27,207 properties available

Located in East Chatham, New York, United States. Birds’ Nest Bungalow Looking for a cozy summer getaway? Escape to Birds’ Nest Bungalow! This charming vintage 3-bedroom cottage is nestled along a creek with a series of low waterfalls behind it. You will feel transported the moment you hear the hush of the falls. The storybook setting is private and lush. Ideal for couples who enjoy their space, small families or group of friends seeking a city escape. Located 2 hrs north of NYC - between Hudson and Great Barrington - it’s the perfect perch to discover all that the Hudson Valley and the Berkshires have to offer. The main living area is open and inviting. The living room seating is centered around an original river stone fireplace. There is a new Samsung Serif smart TV as well as a sound system to connect to through your phone. The long wooden dining table seats 6 quite comfortably. The kitchen is equipped with a Viking gas stovetop and electric Dacor oven. It is stocked with herbs, spices, baking basics, and appliances galore - with

Located in Wynantskill, New York, United States. 3 Bedroom Lakefront Home with Hot Tub & Fireplace Nana's Place on the Lake is a beautiful 3 Bedroom lakefront home located on Snyder's Lake in Rensselaer County, NY. Minutes to Albany and under an hour to Lake George, Adirondacks, Berkshires and more. Recently renovated this is a great place to relax by the lake, use for local business trip or family vacation. The Lake offers great fishing, swimming, boating, kayaking, Ice Fishing and more. No restrictions and dock space is available. Amenities include a full gourmet style kitchen, outdoor hot tub, fire pit, kayaks, laundry and more. Three Bedrooms include a Master with Queen bed and 1/2 bath, 2nd Bedroom with full bed, third bedroom with twin bunk beds. There is also a full size futon in the loft. Sleeps eight comfortably. Come enjoy our house with your family and friends. Yes the Hot Tub and Fireplace are working. Primary Guest/Occupant must be 25 years or older. You may have guests, however no large parties allowed. Exce

Located in Valatie, New York, United States. Hudson: Martin Van Buren lake cottage IIII (4) Four season cottageIf you are a nature lover and like comfort then this place is for you.Former home of the Martin Van Buren hunting lodge and more recently, the Hudson Boys Club. 26 private acres with 1500 ft of lakefront: swimming, kayaking and fishing - bring your fishing rod! You might be lucky and catch a good bass! 400 sf bungalow w/ 200 sf patio (ideal for eating out!). Open loft style living: bedroom, living room, kitchen and dining.The property can also host weddings, events, price upon request.

Located in Stockbridge, Wisconsin, United States. Artist's Camp on Lake Mahkeenac Newly refurbished cottage, perfect for a family vacation or couples getaway. This retreat is tastefully decorated with with local antiques & fresh linens. Nestled into the forest in the best possible location, just one mile from Tanglewood and an 5 minute walk to Stockbridge Beach. Lots of places to put your feet up with a good book, or just enjoy the sound of the wind in the trees. I would consider shorter stays in June & September.We encourage our guests to follow local orders regarding COVID. Information can be found on the Town of Stockbridge website. Feel free to ask what we do to keep the cottage clean for you.

Located in Lee, New Hampshire, United States. Lovely Lakefront Cottage, Peaceful Setting, Hiking And More This lovely lakefront cottage has been a favorite family gathering place of ours for 30 years. It sits on picturesque Lower Goose Pond in the heart of the Berkshires. The property is situated on a dead end street of a private lake community. The house is just over 1,000sf with a deck overlooking a large yard and the lake. The lakefront yard is big enough for a family game of whiffle ball or to throw a frisbee around. The first floor has the kitchen, living room (with a couch to sleep 5), a full bathroom, and a bedroom with a full size bed. Ascend a wooden spiral staircase to access the spacious master bedroom and bath. Outdoor furniture and a gas grill off the kitchen make outdoor dining easy. The kitchen is stocked with pots and pans, as well as dishes and other essentials. We provide bed linens and bath towels, and there is a washing machine and dryer in the basement.There is a dock on the property, and two kayaks and a c

Located in Valatie, New York, United States. Martin Van Buren lake cottage 1 Four saison cottage NYC comfort on a wooded private lake retreat If you are a nature lover and like comfort then this place is for you.Former home of the Martin Van Buren hunting lodge and then more recently, the Hudson Boys Club. 26 private acres with 1500 feet of lakefront: swimming, kayaking and fishing - bring your fishing rod! You might be lucky and catch a good bass! 400 sf bungalow w/ 200 sf patio (ideal for eating out!). Open loft style living: bedroom, living room, kitchen and dining.Drive down the 0.25 mile private driveway and entered into a time that has been long forgotten. Spring-fed Lake gracing large white swans. Beautiful trees.Please note: There is also a pet fee , $30 per pet per night Thank you

