Explore Top Vacation Rentals in Great Barrington, MA

Buttonball Inn
Hotel
17 Main Street, South Egremont, MA, MA 01258, USA

Located in South Egremont, 12 miles from Norman Rockwell Museum, Buttonball Inn has accommodations with free WiFi and free private parking. This 5-star hotel has air-conditioned rooms with a private bathroom. Cranwell Spa & Golf Club is 17 miles away and Tanglewood Musical Center is 17 miles from the hotel. Tanglewood is 17 miles from the hotel, while Great Falls is 11 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Parking • Security/Safety • Pet Friendly • Child Friendly

The Barrington
Bed & Breakfast
281 Main St., Level 3, Great Barrington, MA, 01230, USA

Bed & breakfast with free parking, in the vicinity of Ski Butternut
This smoke-free bed & breakfast features coffee/tea in a common area, concierge services, and express check-in. Free WiFi in public areas and free self parking are also provided. Other amenities include express check-out.
The Barrington offers 7 accommodations with complimentary bottled water and coffee/tea makers. These individually decorated accommodations have separate sitting areas and include desks. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include bathrobes, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and portable fans. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. " - "As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!" - "We absolutely loved our stay at The Barrington. The staff is lovely. The room was huge, beautiful and quiet. The breakfast was incredible. We will definitely be back. "

Wainwright Inn
Bed & Breakfast
518 Main Street, Great Barrington, MA, MA 01230, USA

Wainwright Inn offers accommodations in Great Barrington, 14 miles from Tanglewood Musical Center and 14 miles from Tanglewood. 9.3 miles from Norman Rockwell Museum and 13 miles from Cranwell Spa & Golf Club, the property offers a garden and a terrace. The bed and breakfast also features free Wifi, free private parking, and facilities for disabled guests. Some accommodations include a balcony and a seating area with flat-screen TV, as well as air conditioning and heating. At the bed and breakfast, some units are allergy-free. À la carte and American breakfast options with fresh pastries, pancakes, and fruit are available each morning at the bed and breakfast. Skiing, cycling, and hiking are possible within the area, and Wainwright Inn offers ski storage space. Great Falls is 12 miles from the accommodation, while Canaan Village Historic District is 12 miles from the property. The nearest airport is Bradley International Airport, 51 miles from Wainwright Inn.

Guest Reviews:

- "Exceeded our expectations. Breakfast was delicious and bed very comfortable" - "Our stay was comfortable and pleasant." - "Thanks to Chris and Barb, I'm looking forward to staying there again!" - "Very enjoyable time with everything we needed and more. Would definitely stay there again."

The Old Inn On The Green
Hotel
134 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA

Inn with free breakfast, near Questing
A restaurant, a bar/lounge, and a coffee shop/cafe are available at this inn. Free continental breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a seasonal outdoor pool, a meeting room, and a garden are onsite.
The Old Inn On The Green offers 11 air-conditioned accommodations with hair dryers and complimentary toiletries. Rooms open to balconies or patios. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the inn include a seasonal outdoor pool.

Guest Reviews:

- "It was great experience. " - "Everything was wonderful - the food was delicious and the staff very attentive at dinner. The only thing that was a bit off-putting was that there were two leftover red wine glasses left out on the table on the balcony that we wished had been removed before our arrival, but that's just a little thing. " - "What a wonderful experience, including the exceptional restaurant!" - "Built in 1750, The Old Inn On The Green is a rare and remarkable testament to colonial America, Under the deft leadership of owner Peter Platt with the meticulous guidance of his superlative dining manager, Eric, the Inn offers an authentic bygone-era dining and lodging experience unlike any other. From the moment you step inside, you are transported back to the 18th century. The inn’s structure, largely untouched by time, is steeped in history, with its original wooden beams and creaking floorboards preserving the aura of its storied past. But perhaps what sets the atmosphere apart is the dining room— menu changes with the seasons, reflecting the bounty of the surrounding area. Exquisite dishes of finely roasted, richly-flavored choice meats in velvety sauces takes you back to the days when hunters supplied the village of New Marlborough with game. Fresh fish and seafood delicacies from New England’s fabled coastal fishing fleet are transformed into succulent briny ocean masterpieces that would rival any Michelin-starred restaurant in New York or Paris. The inn offers authentic 18th-century coach house accommodations that further immerse guests in the past. Each room is meticulously furnished with period-appropriate decor, from wood hewed beds draped in fine linens to hand-crafted wooden chests and writing desks. The Old Inn is not just a place to eat and sleep—it is an experience, a living museum of New England’s colonial past. HIGHLY RECOMMENDED!! "

