second Spring PropertyWe are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3 bedroom 2 bath home or split into two connecting one bedroom apartments with kitchens, dining areas and living rooms. You can stay at home and entertain or walk a block to the heart of Ashland's shopping and theatre district to dine in its finest restaurants, bars and cafes, enjoy the best of the arts or take a walk in beautiful Lithia Park. TITANIAThis beautiful 900 sq. ft. apartment offers a full state of the art kitchen with stainless steel appliances, granite counter tops, cork floors, an espresso machine, juicer, full eating and cooking utensils, 6 burner stove top and oven, dishwasher and dining area with a table t
Ashland, New York
COZY cottage near Park and Town!!
Located in Ashland, New York, United States. COZY cottage near Park and Town!! Pine Street Cottage:This is a monthly rental, 30 days or more. This comfortable separate ONE BEDROOM cottage is located on the best street in Ashland! It is a lovely 4 minute STROLL to Lithia Park, town and another 2 minutes to the Shakespeare Festival. It has OFF STREET parking. The cottage is decorated in rustic elegance with crisp cotton sheets in summer and flannel sheets in winter. Snuggle under the down comforter and sleep with the soothing colors and quiet upstairs atmosphere with a view of our GARDENS. Kitchen includes everything youโll need for cooking, including FILTERED water, ORGANIC COFFEE and TEAS and a view of Grizzly Peak. Living room features a comfortable couch and chair, great VIEWS and LIGHT, and Wi-Fi internet access. There are locally hand-made SOAPS in the bathroom with a SHOWER and BATHTUB. There are always fresh FLOWERS on the table where you will enjoy eating and gazing out the bay window. The town of Ashland, known for the
Ashland, New York
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
Located in Ashland, New York, United States. The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District Step into a world of elegance and romance in this French-inspired guest room on the second floor. Youโll feel pampered by the luxurious drapes, cozy fabrics, and spacious queen bed. Enjoy the natural light from the windows and the skylight, or dim the lights and relax in the two-person jetted tub. This room is perfect for couples or solo travelers who want to indulge themselves in a charming and comfortable setting. Plus, youโll be close to all the attractions, restaurants, and Oregon Shakespeare Festival shows that Ashland has to offer! Donโt miss this opportunity to book your dream stay in this beautiful guest room! ๐นPOLICY REMINDERS:- Cancellations: 5+ days before arrival, a full refund minus a $39 cancellation fee will be issued (non-fundable rates excluded). After that, only the cleaning fee will be refunded.- Occupancy Limits: Guests agree to not exceed maximum occupancy stated in the listing. Failure to do so
Ashland, New York
Shakespeare Sanctuary: Walk to Downtown Ashland
Located in Ashland, New York, United States. Shakespeare Sanctuary: Walk to Downtown Ashland Helman House and Cottages ~ Old Ashland Charm, Short Walk to the PlazaJust a few short blocks to Ashland Plaza on a quiet, tree-lined street youโll findold-Ashland charm in the Helman House and Cottages. Convenient to themany theatersโincluding the world-renowned Oregon ShakespeareFestivalโboutique shops, award winning wineries, and restaurants Ashland isfamous for, Helman House is a home away from home for visitors eager toexperience all Southern Oregon has to offer.Your reservation will include the Helman House and two cottages (sleeps 10). Updated with all modern amenities, Helman House boasts two large bedrooms, a king-size bed downstairs and two queens upstairs, two full baths, and a basic kitchen for light and simple meal preparation. Enjoy the bright kitchen nook for your sunny morning coffee or a long soak in the cast iron clawfoot tub. Located directly behind the house, each of the two studio cottages feature a king-size bed, sit
Ashland, New York
Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.
Located in Ashland, New York, United States. Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens. About this spaceThis two-story, modern home has three bedrooms. The primary bedroom has a king-sized bed and the guest rooms each have queen-sized beds. A spacious living room includes a comfortable sofa bed that sleeps two, making this home the perfect location for up to 8 guests. Has a modern, fully appointed kitchen as well as an upper balcony and lower patio. The home has two full bathrooms with shower stall downstairs and jetted tub upstairs. Also includes a smart TV with DVR and washer/dryer.