Located in Great Barrington, Massachusetts, United States. Berkshire Mountain Cottage: in the Heart of the Berkshires Berkshire Mountain Cottage is a warm and cozy hideaway located in the Berkshire hills. Its located between North Egremont and West Stockbridge, placing it within 15 minutes of Tanglewood and 5 minutes from Main Street in Great Barrington, by car, and close to many other Berkshire locales. The cottage is also very close to hiking and biking trails and numerous swimming areas on both lakes and rivers.The cottage features (2) bedrooms, living room, kitchenette, screened in porch and (1) bathroom. The master bedroom contains a Queen sized bed and plenty of closet space. The second bedroom has a trundle bed with a riser and it sleeps (2). The building is semi attached to the main house. It has a separate entrance. And private outdoor area It is a roomy 800 sq ft, recently renovated, and beautifully decorated. You can easily prepare a great breakfast, lunch and even dinner (BBQ) or choose to sample one of the many restaurants in Gre

Located in Lee, New Hampshire, United States. Great Place - 2 BD - Kitchen and Pool  After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar.• Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge The spaceWe offer multiple units at this property, all of them consistently designed to give you a beautiful place to stay. While the style is consistent, the layout and view may vary by apartment.    • Apartment style accommodation with 823 square feet• Queen-size bed and pullout sleeper sofa • Fully equipped kitchen • Two full baths• TV in living room and bedroom • Accommodate up to 6 people  BEDROOM 1 - 1 Queen bed  BEDROOM 2 - 1 Queen bed  LIVING ROOM – 1 Pullout sleeper s

Located in Valatie, New York, United States. Hudson: Martin Van Buren 2 bedroom lake house cottage Four saison cottage If you are a nature lover and like comfort then this place is for you.Former home of the Martin Van Buren hunting lodge and more recently, the Hudson Boys Club. 26 private acres with 1500 ft of lakefront: swimming, kayaking and fishing - bring your fishing rod! You might be lucky and catch a good bass! 1150 sf bungalow w/ 200 sf patio (ideal for eating out!). Open loft style living: bedroom, living room, kitchen and dining. 2 bedroom and 2 bathrooms. The property have in total 6 cottage , for a 16 guest max , can also host weddings, events, price upon request.Thank you .

Located in Valatie, New York, United States. Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!! Welcome to this beautiful lake-front home on Kinderhook Lake, NY.Totally rebuilt in 2018, this home is designed to maximize the incredible view of the lake. Cool and sunny in the summer, and warm and cozy in the winter. Come and enjoy Lake Kinderhook!!Located minutes off the NY Thruway and I-90, this property is convenient to the Berkshires, the Hudson River Valley, and several ski areas. Open floor plan, brand new kitchen flows into spacious living area. Huge windows highlight lake front view. Two large bedrooms upstairs, one bedroom on the first floor, plus a comfortable futon in a common area. Plenty of room for sleeping and relaxing. Two bathrooms, one with private entrance into the Master bedroom. Large lakeside yard with dock. If you have a boat/trailer, there is a grass/gravel boat launch immediately adjacent to the property. Reasonably quiet lake, some motor boat activity, but most is on the far side of the lake.

Located in Chatham, New Jersey, United States. Cozy Chatham Retreat This charming house gives you a quiet sense of calm, while still being close enough to great places to dine, gain inspiration, and explore. Relax on the sun porch, watch the ducks from the back pond, or make your way to our favorite galleries, theaters, shops and places to eat just minutes away in downtown Chatham or Hudson. Explore the surrounding areas to hike, fish, and play.

Located in Great Barrington, Massachusetts, United States. Spectacular views and close to Great Barrington. Main floor bedroom with private bath, 2 car garage, electric vehicle charging, screened porch, pool, and Koi pond with views into Connecticut and also north toward Monument Mountain. Located within 1 mile of downtown Great Barrington.