The Old Inn On The Green
Hotel
134 Hartsville New Marlborough Road, New Marlborough, MA, 01230, USA

Located in New Marlborough, 17 miles from Norman Rockwell Museum, The Old Inn On The Green provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant. With a bar, the 4-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Tanglewood is 21 miles away and Haystack Mountain State Park is 11 miles from the inn. At the inn, each room includes a closet. At The Old Inn On The Green each room has bed linen and towels. Guests at the accommodation will be able to enjoy activities in and around New Marlborough, like hiking. Cranwell Spa & Golf Club is 20 miles from The Old Inn On The Green, while Tanglewood Musical Center is 20 miles away. The nearest airport is Bradley International Airport, 37 miles from the inn.

Guest Reviews:

- "Nice trip in the Berkshires." - "Charming stay."

The Egremont Village Inn
Hotel
17 Main Streeet, South Egremont, MA, 01258, USA

Colonial inn with a nightclub and a coffee shop
Along with a restaurant, this smoke-free inn has a nightclub and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Other amenities include a coffee shop/cafe, a meeting room, and dry cleaning.
The Egremont Village Inn offers 10 accommodations with complimentary toiletries. Beds feature premium bedding. This South Egremont inn provides complimentary wireless Internet access, with a speed of 250+ Mbps (good for 3–5 people or up to 10 devices). Irons/ironing boards and hair dryers can be requested. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The restaurant/bar on the premises was EXCELLENT, and allowed us to visit the country and have the freedom to have a drink and shoot some pool. A great place, with incredibly friendly owners." - "Our stay was wonderful. We came into town for my grandmothers funeral, we were a little confused as check in is contactless, but we met Rosa and communicated via text and it was easy sailing after that. They did inform me of contactless check in, it just slipped my mind with all going on. The property was great, loved spending one morning with the cows and later with the two pups on site. Really loved that the animals were rescues. Our room was small, but cozy, plenty of other rooms to relax in or play cards. But the heart of this Inn lies with Rhonda, who took very good care of us during our stay. She was so empathetic and warm and welcoming and helped ease the burden of what could have been a very stressful trip back. It was a healing expierence, and ill never forget that, and I thank her and everyone else there. I hope to visit and stay again sometime."

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town
House
Lake Avenue 16, Great Barrington, MA, 01230, USA

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town is located in Great Barrington, just 14 miles from Cranwell Spa & Golf Club and 14 miles from Tanglewood Musical Center. The air-conditioned accommodation is 10 miles from Norman Rockwell Museum. Canaan Village Historic District is 13 miles away and Holley Williams House Museum is 19 miles from the vacation home. With free Wifi, this 3-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood is 14 miles from the vacation home, while Great Falls is 13 miles from the property. Bradley International Airport is 48 miles away.

Amenities:

Internet • Security/Safety • Parking • View • Air Conditioner • Pet Friendly • Fireplace/Heating

Gedney Farm
Hotel
34 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA

Hotel in Great Barrington with free breakfast and a restaurant
A restaurant, a bar/lounge, and a refrigerator in a common area are available at this hotel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, wedding services, and a garden.
Gedney Farm offers 16 air-conditioned accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished. This Great Barrington hotel provides complimentary wireless Internet access. Microwaves, refrigerators, and irons/ironing boards can be requested. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The grounds were beautiful and staff were so nice! Dinner was delicious!" - "It's been the fourth time I stayed at the Gedney Farm. IT's gorgeous, beautiful setting, friendly hosts, amazing room with whirlpool in the old barn. I will come back!" - "Quiet surrounding is great to rekax" - "Absolutely a wonderful experience. It was just what i was looking for. Truly unique, very comfortable, surrounded by beauty and nature. Gracious host. Win, win. We will be back."

