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Holiday Rentals and Apartments in Great Barrington, MA and nearby
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68 Holiday Rentals in Great Barrington
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Great Barrington
1 Bedroom, 1 Bathroom, Sleeps 2 |
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Great Barrington
2 Bedrooms, 1 Bathroom, Sleeps 5 |
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Great Barrington
1 Bedroom, 1 Bathroom, Sleeps 3 |
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Great Barrington
5 Bedrooms, 4 Bathrooms, Sleeps 10 |
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Amenities & Details
- Porch
- Grill
- Air Conditioning
- Satellite TV
- Mountain Views
- DVD Player
- Parking
- Internet Access
Suitability
- Pet-friendly
- Child-friendly
- ?
- ✓
- Smoking allowed
- x
About this property
Shaker Hill is a quirky rambling farmhouse located less than 3 hours from NYC and Boston. Hidden away down a 400’ unpaved driveway on 30 acres of fields and forest in the heart of the Berkshires, Shaker Hill is totally private and surrounded by 30 acres of rolling fields, diverse wetlands,...
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Great Barrington, Berkshires
This is a very large house, more than adequate in size for a group of ten people. It has a big yard and a spectacular view of the mountains, especially from an upstairs window...
Great Barrington
2 Bedrooms, 2 Bathrooms, Sleeps 4 |
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Amenities & Details
- Outdoor Dining Area
- DVD Player
- Parking
- Porch
- Internet Access
- Washer
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking...
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Great Barrington, Berkshires
Amenities & Details
- Parking
- Grill
- Outdoor Dining Area
- Air Conditioning
- Washer
- Internet Access
- Shared Garden
Suitability
- Pet-friendly
- Child-friendly
- ?
- ✓
- Smoking allowed
- x
About this property
This immaculate home is the place for relaxing, entertaining and sharing great times with family and friends. The house sets over 4 beautifully wooded acres. We call it the "illision of seclusion," as it is very private and yet is 5 minutes from the town as well as lakes, hiking, movies, theater,...
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Great Barrington, Berkshires
Great Barrington
2 Bedrooms, 1 Bathroom, Sleeps 4 |
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Amenities & Details
- Patio
- DVD Player
- Central Heating
- Terrace
- Balcony
- Housekeeping...
- Grill
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
Secluded high on a mountainside and surrounded by thousands of acres of state park and conservation land, The Pod is a rustic early 1970's timber and glass octagon set on a concrete pedestal. Decks on four sides with forest or distant mountain views. One stream runs within 15 feet of the master...
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Great Barrington, Berkshires
Great Barrington
6 Bedrooms, 6 Bathrooms, Sleeps 12 |
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Amenities & Details
- Internet Access
- Mountain Views
- Satellite TV
- Grill
- Washer
- DVD Player
- Air Conditioning
- Patio
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- x
About this property
This home is uniquely and magnificently furnished by a retired couple that spent 18 years traveling and living abroad. Even local real estate agents have called the house “special”. It has 7,000 sf of living space (3 floors) with plenty of places to be together or to be alone (as one so chooses)....
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Great Barrington, Berkshires
Great Barrington
6 Bedrooms, 5 Bathrooms, Sleeps 12 |
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Amenities & Details
- Washer
- Hot Tub
- Satellite TV
- Patio
- Air Conditioning
- Internet Access
- Grill
- DVD Player
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- x
About this property
This Elegant Luxury Estate offers 6000+ SF of Living Space on 13+ park-like, sunny acres located within only minutes from the downtown Great Barrington. This fantastic home offers 5 Bedrooms, 4.5 bathrooms, sweeping dual staircase ending with the magnificent open gallery, the kitchen offers the...
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Great Barrington, Berkshires
The following rentals are within 15 kilometres of Great Barrington, Massachusetts.
Lee
Private Room, 1 Bathroom, Sleeps 2 |
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other travellers have booked this property
Suitability
- Pet-friendly
- Child-friendly
- ?
- ?