Located in West Stockbridge, Massachusetts, United States. Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country One of a kind must see getaway. Berkshire Glamour meets Hollywood Rennaisance and Town & Country. This well-lit, newly renovated designer home was built for entertaining, family vacations, romantic getaway, and/or an outing with friends and musicians. This home was designed with every detail in mind for a comfortable and decadent getaway. Just minutes away (literally minutes) from Tanglewood, Kripalu, Downtown Lenox, Downtown Stockbridge, Norman Rockwell Museum, and many other local attractions. You can't beat the location since its central to all the local attractions. The interior of this home was designed to please for every member in your family. On approx 2 acres of land with an open backyard and layout, the main floor has a beautiful living room with a Brooklyn fireplace, velvet couch and a 2 person rocking chair, a formal dining room, a beautiful (and magazine featured) kitchen, breakfast nook full

Located in Hillsdale, Georgia, United States. Two Rooms with En-Suite in Quiet Woodland Located in the heart of the Berkshires, midway between NYC and Boston, this newly renovated two bedroom apartment is nestled on 10 acres of lush forest along the Green River in Hillsdale NY. Enjoy all that the Berkshires, Western Massachusetts and the Hudson Valley have to offer. Perfect for year-round getaways. A comfortable, luminous living room, a fully equipped kitchen (oven/stove, microwave, dishwasher, coffee maker, toaster, plenty of cooking utensils), and a private patio with a gas grill overlooking the river. Two bedrooms with queen beds, TVs, closet space and private bathrooms. Forest and green all around, with a riverside picnic area.There are many things to do in our extended neighborhood. Great restaurants, bars, performing arts, museums & galleries, antiquing, winter sports, water sports, hiking, farms and vineyards to visit. Please always feel free to inquire for more information.Getting around:By car: **TOWNS** Great Barrington

Located in Stockbridge, Wisconsin, United States. A Charming Mid 1800's Stockbridge Farmhouse. Transform yourself in to the middle of a Norman Rockwell painting. It is easy to see how so many of his paintings were inspired by homes like these and the Stockbridge locals. Cherry Hill at Farley's Crossing has been owned by the same family for over 150 years. A three minute drive from the famous Red Lion Inn in downtown Stockbridge brings you over Farley's Crossing and right up to 13 Cherry Street. Whether you are in town to enjoy the Boston Symphony Orchestra at Tanglewood, or a day at the Stockbridge Bowl beach you have all the best activities near by. Winter sports are all around you and Winter Holidays in Stockbridge are magical.After a day of shopping and touring the famous Norman Rockwell museum, 13 Cherry Street awaits you with the peaceful serenity of the Berkshire mountains in your own backyard.We can't wait to see you.

Located in Lee, New Hampshire, United States. Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge! Experience the beauty of the Berkshires from Cordelia, your charming Massachusetts home with a chic cottage style and romantic outdoor spaces. Head to the backyard to find a brick patio and picturesque dining table that makes setting up an Insta-worthy spread a breeze. Gather around the firepit, doze off in the hammock, or play a round of cornhole in the yard. Inside, Cordelia welcomes you with a fireplace and TV in the front living room, a formal dining room, and a country-style kitchen with unique antique pieces. Spread out between five bedrooms before grabbing a glass of wine for a soak in the clawfoot tub upstairs. When you're ready, the Berkshires are packed with more outdoor activities, views, hikes, museums, and art exhibits than you could ever hope to see in one visit. We hope that means we'll be welcoming you more than once!AvantStay provides an upscale experience with services that elevate your stay and save t

Located in Chatham, New Jersey, United States. Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson A magical place for a big group to lounge by the pool, play ping pong, canoe and cook big meals. The house, designed by an I.M. Pei disciple, has vaulted wood ceilings, slate floors, chef's kitchen, family room with fireplace, and wrap around terrace with views. Spacious places to gather and 5 very private bedrooms. Nearby: hiking trails; charming towns (and restaurants!) of Chatham, Hudson and Kinderhook; art viewing at Art Omi and The School; and many farmer's markets.Dining area: table for 12, seating nook by the picture window overlooking pond, bar and built-insKitchen and pantry: stainless steel Liebherr fridge, Jenn-Aire double oven, Gaggenau stovetop, two dishwashersLiving room: wood burning fireplace, 60 inch tv with Direct TV, sound system, large sectional plus chairsBedroom 1: California king bed with new pillow-top mattress, two full bathrooms, sitting area, day bed, stone patio with panoramic

Located in Great Barrington, Massachusetts, United States. Great Barrington Get Away Charming home steps away from downtown Great Barrington. Lots of modern amenities, close to all the fantastic cultural attractions of the Berkshires like Tanglewood, Jacobs Pillow as wells all the theater throughout the Berkshires. Huge backyard right on the Housatonic river. Air conditioning, internet and cable tv. There is a full chef's kitchen, washer / dryer and dishwasher. There is also a nice big BBQ in the backyard. There is also an outdoor camera mounted on the outside wall.