Ashland, New York
#3 President Hayes @ The Mccall House Boutique Hotel
Located in Ashland, New York, United States. #3 President Hayes @ The Mccall House Boutique Hotel This richly elegant room has handsome bay windows and beautiful views of both downtown Ashland and the Cascade mountain range. Named in honor of President and Lucy Hayes. The Hayes visited Ashland in 1889 and this guest room features a portrait and keepsake memorabilia from their visit. This is one of our larger rooms on the front of the house and has two queen beds with updated bedding in addition to a sunny seating area. Located on the second floor. Nestled in Downtown Ashland and the OSF theaters, this Italianate mansion, built in 1883, offers a bespoke experience with personalized accommodations for each guest suite. Expect private entrances and bathrooms with every suite to ensure maximum privacy and comfort.Expect to indulge in a culinary treat curated by our in-house chef, who serves a delectable brunch every day in the dining room at 8:30 & 9:30, complemented by freshly brewed organic coffee. Check out the breakfast menu our
Ashland, New York
#4 Chaucer @ The McCall House Boutique Hotel
Located in Ashland, New York, United States. #4 Chaucer @ The McCall House Boutique Hotel This romantic room is named in honor of Geoffrey Chaucer whose portrait adorns an intricate antique stained-glass window separating the bath from the main room. Marble topped furnishings and oversized antiques are at home in this large room with a queen bed with updated bedding, a comfortable seating area. The suite features a private bathroom with both a bathtub and shower.Located on the second floor. Nestled in Downtown Ashland and the OSF theaters, this Italianate mansion, built in 1883, offers a bespoke experience with personalized accommodations for each guest suite. Expect private entrances and bathrooms with every suite to ensure maximum privacy and comfort.Expect to indulge in a culinary treat curated by our in-house chef, who serves a delectable brunch every day in the dining room at 8:30 & 9:30, complemented by freshly brewed organic coffee. Check out the breakfast menu our Chef has prepared for your visit. You can opt for The Che
Lebanon Springs, New York
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
Located in Lebanon Springs, New York, United States. Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home Escape to the Berkshires and step back in time with a stay in our charming historic home, conveniently located near the Shaker Museum. Built in the late 1800s, this beautifully restored home offers modern amenities while preserving the character of its past.Enjoy the serene sounds of the waterfall from the outdoor deck or take a short walk to visit the historic Lebanon Springs. With private access to Queechy Lake, enjoy a refreshing swim or paddle in the clear waters.Take a scenic drive to Tanglewood, just minutes away, and experience the beauty of the Berkshires along the way. Explore the galleries and shops in Great Barrington, hike the nearby Appalachian Trail, or stroll through the beautiful gardens at Edith Wharton's The Mount.Whether you're planning a family vacation, a romantic getaway, or a trip with friends, our historic home offers the perfect blend of comfort, charm, and natural beauty that will
Lenox, New York
51 Church Street, Lenox MA - One Bedroom Unit
Located in Lenox, New York, United States. 51 Church Street, Lenox MA - One Bedroom Unit Refined getawayNewly renovated downtown space fully equipped for all your needs. The kitchen has an array of cooking essentials such as pots, pans, cooking utensils, glassware, flatware and dishes. Comfortable queen bed with linens. The unit has natural light with central heat and AC providing a relaxed environment. WIFI is available through the space making for a friendly work from home environment. Refined getawayNewly renovated downtown space fully equipped for all your needs. The kitchen has an array of cooking essentials such as pots, pans, cooking utensils, glassware, flatware and dishes. Comfortable queen bed with linens. The unit has natural light with central heat and AC providing a relaxed environment. WIFI is available through the space making for a friendly work from home environment.
Lenox, New York
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
Located in Lenox, New York, United States. 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS HYDRANGEA HILL - It doesn't get much better than this for style and proximity. Hydrangea Hill (circa, 1898) is located on a quiet street less than a half-mile walking distance to downtown Lenox, and only two miles to Tanglewood's main entrance. The yard offers a garden atmosphere with a lightly wooded wetland area on the back and side. You'll recognize it immediately by the white picket fence curving around the front as the brick walkway leads you to the front door. The house features three bedrooms, each with quality linens and mattresses; one with twin beds, one with a queen bed, and a master suite with a king bed. You'll love the master bathroom, which features a Carrara marble top, double vanity, and large walk-in glass and tile shower with a spa bench. Without a doubt, the best feature in the house is the large open living space and fully equipped modern kitchen with all you need for a family gathering or for cooking an intimate gourmet
Old Chatham, New York
A 200 year old center hall colonial between the Berkshires and the Hudson River
Located in Old Chatham, New York, United States. A 200 year old center hall colonial between the Berkshires and the Hudson River This property is located on an acre in a small village within easy walking distance of a gourmet country store, a tavern, and the post office. As you can see from the photos, this is a true family home with an up-to date fully equipped kitchen, a formal dining room, comfortable living room with a library of books, and many cozy spaces to enjoy.NEARBY: An easy drive to Tanglewood, Jacobโs Pillow, Hancock Shaker Village, the Norman Rockwell Museum, the Red Lion Inn, Chesterwood, historic Berkshire โcottagesโ such as Naumkeg and the Mount, the Berkshire Botanical Gardens, Kripalu, the Appalachian Trail, Olana, Hudsonโs antique stores, the areaโs fresh produce markets, and the Shaker Museum.. Itโs a fun day trip to racing at Saratoga, to Mass MoCA, and to the Clark Museum.The house features a new entrance and mudroom at the rear of the driveway. Downstairs the house consists of a large living room, a formal
Lenox, New York
Enjoy comfortable elegance in this secluded grand home located in town
Located in Lenox, New York, United States. Enjoy comfortable elegance in this secluded grand home located in town Ideally located in the heart of the Berkshires on one acre of lovely private land, this five bedroom home offers a peaceful retreat. Just a few minutes walk to the Lenox town center and 2 miles to Tanglewood. This tastefully decorated home has been recently updated. Enjoy the best New England has to offer. Walk to restaurants, shops, art galleries and other local attractions. Enjoy the rich culture and history of the area. Just a 5 minute drive to enjoy Edith Wharton's The Mount, Herman Melville's Arrowhead, Miraval Spa, Blantyre, Canyon Ranch. In addition a 10 minute drive to the Red Lion Inn, Norman Rockwell Museum, Berkshire Botanical Garden, Hancock Shaker Village, and Shakespeare and Company. There is nearby Highlawn Farm where you can visit the calves and purchase local products, one of our favorites. We have theaters, wineries, breweries, pumpkin patches, apple orchards, and maple syrup farms nearby as w
Lenox, New York
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
Located in Lenox, New York, United States. NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN. Modern, bright and renovated. Mid Century vogue furnishings, hardwood floors and central A/C are just some features you will find. Our lovely 3 Bedroom 2 full bath home is located on a quiet dead end street and a short distance into downtown. The Tanglewood Main gate is less than a mile away. Large deck with seasonal lounge and dining furniture overlooking backyard. Enjoy all that Lenox has to offer in this pristine location.Broker owned.