- Smoking allowed
- x
About this property
first floor queensized bed, bath with shower. floors are wood ceiling has exposed beams and is furnished with oak antiques and a big wingbacked chair.built in bookshelf was from a companionway on a wooden sailing vessel owned by a sea captain that owned and ran the lodge back at the turn of the...
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Lee, Berkshires
And I hope to stay here again in the future. I feel very comfortable here - good privacy, the house is huge, rustic charm, generally very quiet. The property is massive - and the...
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Lee
1 Bedroom, 1 Bathroom, Sleeps 4 |
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other travellers have booked this property
Amenities & Details
- Air Conditioning
- Internet Access
- Porch
- Parking
- Mountain Views
- Satellite TV
- Grill
- Outdoor Dining Area
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
cute cozy cottage, screened porch with views, close to everything,
sleeps 2 nice yard with big old trees and soft grass. gas bbq, just one mile to stockbridge center , Berkshire theatre festival. 5 miles to tanglewood, lenox , kripalu.
10 minutes to great barrington.
bath has shower.
full...
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Lee, Berkshires
We stayed at Jo-Anne's cottage for a week in mid-July. Wasn't sure what to expect as the place had no reviews. Our hostess made us feel at home right away and made a major...
Lee
Private Room, 1 Bathroom, Sleeps 2 |
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other travellers have booked this property
Amenities & Details
- Hot Tub
- Outdoor Dining Area
- Mountain Views
- Internet Access
- Air Conditioning
- Balcony
- Grill
- Parking
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ?
- Smoking allowed
- x
About this property
The Writer's Room is at the top of the stairs on the right. This handsome room is made completely of wood. Ceilings are higher and there's a sitting area in the big dormer. dormer faces east and get the morning sun!
The floors are wide plank cherry milled from the property. the walls are pine....
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Lee, Berkshires
We have taken the Writer's Room each Summer for about three years now. We find the Lodge to be authentic New England... our natural wood room to the rest of the house. It is...
Lee
Private Room, 1 Bathroom, Sleeps 2 |
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other travellers have booked this property
Suitability
- Pet-friendly
- Child-friendly
- ?
- x
- Smoking allowed
- x
About this property
Sunny, light , bright and wide! the queens room is one of the biggest rooms and has private ensuite bathroom with tub/shower. 2 big closets, large writing desk, comfy conversation area, 2 dressers full sized bed. a section of the room has original ceilings so persons taller than 6'2" would be...
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Location Information
Lee, Berkshires
I had the pleasure of staying at the Chestnut Lodge in the Queen's room. From the moment you step into the foyer you are taken back to a simpler time in this historic lodge. The...
West Stockbridge
3 Bedrooms, 3 Bathrooms, Sleeps 8 |
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Amenities & Details
- Mountain Views
- Wi-Fi
- Balcony
- Patio
- Grill
- Washer
- Porch
- Central Heating
Suitability
- Pet-friendly
- Child-friendly
- ?
- ✓
- Smoking allowed
- x
About this property
Located in West Stockbridge minutes from everything . Nestled in the Berkshire Mountains. Convenient yet Private. Visit our web-site aberkshirehome. The Berkshires is a world unto itself. It is scenic beauty married to cultural bounty. It is urban sophistication in an idyllic, rural setting. It is...
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West Stockbridge, Berkshires
We had a wonderful stay in this large, lovely house that contained everything we needed for comfort and convenience. We were impressed with the degree to which details were...
Had an outstanding couple of weeks staying here; place was quiet, peaceful and not too far from civilization. All the amenities and space you could wish for and Cassandra and her...
Lee
Private Room, 1 Bathroom, Sleeps 2 |
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other travellers have booked this property
Amenities & Details
- Parking
- Grill
- Mountain Views
- Outdoor Dining Area
- Balcony
- Patio
- Hot Tub
- Internet Access
Suitability
- Pet-friendly
- Child-friendly
- ?
- ?