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
House
Hartsville Mill River Road 1089, New Marlborough, MA, 01230, USA

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 offers accommodations in New Marlborough, 15 miles from Norman Rockwell Museum and 17 miles from Cranwell Spa & Golf Club. This vacation home features air-conditioned accommodations with a patio. Great Falls is 14 miles from the vacation home and Canaan Village Historic District is 14 miles away. With free Wifi, this 1-bedroom vacation home provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Tanglewood Musical Center is 17 miles from the vacation home, while Tanglewood is 18 miles away. Bradley International Airport is 40 miles from the property.

Amenities:

Internet • Fireplace/Heating • Security/Safety • Pet Friendly • View • Parking • Air Conditioner

Thornewood Inn
Hotel
453 Stockbridge Road, Great Barrington, MA, 01230, USA

Comfortable inn with free breakfast and business center
This smoke-free inn features an outdoor pool, a restaurant, and a bar/lounge. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a snack bar/deli, a business center, and a meeting room.
Housekeeping is available once per stay.
Thornewood Inn offers 13 air-conditioned accommodations with complimentary toiletries. Beds feature premium bedding. Cable television is provided. Bathrooms include bathtubs or showers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered daily and hair dryers can be requested. Housekeeping is provided once per stay.


Recreational amenities at the inn include an outdoor pool.

Guest Reviews:

- "We loved the quaintness and character of Thornwood Inn plus the history of it being run by the same family for almost 40 years! Terry and David were wonderful hosts, chatting with us and always ready to answer any questions we had. Homemade breakfast each morning was delicious and presented in a very appetizing way with fresh fruit every day and Terry’s baked “goodies” were a treat!! Short drive to Great Barrington and Stockbridge for shopping and eating out with a variety of restaurants available. Also a number of hiking trails were just a quick drive away. We thoroughly enjoyed our stay at the Thornwood Inn and hope to return again. Claudia J."

Berkshire Vacation Rentals: High End Berkshires Getaway
House
Hillsdale Road 274, East Hillsdale, MA, 01230, USA

Berkshire Vacation Rentals: High End Berkshires Getaway offers accommodations in East Hillsdale, 16 miles from Norman Rockwell Museum and 20 miles from Cranwell Spa & Golf Club. This vacation home features air-conditioned accommodations with a patio. Tanglewood Musical Center is 21 miles away and Tanglewood is 21 miles from the vacation home. With free Wifi, this 4-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Great Falls is 15 miles from the vacation home, while Canaan Village Historic District is 15 miles away. Bradley International Airport is 54 miles from the property.

Amenities:

Security/Safety • Fireplace/Heating • Air Conditioner • Parking • Internet • Pet Friendly

Prospect Berkshires
Hotel
50 Prospect Lake Rd, Egremont, MA, 01230, USA

Hotel in North Egremont with a sauna and spa services
This smoke-free hotel features an outdoor pool, a restaurant, and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Other amenities include a sauna, a coffee shop/cafe, and spa services.
Housekeeping is available once per stay.
Prospect Berkshires offers 49 accommodations with minibars and hair dryers. Beds feature Egyptian cotton sheets, down comforters, and premium bedding. Guests can surf the web using the complimentary wireless Internet access (speed: 500+ Mbps (good for 6+ people or 10+ devices)). Housekeeping is offered once per stay and in-room massages can be requested. Housekeeping is provided on a limited basis.
Recreational amenities at the hotel include an outdoor pool, a sauna, and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "So fantastic!! The cabins are gorgeous and very well appointed. We are going back!" - "It was clean and environment is relaxing." - "Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "

Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat
House
101 Division Street, Great Barrington, MA, 01230, USA

Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat is located in Great Barrington, just 6.2 miles from Norman Rockwell Museum and 11 miles from Tanglewood Musical Center. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Great Falls is 15 miles from the vacation home and Canaan Village Historic District is 15 miles away. Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV is available. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood is 11 miles from the accommodation, while Cranwell Spa & Golf Club is 12 miles from the property. Bradley International Airport is 48 miles away.