Lenox, New York
The Penthouse, Downtown Lenox by Evergreen Home
Located in Lenox, New York, United States. The Penthouse, Downtown Lenox by Evergreen Home Luxury Awaits...This downtown Lenox 3 BR, 2 BA apartment just underwent a complete renovation with design, comfort, and beauty in mind. No detail has been spared from the luxurious linens (Parachute & Annie Selke) to the radiant bathroom floors. Enjoy dinner downtown, then retreat to complete serenity just steps away.If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.Lenox is central to The Berkshires so anywhere you want to explore in the greater area like museums, hikes, skiing, theater are just a short drive awayGuests will be given a lockbox code to enter through the front door. Free off street parking is available.Walk up the wide stairs into your own personal high end oasis. Quarter & Rift sawn white oak floors span The Penthouse with beautiful and comfortable furniture from Design within Reach and Rove Concepts. The Chef's kitchen feat
Lenox, New York
Colonial House, w/Yard,7min walk to Downtown Lenox
Located in Lenox, New York, United States. Colonial House, w/Yard,7min walk to Downtown Lenox A peaceful retreat with a timeless aura, this revamped 19th-century home is brimming with old-school charmโcombining colonial-style architecture with a contemporary design. Nestled on a sprawling 8712 sq. ft. lot, our 4-bed home provides ample space for all. Picture yourself on the patio, relishing open-air barbecues under the warm sunshine while your pets run freely in the backyard. Ah, yes, this could be you! And extra perks await, including lightning-fast 1 GB/s Wi-Fi and a 50" HDTV!The spaceStepping into this generous 2,089 sq. foot space, you'll be embraced by a historic elegance and retro allure that enriches your stay. Marvel at the rustic, gleaming hardwood flooring, the sophisticated collection of high-end furnishings, and the house's overall chic and vintage style aesthetic. Expect a bright and light-filled interior by day, inducing a calm and cozy vibe at night.The palpable tranquillity of our expansive estate is sure to bri
East Nassau, New York
Escape from it all. Woods, birds, campfire and fresh air.
Located in East Nassau, New York, United States. Escape from it all. Woods, birds, campfire and fresh air. 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 Owl's Nest & The Bear's Den. 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.
Lenox, New York
Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly!
Located in Lenox, New York, United States. Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly! Located in a private area of Lenox, right behind Kennedy Park, this chalet has the advantage of combining a feeling of being in the woods, with the convenience of being very close to town and all the great spots Lenox is known for. The chalet steps from Kennedy park, so hiking enthusiasts will be able to walk to an array of treks. Most of the house is laid conveniently out in the first floor, which allows for mobility, and also provides a contemporary feel. A twin, ensuite bathroom makes it convenient for families with kids. The kitchen is well appointed for all types of cooking and we encourage our guests to visit local farms to purchase produce. The house also has a cozy wood stove for winter nights and a generous deck for the summer, where guests can enjoy an amazing view of Parson's Marsh Reserve. All in, it is a magical location for a quintessential Berkshires summer experience. *Note: The property has S
Lenox, New York
Perfect location in the heart of downtown Lenox
Located in Lenox, New York, United States. Perfect location in the heart of downtown Lenox If you want to feel like you're truly away, but still have access to a great lifestyle, this is the rental for you! Stay in a charming, comfortable, renovated duplex house in a beloved Summer, Fall and Winter community just steps away from tony and charming downtown Lenox. Five star restaurants, cozy cafes, bakeries, and wonderful shopping abound. Drive just a few minutes and you'll have every activity and relaxation outlet right at your fingertips. This is not to be missed! Tanglewood Music Center - less than 2 miles Jacobs Pillow - 20 min drive Miraval Resort and Spa - 2 miles Canyon Ranch - less than 2 miles Bosquet Ski Resort - 5 milesJiminy Peak Ski Resort - 18 miles (35 minutes)Butternut Ski Resort - 15 milesCatamount Ski Resort - 22 milesPleasant Valley Wildlife Sanctuary - less than 3 milesEdith Wharton's home, The Mount, less than 3 miles
Lenox, New York
Family Friendly Raised Cape in the Center of Lenox Village
Located in Lenox, New York, United States. Family Friendly Raised Cape in the Center of Lenox Village This renovated raised cape is in the center of historic Lenox, MA. 3 large bedrooms include: king size bed, full size bed, and full size bed. The living rooms large leather sofa also has a pullout bed. Kitchen includes: flat top stove, dishwasher, nook and bar seating. Living room includes: flat screen tv, wifi, electric fire place. Laundry room with washer and dryer. House is located in center of town with easy walking to all restaurants, boutiques, grocery and cafes. Nature trails within walking distance and area attractions a short drive.