- Smoking allowed
- x
About this property
the garden room is a small room with a full sized bed. everything is floral, even the closet walls.
it 's a sweet room with even a wood stove. it has an entrance to the courtyard just outside in the hall, the bath may be shared depending on the situation. bath has shower and lovely old sink. bath...
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Lee, Berkshires
Monterey
5 Bedrooms, 3 Bathrooms, Sleeps 12 |
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Amenities & Details
- Skiing: Property Is...
- Patio
- DVD Player
- Internet Access
- Washer
- Grill
- Central Heating
- Mountain Views
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
This is a beautiful Berkshire, post and beam private house nestled in the woods just off the Appalachian trail. Set on one of the Berkshires most coveted roads close to fresh water swimming in Lake Garfield, boating, fishing, classical outdoor concerts at Tanglewood & Skiing are all close by.
The...
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Location Information
Monterey, Berkshires
Stockbridge
3 Bedrooms, 2 Bathrooms, Sleeps 7 |
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Amenities & Details
- Satellite TV
- Porch
- Parking
- Washer
- Internet Access
- Grill
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Located a short walk to the town beach on the Stockbridge Bowl, and 1.5 miles from Tanglewood's Hawthorn entrance, this casual summer cottage is a great get away for the whole family.
The master bedroom is equipped with a queen bed; two twins in the 2nd bedroom, and a full-size bed in the 3rd...
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Stockbridge, Berkshires
This was a wonderful place to spend a family vacation. The house is immaculate, functional and well furnished. The proximity to all of the many venues and activities the area...
Some friends and I wanted to have a reunion as we are spread out along the east coast, and we were debating between camping or renting. I heard no end of the gratitude from my...
Lee
1 Bedroom, 3 Bathrooms, Sleeps 5 |
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other travellers have booked this property
Amenities & Details
- Grill
- Patio
- Shared Garden
- Parking
- Mountain Views
- Wi-Fi
- Private Garden
Suitability
- Pet-friendly
- Child-friendly
- ?
- x
- Smoking allowed
- x
About this property
This is the second floor of the barn. Open cathedral ceiling. Wooden interior with open floor plan. Big queen sized bed with canopy . 2 twin beds. Great for traveling with family or friends. Kitchen area has microwave, mini fridge, induction cooktop, hot pot and coffeemaker. Bathroom has...
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Lee, Berkshires
Stockbridge
3 Bedrooms, 2 Bathrooms, Sleeps 8 |
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Amenities & Details
- Grill
- Central Heating
- Internet Access
- Washer
- Satellite TV
- Mountain Views
- Waterfront
- DVD Player
Suitability
- Pet-friendly
- Child-friendly
- ?
- ✓
- Smoking allowed
- x
About this property
3-bedroom home on lake, near Tanglewood. 2 baths, den, screened porch, large yard.
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Location Information
Stockbridge, Berkshires
The Stockbridge House was exactly what we expected from the description and pictures. The home is rustic and cozy, like a cabin in the woods. Having water access to the bowl was...
Those who used the cottage this week ranged from me alone to one night with eight people for one night. Sleeping was not a problem. The house is ideally located between Lenox...
West Stockbridge
5 Bedrooms, 3 Bathrooms, Sleeps 12 |
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Amenities & Details
- Washer
- Grill
- Air Conditioning
- Patio
- Wi-Fi
- DVD Player
- Mountain Views
- Satellite TV
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Rent a comfortable 1840 farmhouse with 26 acres in the Berkshire mountains. Walk to the village of West Stockbridge or a short drive to all the Berkshire attractions. Close to the ski resorts of Butternut, Bousquet, Catamount and Jiminy Peak. The house sleeps 10 to 12 people and is fully equipped....
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West Stockbridge, Berkshires
West Stockbridge
2 Bedrooms, 1 Bathroom, Sleeps 6 |
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Amenities & Details
- Internet Access
- Air Conditioning
- Satellite TV
- Parking
- Washer
Suitability
- Pet-friendly
- Child-friendly
- ?
- ?
- Smoking allowed
- ?