Located in Valatie, New York, United States. Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs Bring your family and relax along the Lake - private launch - Open floor plan with a large rear deck to enjoy the sunshine and water, completely furnished and ready for you to come relax - Your 4 legged family members are also welcome - Off street parking available - 3 bedrooms 1 bath accommodates 6 people, washer and dryer in house for your use while you stay - offering for weekly and monthly rentals - nice place to fish for bass or sunfish from the dock, bring your canoe or boat with a safe swimming area. Kayaks, life vests, and fishing equipment provided. Golf Clubs & Wi Fi provided

Located in Austerlitz, New York, United States. Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss Fog Hill Cabin is a peaceful retreat set among the wooded landscape of the Beebe Hill State Forest. The main level features a beautifully appointed kitchen, a light filled dining room and a cozy living room. Directly off of the living room is the spectacular screened porch and the treehouse deck. The upper level features a private sky-lit bedroom with a Juliet balcony for a perfect escape in the woods. The lower bedroom suite offers a full bathroom, a kitchenette, living room and a private outdoor patio.

Located in Stockbridge, Wisconsin, United States. Stockbridge Bowl Lake Community Charming new construction home located in neighborhood community that has a private beach on the Stockbridge Bowl. Just completed in Spring of 2020, the home is open and airy and the perfect place to relax and enjoy being in the country while having all the modern conveniences of a brand new home. Whether you enjoy walks, hikes, swimming, kayaking, skiing, museums, shows, concerts or dining at great restaurants, it is all just minutes away. This four bedroom, two bath home has an open kitchen, dining, living room layout with high ceilings and great light. The master bedroom and a second bedroom are also on the first floor, with two kids bedrooms and play/lounge areas upstairs, creating a bit of separation when it is time to wind down. The home is a short walk to the community beach, where you are free to use our kayaks located right at the lake on the neighborhood’s kayak rack or just lounge at the beach. Downtown historic Lenox and the town of St

Located in Stockbridge, Wisconsin, United States. Classic Stockbridge Cottage Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the living room and library bring warmth to enjoy your coffee on cold mornings. Light and bright kitchen adjoins the dining room with a screened-in porch for outdoor dining. Large decks on the front, side and back invite one outside at every turn.The Space:Upon arriving at the home you will see the lush landscaping and the Goshen stone steps that take you to the front door. You will notice the large deckEnjoy a quiet moment in the living room with a crackling wood burning fireplace, antique spinet piano, comfortable sofa and four lounge chairs. This room also allows you to pick up the excitement by breaking out a board game in the nook with a game table and four chairs. If you’re looking to enjoy a good book or famil

Located in South Lee, New Hampshire, United States. Spacious Villa with Access to Various Amenities! This is the perfect villa for your group! Enjoy an awesome location and access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course when you stay in our villa! Located in central Berkshires, Massachusetts, you'll love this awesome rental in a fantastic location.• 2 Bedrooms each with 1 King bed• Sofa bed for additional guests• Complimentary toiletries• 18-hole mini golf course• The kids will love the arcade!• 3 on-site restaurants• Fitness centre on-site• Free parking is available on-site• Just 11 minutes from the Norman Rockwell MuseumThis is an excellent location for those who want to explore outside or take in the local culture. During winter, hit up Butternut or Jiminy Peak for prime powder. During the summer, go hiking, rafting, or boating. Our luxurious rentals are the ideal home base to explore this exciting area!Our space has 2 BEDROOMS which eac

Located in Lee, New Hampshire, United States. **Special for Labor Day Weekend** Summary:"We are located in the heart of America's cultural epicenter known as the Berkshires. Known as the "Gatehouse" to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring, Jerusalem stone and porcelain plank tiles. Inviting color and intriguing design elements make this an extraordinarily pleasing home. Every detail has been thoughtfully considered within. Dreamy!"The Space:"We are located in the heart of America's cultural epicenter known as the Berkshires. Known as the ""Gatehouse"" to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring, Jerusalem stone and porcelain plank tiles. Inviting color and intriguing design elements make this an extraordinarily pleasing home. Every detail has been though