Stephentown, New York
Secluded Berkshire stunning View, 4BR, min. to swim and Jimney PK with AC/wifi
Located in Stephentown, New York, United States. Secluded Berkshire stunning View, 4BR, min. to swim and Jimney PK with AC/wifi Escape to a a woodland retreat, mountainside haven just 10 minutes from Queechy Lake. Perfect for nature lovers, enjoy great hikes, Tanglewood concerts, and skiing at Jiminy Peak. Set on 15 wooded acres with a landscaped yard and stunning mountain views, the home features an open floor plan, vaulted ceiling living area, screened-in porch, wood-burning stove, AC, and a fully equipped cook's kitchen. Only 2.5 hours from NYC or Boston, it's the ideal serene getaway for relaxation and adventure. The whole house is yours as is our property. Remember this is the country and there are bugs and critters who (very infrequently)make their way into the house. In case you have children--please be aware that one of the bedrooms is in an elevated loft space. See photos for detail.There is a farmers market/grocery store very close by with local produce, meat and fish. Highly recommended.
Lenox, New York
Renovated Lenox Haus close to downtown
Located in Lenox, New York, United States. Renovated Lenox Haus close to downtown This Dutch colonial home with 3 or 4 bedrooms is located in Schermerhorn Park in a quiet neighborhood setting on a dead end street, walking distance to downtown Lenox that offers shopping, cafes and restaurants. Three bedrooms (or 4 per request) and 3 full baths. The new kitchen is open to the dining area and features lots of light, white quartz counters, high end appliances and a center island with seating. The living room has a fireplace and 65 inch TV connects to the dining area and 3 season room with access to a stone patio. 1st floor bedroom with 55' TV. Upstairs is a en-suite bedroom with shower and 2 more guest bedrooms that share a bath with shower/ tub combo. (new renovated bathroom pics coming soon)Laundry with gas dryer. Central A/C and cable internet with WiFi. The Tanglewood Main gate is less than a mile away. Enjoy all that Lenox has to offer in this pristine location.
East Chatham, New York
Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space
Located in East Chatham, New York, United States. Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space Grand entertaining space with large decks and fire pit located in the town of East Chatham. This spacious A-frame log chalet has vaulted ceiling and an open concept living room and kitchen space. A cedar wood sauna inside for you to enjoy at any season. A private, inground 20 x 40 Grecian pool with deck is available during the summer months. A finished walkout basement with an extra room. This home is the perfect retreat for you and your guests to escape and unwind.Rental Options:Short-Term Rental (Fall/Winter):Monthly Rent: $4,250 + UtilitiesMinimum Stay: 3 MonthsExperience the serene beauty of the area during the quieter seasons.Extended Stay:Monthly Rent: $3,750 + UtilitiesTerm: 6 - 9 MonthsIdeal for those seeking a medium-term rental with a homely atmosphere.Property Features:Bedrooms: 4 spacious bedrooms plus an extra roomKing Size Bed in the master bedroom for ultimate comfortQueen Size Bed with Temp
Lenox, New York
Private Apartment in the Heart of Downtown Lenox
Located in Lenox, New York, United States. Private Apartment in the Heart of Downtown Lenox Located in the heart of downtown Lenox on a beautiful side street. Two minute walk to concerts at Lilac Park, shops and 5-star restaurants. Close to everything, Shakespeare & Company (.9 miles), Tanglewood (1.2 miles), Kripalu (2.2 miles), hiking/biking at Kennedy Park (1.2 miles.) Perfect location and space to explore all the Berkshires has to offer.We are excited to open up our beautiful space for 6 weeks this summer. If interested in any dates not open, please message me:) We are looking for weekly to monthly renters. Please reach out to me if interested.Check out our reviews here: https://www.airbnb.com/rooms/18600837?preview_for_ml=true&source_impression_id=p3_1622125191_6XlXkHiZ3Ss2AO%2FY&guests=1&adults=1
East Chatham, New York
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
Located in East Chatham, New York, United States. Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires Welcome to our cottage in the woods! We hope to cultivate a relaxing space for a getaway with friends or family.Our home is your home for a weekend, a week, or even a month. Use it as your personal retreat or home base for exploring the Hudson Valley and the Berkshires.Sip your morning coffee or tea on the patio, in the hammock, or by the fireplace. We promise it will be the perfect start to your adventures in Chatham!
Ashland, New York
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Located in Ashland, New York, United States. Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland Second Spring PropertyWe are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3 bedroom 2 bath home or split into two connecting one bedroom apartments with kitchens, dining areas and living rooms. You can stay at home and entertain or walk a block to the heart of Ashland's shopping and theatre district to dine in its finest restaurants, bars and cafes, enjoy the best of the arts or take a walk in beautiful Lithia Park. TITANIAThis beautiful 900 sq. ft. apartment offers a full state of the art kitchen with stainless steel appliances, granite counter tops, cork floors, an espresso machine, juicer, full eating and cooking utensils, 6 burner stove top and oven, dishwasher and dining area with a table t
$145
/ night
Ashland, New York
COZY cottage near Park and Town!!