About this property
Cozy and modern two bedroom and one bath vacation home with lake nearby
Come visit our brand new fully furnished cozy and modern vacation home in the Berkshires. This luxury home can sleep up to 6 people and has lake access nearby. Enjoy a nice cup of hot chocolate by the fireplace in the living...
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West Stockbridge, Berkshires
We stayed at this home in Housatonic, which is part of Great Barrington, the Smithsonian pic for best small town in the USA. I hope you all don't however as one of the best...
South Egremont
3 Bedrooms, 2 Bathrooms, Sleeps 6 |
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Amenities & Details
- Wi-Fi
- Private Garden
- Parking
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
complete home 3 bedrooms,2 baths,living,dining,kitchen,and large deck(with a great view).Great location,at the foot of Mt.Washington state forest,next door to Jug End preserve,near Bash Bish falls.2 miles to Catamount ski area,5 to Gt.Barrington MA,5 to Hillsdale NY,10 to Twin Lakes,and salisbury...
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South Egremont, Berkshires
North Egremont
1 Bedroom, 1 Bathroom, Sleeps 2 |
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Amenities & Details
- Wi-Fi
- Grill
- Satellite TV
- Waterfront
- DVD Player
- Patio
- Air Conditioning
- Mountain Views
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- ?
About this property
Located in the Berkshire mountains on more than 5 acres <BR>surrounded by 29 acres of conservation land. Featuring<BR>beautiful views of meadows, mountains and farm land bordering the crystal clear Green River (great trout fishing).Only 10 minutes from Great Barrington's Main Street stores,...
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North Egremont, Berkshires
From the moment we turned off the beautiful country road and into River Song's driveway my wife and I sensed we were in for a treat. Barbara and Phillip came out to meet us and...
My husband and I were looking for a relaxing getaway for a long weekend. We chose the River Song and were not disappointed. The suite is beautifully and comfortably furnished...
Stockbridge
3 Bedrooms, 3 Bathrooms, Sleeps 6 |
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Amenities & Details
- Wi-Fi
- Patio
- Grill
- Parking
- Satellite TV
- Air Conditioning
- Washer
- Hot Tub
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Newly renovated contemporary house on 2 acres in Stockbridge. Great space surrounding house for outdoor sports and sitting around the fire at night.
3 bedrooms, 3 bathrooms, indoor fireplace, wood floors, many windows and closets. Large kitchen. WiFi. Master bedroom has king bed and master...
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Location Information
Stockbridge, Berkshires
Amenities & Details
- Wi-Fi
- Private Garden
- Parking
- Air Conditioning
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
Our cottage is situated in a private lake community. Short walk to lake and private beach. Minutes from Tanglewood, Kripalu, Stockbridge town center and Lenox town center. Convenient to many cultural institutions, hiking, skiing. Our cottage has plenty of outdoor space for relaxing and dining....
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Stockbridge, Berkshires
Stockbridge
1 Bedroom, 1 Bathroom, Sleeps 2 |
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Amenities & Details
- Private Garden
- Parking
- Internet Access
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
This farmhouse has 3 bedrooms available so guests may bring their family, several friends, or overlap with new ones. The Iris Room is bright and airy with 4 windows; the Nasturtium Room has a Full bed with a half bath and the Horse room has a full and single bed across from the community...
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Stockbridge, Berkshires
Hillsdale, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8 |
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Amenities & Details
- Parking
- Mountain Views
- Central Heating
- Washer
- Grill
- Satellite TV
- DVD Player
- Internet Access
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
3 bedrooms, 2 full baths, living room, dining room, kitchen, loft area.
Private and secluded log cabin chalet is situated on three picturesque acres overlooking tall pines and forests with heartwarming winter mountain views. The chalet was built in 2003 and has gorgeous stone countertops and two...
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Hillsdale, New York
Had a short trip with the family to attend a wedding in the berkshires.
The house is beautifully decorated and perfectly equipped. It has surpassed our expectations and we just...
Owners were delightful to deal with. House was clean and well equipped. Would definitely rent again for a ski weekend! Really enjoyed family dinner at "The Gypsy Joint" in nearby...