Located in Ashland, New York, United States. COZY cottage near Park and Town!! Pine Street Cottage:This is a monthly rental, 30 days or more. This comfortable separate ONE BEDROOM cottage is located on the best street in Ashland! It is a lovely 4 minute STROLL to Lithia Park, town and another 2 minutes to the Shakespeare Festival. It has OFF STREET parking. The cottage is decorated in rustic elegance with crisp cotton sheets in summer and flannel sheets in winter. Snuggle under the down comforter and sleep with the soothing colors and quiet upstairs atmosphere with a view of our GARDENS. Kitchen includes everything youโll need for cooking, including FILTERED water, ORGANIC COFFEE and TEAS and a view of Grizzly Peak. Living room features a comfortable couch and chair, great VIEWS and LIGHT, and Wi-Fi internet access. There are locally hand-made SOAPS in the bathroom with a SHOWER and BATHTUB. There are always fresh FLOWERS on the table where you will enjoy eating and gazing out the bay window. The town of Ashland, known for the
$42
/ night
Ashland, New York
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
Located in Ashland, New York, United States. The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District Step into a world of elegance and romance in this French-inspired guest room on the second floor. Youโll feel pampered by the luxurious drapes, cozy fabrics, and spacious queen bed. Enjoy the natural light from the windows and the skylight, or dim the lights and relax in the two-person jetted tub. This room is perfect for couples or solo travelers who want to indulge themselves in a charming and comfortable setting. Plus, youโll be close to all the attractions, restaurants, and Oregon Shakespeare Festival shows that Ashland has to offer! Donโt miss this opportunity to book your dream stay in this beautiful guest room! ๐นPOLICY REMINDERS:- Cancellations: 5+ days before arrival, a full refund minus a $39 cancellation fee will be issued (non-fundable rates excluded). After that, only the cleaning fee will be refunded.- Occupancy Limits: Guests agree to not exceed maximum occupancy stated in the listing. Failure to do so
$132
/ night
Ashland, New York
Shakespeare Sanctuary: Walk to Downtown Ashland
Located in Ashland, New York, United States. Shakespeare Sanctuary: Walk to Downtown Ashland Helman House and Cottages ~ Old Ashland Charm, Short Walk to the PlazaJust a few short blocks to Ashland Plaza on a quiet, tree-lined street youโll findold-Ashland charm in the Helman House and Cottages. Convenient to themany theatersโincluding the world-renowned Oregon ShakespeareFestivalโboutique shops, award winning wineries, and restaurants Ashland isfamous for, Helman House is a home away from home for visitors eager toexperience all Southern Oregon has to offer.Your reservation will include the Helman House and two cottages (sleeps 10). Updated with all modern amenities, Helman House boasts two large bedrooms, a king-size bed downstairs and two queens upstairs, two full baths, and a basic kitchen for light and simple meal preparation. Enjoy the bright kitchen nook for your sunny morning coffee or a long soak in the cast iron clawfoot tub. Located directly behind the house, each of the two studio cottages feature a king-size bed, sit
$203
/ night
Ashland, New York
Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.
Located in Ashland, New York, United States. Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens. About this spaceThis two-story, modern home has three bedrooms. The primary bedroom has a king-sized bed and the guest rooms each have queen-sized beds. A spacious living room includes a comfortable sofa bed that sleeps two, making this home the perfect location for up to 8 guests. Has a modern, fully appointed kitchen as well as an upper balcony and lower patio. The home has two full bathrooms with shower stall downstairs and jetted tub upstairs. Also includes a smart TV with DVR and washer/dryer.
$414
/ night
Ashland, New York
#3 President Hayes @ The Mccall House Boutique Hotel
Located in Ashland, New York, United States. #3 President Hayes @ The Mccall House Boutique Hotel This richly elegant room has handsome bay windows and beautiful views of both downtown Ashland and the Cascade mountain range. Named in honor of President and Lucy Hayes. The Hayes visited Ashland in 1889 and this guest room features a portrait and keepsake memorabilia from their visit. This is one of our larger rooms on the front of the house and has two queen beds with updated bedding in addition to a sunny seating area. Located on the second floor. Nestled in Downtown Ashland and the OSF theaters, this Italianate mansion, built in 1883, offers a bespoke experience with personalized accommodations for each guest suite. Expect private entrances and bathrooms with every suite to ensure maximum privacy and comfort.Expect to indulge in a culinary treat curated by our in-house chef, who serves a delectable brunch every day in the dining room at 8:30 & 9:30, complemented by freshly brewed organic coffee. Check out the breakfast menu our
$129
/ night
Ashland, New York
#4 Chaucer @ The McCall House Boutique Hotel
Located in Ashland, New York, United States. #4 Chaucer @ The McCall House Boutique Hotel This romantic room is named in honor of Geoffrey Chaucer whose portrait adorns an intricate antique stained-glass window separating the bath from the main room. Marble topped furnishings and oversized antiques are at home in this large room with a queen bed with updated bedding, a comfortable seating area. The suite features a private bathroom with both a bathtub and shower.Located on the second floor. Nestled in Downtown Ashland and the OSF theaters, this Italianate mansion, built in 1883, offers a bespoke experience with personalized accommodations for each guest suite. Expect private entrances and bathrooms with every suite to ensure maximum privacy and comfort.Expect to indulge in a culinary treat curated by our in-house chef, who serves a delectable brunch every day in the dining room at 8:30 & 9:30, complemented by freshly brewed organic coffee. Check out the breakfast menu our Chef has prepared for your visit. You can opt for The Che