Copake Falls, NY
2 Bedrooms, 1 Bathroom, Sleeps 5 |
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Amenities & Details
- Mountain Views
- Washer
- Central Heating
- Porch
- Outdoor Dining Area
- Grill
- Wi-Fi
- Parking
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Ski the Berkshires at Catamount 10 minutes away and Butternut 30 minutes away. Beautifully renovated cottage in walking distance to Taconic State Park. Enjoy farm to table dining nearby. Hike to Birkshires' Bash Bish Falls, bike on the Harlem Valley Bike Trail, and swim in the spring fed iron ore...
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Copake Falls, New York
Stockbridge
4 Bedrooms, 4 Bathrooms, Sleeps 12 |
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Amenities & Details
- Mountain Views
- Internet Access
- Air Conditioning
- DVD Player
- Patio
- Sauna
- Satellite TV
- Washer
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
We call this house ‘South Sedgwick’ because of its location on a piece of land formerly used by the Sedgwick family for picnicking–an ideal spot for relaxation with stunning views of Monument Mountain and Ice Glen.
The house is newly constructed with ash hardwood floors, custom white pine trim and...
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Stockbridge, Berkshires
What a great place! Teva was wonderful to work with, communication was incredible, and he is very welcoming. The house was spacious, very comfortable with 9 people! Teva came by...
Our family of 5 rented this home over July 4th weekend and we couldn't have been more pleased. The home has just been newly renovated, is very tastefully appointed and looks and...
Lee
Private Room, 1 Bathroom, Sleeps 6 |
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other traveller has booked this property
Amenities & Details
- Central Heating
- Grill
- Internet Access
- Parking
- Mountain Views
- Hot Tub
- Outdoor Dining Area
- Washer
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ?
- Smoking allowed
- x
About this property
handsome and welcoming, this authentic Berkshire lodge will make you feel like you`re in an old fashioned Christmas card! fireplace blazing, wood floors post and beam, hand planed planks. in the kitchen the floor is marble slabs from the famous lee marble quarry. Daniel Chester French, the designer...
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Lee, Berkshires
Rustic and vintage are apt descriptions of the house itself. It has stories to tell! And to matched its abundant, well aged charm is the friendly and generous host. Joanne made us...
I had several summer months here, it never disappoints. Full of nature's bounty, hospitable host, friendly vacationers. Very close to all the best of the Berkshires, Tanglewood...
West Stockbridge
5 Bedrooms, 2 Bathrooms, Sleeps 12 |
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other travellers have booked this property
Amenities & Details
- Central Heating
- Grill
- Internet Access
- Patio
- Satellite TV
- DVD Player
- Mountain Views
- Washer
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
Quaint, , 2 story 1850's farmhouse in the Berkshires with original ceiling beams and 16" floor boards in much of the house. Fully furnished with 5 bedrooms, 2 full baths and a gorgeous screened-in porch overlooking 4 acres of gardens, stream and wooded mountains.
Country kitchen with dish washer,...
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West Stockbridge, Berkshires
Our group of eight adults had a very wonderful experience at Elaine's Berkshire farmhouse. We found it in excellent condition. Full kitchen had everything we needed to create...
Some girlfriends and I decided to meet up for a weekend and found this wonderful home which was super convenient for all of us - some coming from MA others from upstate NY. When...
Amenities & Details
- Internet Access
- Private Garden
- Parking
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
The 1762 farmhouse has 3 bedrooms available to bring your family and friends enjoy the close proximity to Tanglewood, Norman Rockwell Museum, and several lakes, many hiking areas, great restaurants. Larry makes a fresh egg breakfast which is included in your stay. You can join us for horseback...
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Stockbridge, Berkshires
Alford
Private Room, 1 Bathroom, Sleeps 2 |
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Amenities & Details
- Hot Tub
- Mountain Views
- Satellite TV
- Waterfront
- DVD Player
- Wi-Fi
- Air Conditioning
- Housekeeping...