$130
/ night
Lebanon Springs, New York
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
Located in Lebanon Springs, New York, United States. Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home Escape to the Berkshires and step back in time with a stay in our charming historic home, conveniently located near the Shaker Museum. Built in the late 1800s, this beautifully restored home offers modern amenities while preserving the character of its past.Enjoy the serene sounds of the waterfall from the outdoor deck or take a short walk to visit the historic Lebanon Springs. With private access to Queechy Lake, enjoy a refreshing swim or paddle in the clear waters.Take a scenic drive to Tanglewood, just minutes away, and experience the beauty of the Berkshires along the way. Explore the galleries and shops in Great Barrington, hike the nearby Appalachian Trail, or stroll through the beautiful gardens at Edith Wharton's The Mount.Whether you're planning a family vacation, a romantic getaway, or a trip with friends, our historic home offers the perfect blend of comfort, charm, and natural beauty that will
$158
/ night
Lenox, New York
51 Church Street, Lenox MA - One Bedroom Unit
Located in Lenox, New York, United States. 51 Church Street, Lenox MA - One Bedroom Unit Refined getawayNewly renovated downtown space fully equipped for all your needs. The kitchen has an array of cooking essentials such as pots, pans, cooking utensils, glassware, flatware and dishes. Comfortable queen bed with linens. The unit has natural light with central heat and AC providing a relaxed environment. WIFI is available through the space making for a friendly work from home environment. Refined getawayNewly renovated downtown space fully equipped for all your needs. The kitchen has an array of cooking essentials such as pots, pans, cooking utensils, glassware, flatware and dishes. Comfortable queen bed with linens. The unit has natural light with central heat and AC providing a relaxed environment. WIFI is available through the space making for a friendly work from home environment.
$270
/ night
Lenox, New York
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
Located in Lenox, New York, United States. 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS HYDRANGEA HILL - It doesn't get much better than this for style and proximity. Hydrangea Hill (circa, 1898) is located on a quiet street less than a half-mile walking distance to downtown Lenox, and only two miles to Tanglewood's main entrance. The yard offers a garden atmosphere with a lightly wooded wetland area on the back and side. You'll recognize it immediately by the white picket fence curving around the front as the brick walkway leads you to the front door. The house features three bedrooms, each with quality linens and mattresses; one with twin beds, one with a queen bed, and a master suite with a king bed. You'll love the master bathroom, which features a Carrara marble top, double vanity, and large walk-in glass and tile shower with a spa bench. Without a doubt, the best feature in the house is the large open living space and fully equipped modern kitchen with all you need for a family gathering or for cooking an intimate gourmet
$316
/ night
Old Chatham, New York
A 200 year old center hall colonial between the Berkshires and the Hudson River
Located in Old Chatham, New York, United States. A 200 year old center hall colonial between the Berkshires and the Hudson River This property is located on an acre in a small village within easy walking distance of a gourmet country store, a tavern, and the post office. As you can see from the photos, this is a true family home with an up-to date fully equipped kitchen, a formal dining room, comfortable living room with a library of books, and many cozy spaces to enjoy.NEARBY: An easy drive to Tanglewood, Jacobโs Pillow, Hancock Shaker Village, the Norman Rockwell Museum, the Red Lion Inn, Chesterwood, historic Berkshire โcottagesโ such as Naumkeg and the Mount, the Berkshire Botanical Gardens, Kripalu, the Appalachian Trail, Olana, Hudsonโs antique stores, the areaโs fresh produce markets, and the Shaker Museum.. Itโs a fun day trip to racing at Saratoga, to Mass MoCA, and to the Clark Museum.The house features a new entrance and mudroom at the rear of the driveway. Downstairs the house consists of a large living room, a formal
$203
/ night
Lenox, New York
Enjoy comfortable elegance in this secluded grand home located in town
Located in Lenox, New York, United States. Enjoy comfortable elegance in this secluded grand home located in town Ideally located in the heart of the Berkshires on one acre of lovely private land, this five bedroom home offers a peaceful retreat. Just a few minutes walk to the Lenox town center and 2 miles to Tanglewood. This tastefully decorated home has been recently updated. Enjoy the best New England has to offer. Walk to restaurants, shops, art galleries and other local attractions. Enjoy the rich culture and history of the area. Just a 5 minute drive to enjoy Edith Wharton's The Mount, Herman Melville's Arrowhead, Miraval Spa, Blantyre, Canyon Ranch. In addition a 10 minute drive to the Red Lion Inn, Norman Rockwell Museum, Berkshire Botanical Garden, Hancock Shaker Village, and Shakespeare and Company. There is nearby Highlawn Farm where you can visit the calves and purchase local products, one of our favorites. We have theaters, wineries, breweries, pumpkin patches, apple orchards, and maple syrup farms nearby as w
$487
/ night
Lenox, New York
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
Located in Lenox, New York, United States. NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN. Modern, bright and renovated. Mid Century vogue furnishings, hardwood floors and central A/C are just some features you will find. Our lovely 3 Bedroom 2 full bath home is located on a quiet dead end street and a short distance into downtown. The Tanglewood Main gate is less than a mile away. Large deck with seasonal lounge and dining furniture overlooking backyard. Enjoy all that Lenox has to offer in this pristine location.Broker owned.
$453
/ night
Lenox, New York
The Penthouse, Downtown Lenox by Evergreen Home
Located in Lenox, New York, United States. The Penthouse, Downtown Lenox by Evergreen Home Luxury Awaits...This downtown Lenox 3 BR, 2 BA apartment just underwent a complete renovation with design, comfort, and beauty in mind. No detail has been spared from the luxurious linens (Parachute & Annie Selke) to the radiant bathroom floors. Enjoy dinner downtown, then retreat to complete serenity just steps away.If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.Lenox is central to The Berkshires so anywhere you want to explore in the greater area like museums, hikes, skiing, theater are just a short drive awayGuests will be given a lockbox code to enter through the front door. Free off street parking is available.Walk up the wide stairs into your own personal high end oasis. Quarter & Rift sawn white oak floors span The Penthouse with beautiful and comfortable furniture from Design within Reach and Rove Concepts. The Chef's kitchen feat
$316
/ night
Lenox, New York
Colonial House, w/Yard,7min walk to Downtown Lenox
Located in Lenox, New York, United States. Colonial House, w/Yard,7min walk to Downtown Lenox A peaceful retreat with a timeless aura, this revamped 19th-century home is brimming with old-school charmโcombining colonial-style architecture with a contemporary design. Nestled on a sprawling 8712 sq. ft. lot, our 4-bed home provides ample space for all. Picture yourself on the patio, relishing open-air barbecues under the warm sunshine while your pets run freely in the backyard. Ah, yes, this could be you! And extra perks await, including lightning-fast 1 GB/s Wi-Fi and a 50" HDTV!The spaceStepping into this generous 2,089 sq. foot space, you'll be embraced by a historic elegance and retro allure that enriches your stay. Marvel at the rustic, gleaming hardwood flooring, the sophisticated collection of high-end furnishings, and the house's overall chic and vintage style aesthetic. Expect a bright and light-filled interior by day, inducing a calm and cozy vibe at night.The palpable tranquillity of our expansive estate is sure to bri
$252
/ night
East Nassau, New York
Escape from it all. Woods, birds, campfire and fresh air.
Located in East Nassau, New York, United States. Escape from it all. Woods, birds, campfire and fresh air. 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 Owl's Nest & The Bear's Den. 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
Lenox, New York
Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly!
Located in Lenox, New York, United States. Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly! Located in a private area of Lenox, right behind Kennedy Park, this chalet has the advantage of combining a feeling of being in the woods, with the convenience of being very close to town and all the great spots Lenox is known for. The chalet steps from Kennedy park, so hiking enthusiasts will be able to walk to an array of treks. Most of the house is laid conveniently out in the first floor, which allows for mobility, and also provides a contemporary feel. A twin, ensuite bathroom makes it convenient for families with kids. The kitchen is well appointed for all types of cooking and we encourage our guests to visit local farms to purchase produce. The house also has a cozy wood stove for winter nights and a generous deck for the summer, where guests can enjoy an amazing view of Parson's Marsh Reserve. All in, it is a magical location for a quintessential Berkshires summer experience. *Note: The property has S
$283
/ night
Lenox, New York
Perfect location in the heart of downtown Lenox
Located in Lenox, New York, United States. Perfect location in the heart of downtown Lenox If you want to feel like you're truly away, but still have access to a great lifestyle, this is the rental for you! Stay in a charming, comfortable, renovated duplex house in a beloved Summer, Fall and Winter community just steps away from tony and charming downtown Lenox. Five star restaurants, cozy cafes, bakeries, and wonderful shopping abound. Drive just a few minutes and you'll have every activity and relaxation outlet right at your fingertips. This is not to be missed! Tanglewood Music Center - less than 2 miles Jacobs Pillow - 20 min drive Miraval Resort and Spa - 2 miles Canyon Ranch - less than 2 miles Bosquet Ski Resort - 5 milesJiminy Peak Ski Resort - 18 miles (35 minutes)Butternut Ski Resort - 15 milesCatamount Ski Resort - 22 milesPleasant Valley Wildlife Sanctuary - less than 3 milesEdith Wharton's home, The Mount, less than 3 miles
$545
/ night
Lenox, New York
Family Friendly Raised Cape in the Center of Lenox Village
Located in Lenox, New York, United States. Family Friendly Raised Cape in the Center of Lenox Village This renovated raised cape is in the center of historic Lenox, MA. 3 large bedrooms include: king size bed, full size bed, and full size bed. The living rooms large leather sofa also has a pullout bed. Kitchen includes: flat top stove, dishwasher, nook and bar seating. Living room includes: flat screen tv, wifi, electric fire place. Laundry room with washer and dryer. House is located in center of town with easy walking to all restaurants, boutiques, grocery and cafes. Nature trails within walking distance and area attractions a short drive.