Suitability
- Pet-friendly
- Child-friendly
- x
- x
- Smoking allowed
- x
About this property
The Smith Homestead in Alford Massachusetts has been homesteaded and farmed by our family for the past two centuries. Located on one of the nicest settings in the Berkshires, with 30 acres of fields and woods, and the crystal clear Alford Brook running through, we are central to all the cultural...
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Location Information
Alford, Massachusetts
Amenities & Details
- Mountain Views
- Patio
- Air Conditioning
- Internet Access
- Grill
- Washer
- DVD Player
- Satellite TV
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Explore the culture and natural beauty of the Berkshires while vacationing in a completely restored colonial home with modern amenities. You will be central to all the wonderful cultural attractions and outdoor activities in the area. Walk to the quaint town of Stockbridge and the Norman Rockwell...
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Stockbridge, Berkshires
Stockbridge
2 Bedrooms, 2 Bathrooms, Sleeps 6 |
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Amenities & Details
- Washer
- Parking
- Patio
- Grill
- Mountain Views
- Wi-Fi
- Air Conditioning
- Waterfront
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
This 1600 sq. ft. cottage boasts everything you would need for your visit to the Berkshires whether it be for a full summer / winter season to explore this beautiful area or a quick getaway to Tanglewood,
The recently added master suite features a queen size bed, en-suite bathroom and a bonus...
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Location Information
Stockbridge, Berkshires
Amenities & Details
- Private Garden
- Internet Access
- Parking
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
This 1762 farmhouse features wide board floors, kitchen, dining and living room areas along with a spacious front porch. Agritour gardens, horseback riding, and close proximity to Tanglewood and the Norman Rockwell Museum make for an adventure filled visit. Larry prepares a great fresh egg...
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Location Information
Stockbridge, Berkshires
Amenities & Details
- Parking
- DVD Player
- Satellite TV
- Washer
- Hot Tub
- Internet Access
- Porch
- Mountain Views
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- x
About this property
** Rental is only available for 2 week minimum during the summer (July - August)
Special Summer Deal -- Rent for the Season (July and August) and get either the last week in June OR the first week in September for half price!
This adorable cottage has all the ingredients for the ultimate retreat...
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Location Information
Lee, Berkshires
Lee
Private Room, 1 Bathroom, Sleeps 6 |
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other traveller has booked this property
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ?
- Smoking allowed
- x
About this property
sleeps 4
can combine with writer's room for large suite, private entrance.
fireplace or windowed woodstove, ceiling fans cathedral ceiling, terrace with seating, pasture and forest views.
windows line both sides of room and feels like a treehouse.
beautiful wood floors and soft carpets make you...
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Location Information
Lee, Berkshires
West Stockbridge
1 Bedroom, 1 Bathroom, Sleeps 2 |
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other travellers have booked this property
Amenities & Details
- Mountain Views
- Parking
- Wi-Fi
- Terrace
- Central Heating
- Outdoor Dining Area
- Balcony
- Patio
Suitability
- Pet-friendly
- Child-friendly
- ?
- x
- Smoking allowed
- x
About this property
Architect-designed, one bedroom studio cottage in peaceful setting on quiet road with a 5 acre view! What more could you ask! Perfect haven for artist or writer or anyone wanting to get away! Only 15 minutes to Tanglewood or Kripalu This little gem has just been renovated, with built in couches,...
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Location Information
West Stockbridge, Berkshires
Lee
6 Bedrooms, 5 Bathrooms, Sleeps 26 |
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Amenities & Details
- Parking
- Air Conditioning
- Shared Indoor Pool
- Satellite TV
- Wi-Fi
- Private Garden
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
220 acres with tennis, indoor & outdoor pools, yoga studio, gym and lakefront.
Built by Westinghouse and then part of the Vanderbilt Estate, The Playhouse is a newly renovated iconic Berkshire's property that once served as a theater space for America's greatest innovators, and is now hung with...
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Location Information
Lee, Berkshires
The Playhouse is a magical place to connect with friends and family. There are a half dozen living spaces that offer anything from quiet reading areas with a view, to 40 person...
I didn't want to leave. The view from the picture window is breathtaking. The home has more space than even our large group could fill. If you are a yogi, you can enjoy your own...
North Egremont
3 Bedrooms, 2 Bathrooms, Sleeps 8 |
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other traveller has booked this property
Amenities & Details
- Wi-Fi
- Patio
- Grill
- Balcony
- Parking
- DVD Player
- Air Conditioning
- Porch
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- ✓
About this property
Enjoy beautiful Prospect Lake while staying at our comfortable home. Full kitchen with almost anything you can think of. Farm table seats 8 and is perfect for family meal. Cozy living spaces with enough seating for all to gather. Sunny bright deck in private rear yard . Covered porch is perfect...
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Location Information
North Egremont, Berkshires
It's my first time booking through flipkey. Zoe, the hostess, helped me a lot during the process. She is warm, kind, and patient. Her email was in details and we checked in...
Hillsdale, NY
2 Bedrooms, 1 Bathroom, Sleeps 4 |
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other travellers have booked this property
Amenities & Details
- Washer
- Parking
- Wi-Fi
- DVD Player
- Mountain Views
- Air Conditioning
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
We found a great circa 1845 house in the Berkshire/Taconic Mtn area and fully renovated the entire building creating retail shops and a sophisticated but casually comfortable 2 BR apt. saving many of the original building features. Fully equipped efficiency kitchen with a W/D, marble bath, sleeps 6...
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Location Information
Hillsdale, New York
C'était tellement bien, que j'ai déjà envie d'y retourner!!
As a French citizen, I can affirm that my stay at Lynne and Bill's loft was perfect! No noise, comfortable and with...
Bill and Lynne, the proprietors were wonderful. Very accommodating and helpful. Although located on highway 23, there is very little road noise as the apartment is brand new...
Lee
5 Bedrooms, 6 Bathrooms, Sleeps 20 |
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Amenities & Details
- Wi-Fi
- Porch
- Air Conditioning
- Balcony
- Washer
- Mountain Views
- Satellite TV
- Patio
Suitability
- Pet-friendly
- Child-friendly
- ✓
- ✓
- Smoking allowed
- x
About this property
In the heart of the Berkshires: near Tanglewood, Jacob's Pillow, Jiminy Peak, Ski Butternut, Lenox MA, Stockbridge MA. Completely restored historic house with fully equipped kitchen, 5 bedrooms (each with a private bathroom), 3 spacious common rooms. A comfortable place for a family reunion,...
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Location Information
Lee, Berkshires
My family loved this house - parents and kids, all found it comfortable, spacious, and welcoming. Host is accommodative on last-minute changes or special requests.
Easy...
Amenities & Details
- Air Conditioning
- DVD Player
- Terrace
- Balcony
- Washer
- Secure Parking
Suitability
- Pet-friendly
- Child-friendly
- x
- x
- Smoking allowed
- x
About this property
Located in the tranquil hills of the beautiful Berkshires. This truly is a wooded wonderland filled with restful beauty and abundant wildlife.
Wonderful retreat in the Berkshires.
Private and secluded.
Minutes from Tanglewood, The Red Lion Inn and The Norman Rockwell museum.
Skiing.
Private lake...
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Location Information
Lee, Berkshires
Stockbridge
3 Bedrooms, 3 Bathrooms, Sleeps 8 |
Quick View
Amenities & Details
- Washer
- Air Conditioning
- Hot Tub
- Wi-Fi
- Mountain Views
- Waterfront
- Satellite TV
- Grill
Suitability
- Pet-friendly
- Child-friendly
- ✓
- x
- Smoking allowed
- x
About this property
PRIVACY-QUIET- HIKE-SKI-RELAX
FYI in the winter, a huge hill behind the house on our property is fantastic for sledding .
Animals you might see- Turkeys, Ducks, Bobcat, Bear, Deer, Otter, Muskrat, Heron depending on the season.