$237
/ night
Stephentown, New York
Secluded Berkshire stunning View, 4BR, min. to swim and Jimney PK with AC/wifi
Located in Stephentown, New York, United States. Secluded Berkshire stunning View, 4BR, min. to swim and Jimney PK with AC/wifi Escape to a a woodland retreat, mountainside haven just 10 minutes from Queechy Lake. Perfect for nature lovers, enjoy great hikes, Tanglewood concerts, and skiing at Jiminy Peak. Set on 15 wooded acres with a landscaped yard and stunning mountain views, the home features an open floor plan, vaulted ceiling living area, screened-in porch, wood-burning stove, AC, and a fully equipped cook's kitchen. Only 2.5 hours from NYC or Boston, it's the ideal serene getaway for relaxation and adventure. The whole house is yours as is our property. Remember this is the country and there are bugs and critters who (very infrequently)make their way into the house. In case you have children--please be aware that one of the bedrooms is in an elevated loft space. See photos for detail.There is a farmers market/grocery store very close by with local produce, meat and fish. Highly recommended.
$206
/ night
Lenox, New York
Renovated Lenox Haus close to downtown
Located in Lenox, New York, United States. Renovated Lenox Haus close to downtown This Dutch colonial home with 3 or 4 bedrooms is located in Schermerhorn Park in a quiet neighborhood setting on a dead end street, walking distance to downtown Lenox that offers shopping, cafes and restaurants. Three bedrooms (or 4 per request) and 3 full baths. The new kitchen is open to the dining area and features lots of light, white quartz counters, high end appliances and a center island with seating. The living room has a fireplace and 65 inch TV connects to the dining area and 3 season room with access to a stone patio. 1st floor bedroom with 55' TV. Upstairs is a en-suite bedroom with shower and 2 more guest bedrooms that share a bath with shower/ tub combo. (new renovated bathroom pics coming soon)Laundry with gas dryer. Central A/C and cable internet with WiFi. The Tanglewood Main gate is less than a mile away. Enjoy all that Lenox has to offer in this pristine location.
$526
/ night
East Chatham, New York
Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space
Located in East Chatham, New York, United States. Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space Grand entertaining space with large decks and fire pit located in the town of East Chatham. This spacious A-frame log chalet has vaulted ceiling and an open concept living room and kitchen space. A cedar wood sauna inside for you to enjoy at any season. A private, inground 20 x 40 Grecian pool with deck is available during the summer months. A finished walkout basement with an extra room. This home is the perfect retreat for you and your guests to escape and unwind.Rental Options:Short-Term Rental (Fall/Winter):Monthly Rent: $4,250 + UtilitiesMinimum Stay: 3 MonthsExperience the serene beauty of the area during the quieter seasons.Extended Stay:Monthly Rent: $3,750 + UtilitiesTerm: 6 - 9 MonthsIdeal for those seeking a medium-term rental with a homely atmosphere.Property Features:Bedrooms: 4 spacious bedrooms plus an extra roomKing Size Bed in the master bedroom for ultimate comfortQueen Size Bed with Temp
$267
/ night
Lenox, New York
Private Apartment in the Heart of Downtown Lenox
Located in Lenox, New York, United States. Private Apartment in the Heart of Downtown Lenox Located in the heart of downtown Lenox on a beautiful side street. Two minute walk to concerts at Lilac Park, shops and 5-star restaurants. Close to everything, Shakespeare & Company (.9 miles), Tanglewood (1.2 miles), Kripalu (2.2 miles), hiking/biking at Kennedy Park (1.2 miles.) Perfect location and space to explore all the Berkshires has to offer.We are excited to open up our beautiful space for 6 weeks this summer. If interested in any dates not open, please message me:) We are looking for weekly to monthly renters. Please reach out to me if interested.Check out our reviews here: https://www.airbnb.com/rooms/18600837?preview_for_ml=true&source_impression_id=p3_1622125191_6XlXkHiZ3Ss2AO%2FY&guests=1&adults=1
$238
/ night
East Chatham, New York
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
Located in East Chatham, New York, United States. Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires Welcome to our cottage in the woods! We hope to cultivate a relaxing space for a getaway with friends or family.Our home is your home for a weekend, a week, or even a month. Use it as your personal retreat or home base for exploring the Hudson Valley and the Berkshires.Sip your morning coffee or tea on the patio, in the hammock, or by the fireplace. We promise it will be the perfect start to your adventures in Chatham!
$190
/ night
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
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The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
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Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
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51 Church Street, Lenox MA - One Bedroom Unit
Lenox, New York
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5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
Lenox, New York
$316/night
A 200 year old center hall colonial between the Berkshires and the Hudson River
Old Chatham, New York
$203/night
Enjoy comfortable elegance in this secluded grand home located in town
Lenox, New York
$487/night
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
Lenox, New York
$453/night
The Penthouse, Downtown Lenox by Evergreen Home
Lenox, New York
$316/night
Colonial House, w/Yard,7min walk to Downtown Lenox
Lenox, New York
$252/night
Escape from it all. Woods, birds, campfire and fresh air.
East Nassau, New York
$95/night
Lenox Chalet: Walk to Town, Mobility friendly, Amazing Views. Dog Friendly!
Lenox, New York
$283/night
Perfect location in the heart of downtown Lenox
Lenox, New York
$545/night
Family Friendly Raised Cape in the Center of Lenox Village
Lenox, New York
$237/night
Secluded Berkshire stunning View, 4BR, min. to swim and Jimney PK with AC/wifi
Stephentown, New York
$206/night
Renovated Lenox Haus close to downtown
Lenox, New York
$526/night
Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space
East Chatham, New York
$267/night
Private Apartment in the Heart of Downtown Lenox
Lenox, New York
$238/night
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
East Chatham, New York
$190/night