A 1/4 mile driveway thru the woods takes you to 38 acres, and this...
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Location Information
Stockbridge, Berkshires
Sheffield
4 Bedrooms, 2 Bathrooms, Sleeps 10 |
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Amenities & Details
- Patio
- Washer
- Wi-Fi
- Satellite TV
- Private Outdoor...
- Hot Tub
- Air Conditioning
- DVD Player
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
This beautiful and secluded winter utopia is perfect for your Berkshire winter vacation getaway. Private and secluded, this home is nestled on five private acres in the woods located conveniently within fifteen minutes to many area attractions. Wether you are looking to ski the slopes, capture the...
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Location Information
Sheffield, Berkshires
Beautifully decorated house nestled in the Berkshires. A true getaway.
Plenty of room for a family with the latest TV/computer set up.
Big kitchen with the best appliances...
Sheffield
3 Bedrooms, 6 Bathrooms, Sleeps 8 |
Quick View
other traveller has booked this property
Amenities & Details
- Washer
- Wi-Fi
- Mountain Views
- Air Conditioning
- Balcony
- Parking
- Grill
- Hot Tub
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- x
About this property
Charmingly restored 1840 cottage in the apple orchard of a working organic farm. Completely renovated in 2015 with thoughtful amenities, fresh eggs and produce and acres of trails and views. Close to waterfalls and lakes. Nearby ski hills, Tanglewood concerts, theatre, film festival, dance and...
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Location Information
Sheffield, Berkshires
Our family of four (two adults and a 12 and 8 year old) recently stayed at Apple Cottage with my sister who lives in Boston and had a wonderful week. The house was perfect for our...
Tucked away down a country road, farm fresh eggs for breakfast, wonderful rustic cottage details everywhere, Apple Cottage does not disappoint!
The cottage easily accommodated 7...
Amenities & Details
- Washer
- Satellite TV
- Patio
- Air Conditioning
- Waterfront
- Mountain Views
- Internet Access
- DVD Player
Suitability
- Pet-friendly
- Child-friendly
- ?
- ✓
- Smoking allowed
- x
About this property
Get away from it all at our beautiful Berkshire lakefront wooded retreat. Swim, canoe, kayak, sunbathe, play tennis during the day, then enjoy the evening a short drive away at Tanglewood, Jacobs Pillow, or perhaps go to the movies in Great Barrington. Have dinner at the Red Lion Inn, or one of the...
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Location Information
Monterey, Berkshires
Amenities & Details
- Washer
- Wi-Fi
- DVD Player
- Sauna
- Air Conditioning
- Grill
- Patio
- Waterfront
Suitability
- Pet-friendly
- Child-friendly
- x
- ✓
- Smoking allowed
- x
About this property
Custom designed Furnished Lake House in The Berkshires in Massachusetts on the Lee/Lenox line. Gorgeous western sunsets ! The home has 4/5 bedrooms and one is equipped as a nanny suite or teen haven. It is close to skiing, golf, outdoor sports, shopping, and all cultural venues. It is located...
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Location Information
Lee, Berkshires
My family and I traveled to the Berkshires from Boston and stayed in this gorgeous lake house. We had booked vacation rentals in the past and had a whole range of experiences from...
We stayed at the Lake House on beautiful Laurel Lake with my family of 5 (two daughters, son, and my wife). We had an awesome time. The owners Marjorie and Frank were wonderful...
Hillsdale, NY
5 Bedrooms, 5 Bathrooms, Sleeps 14 |
Quick View
other traveller has booked this property
Suitability
- Pet-friendly
- Child-friendly
- x
- ?
- Smoking allowed
- x
About this property
This extremely private luxury home is situated on 48-acres at the end of a cul de sac and is located two miles from NY Route 22 in Columbia County just 10 minutes from the Massachusetts boarder and 30 minutes from the Vermont border. Recently renovated, this contemporary home with 5 bedrooms...
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Location Information
Hillsdale, New York
1-50 of 68
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