Amenities:

Parking • Internet • Fireplace/Heating • Air Conditioner • Security/Safety • Child Friendly • View

Charming 6 Bdrm Countryside Stay
House
10 Mountain View Rd, Great Barrington, MA, 01230, USA

While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and free WiFi, as well as air conditioning and laundry facilities. Other amenities include premium bedding, a memory foam bed, towels, and luggage storage.

Amenities:

Fireplace/Heating • Wellness Facilities • Other • Bedding/Linens • Internet • Guest Services • Laundry • Pool • Toiletries • Parking • Security/Safety • Air Conditioner

Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool
House
Shuntoll Road 50, North Egremont, MA, 01230, USA

Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool offers accommodations in North Egremont, 12 miles from Norman Rockwell Museum and 16 miles from Tanglewood Musical Center. Both free Wifi and parking on-site are available at the vacation home free of charge. The vacation home also offers an outdoor swimming pool and a garden for guests to relax in. Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool features 7 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 5 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Tanglewood is 17 miles from the accommodation, while Cranwell Spa & Golf Club is 19 miles away. Albany International Airport is 50 miles from the property.

Amenities:

Fireplace/Heating • View • Security/Safety • Parking • Pet Friendly • Internet • Air Conditioner • Ev Charge Station • Pool

Quality Inn
Hotel
372 Main Street, Great Barrington, MA, 01230, USA

Hotel in Great Barrington with free breakfast and a fitness center
This smoke-free hotel features a fitness center, coffee/tea in a common area, and a microwave in a common area. Free on-the-go breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Other amenities include a 24-hour front desk, free newspapers, and barbecue grills.
Change of towels is available on request.
Quality Inn offers 63 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and complimentary weekday newspapers. Rooms open to balconies or patios. Pillowtop beds feature premium bedding. Premium cable television is provided. Rooms have partially open bathrooms. Bathrooms include shower/tub combinations with deep soaking bathtubs and hydromassage showerheads, complimentary toiletries, and hair dryers.

This Great Barrington hotel provides complimentary wireless Internet access. Business-friendly amenities include desks along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and fans. Microwaves and change of towels can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Property was clean and comfortable." - "Everything was great! We'll be back." - "Good value. Nice staff" - "Great breakfast! Good size rooms! Comfortable beds! Slept better than in my own bed. Location is also quite a plus, ten steps from town, and quite a lovely town!! " - "It’s in “downtown” Great Barrington very close to the Mahawie theatre. Very clean rooms. Only criticism I have is that the Wi-Fi was not working. Good continental breakfast. Friendly and helpful staff. "

Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town
House
18 Castle Lane, Great Barrington, MA, 01230, USA

Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town offers accommodations in Great Barrington, 8.9 miles from Norman Rockwell Museum and 13 miles from Cranwell Spa & Golf Club. This vacation home provides air-conditioned accommodations with a patio. Great Falls is 13 miles away and Canaan Village Historic District is 13 miles from the vacation home. With free Wifi, this 3-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood Musical Center is 13 miles from the vacation home, while Tanglewood is 13 miles from the property. Bradley International Airport is 47 miles away.

Amenities:

Security/Safety • Air Conditioner • Pet Friendly • View • Fireplace/Heating • Internet • Parking

Monument Mountain Motel
Hotel
247 Stockbridge Rd, Great Barrington, MA, 01230, USA

Motel in Great Barrington with free parking
Along with barbecue grills, this smoke-free motel has a picnic area and free self parking. WiFi in public areas is free.
Monument Mountain Motel offers 17 air-conditioned accommodations with coffee/tea makers and hair dryers. Cable television is provided. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations and complimentary toiletries.

This Great Barrington motel provides complimentary wired and wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Very convenient and affordable price!!" - "No frills, but very clean. Furniture is old, but bedding is new. Shower area recently redone. Two feet between dresser and bed, which is plenty. Side table on each side of bed. Excellent value." - "It was convenient to everything and everyone was delightful. " - "Clean and comfortable. Perfect for an over night in the Berkshires. Very reasonable priced for the area. " - "Place was small, but clean & comfortable. Loved that it had microwave & mini fridge"

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel
249 Stockbridge Road, Great Barrington, MA, MA 01230, USA

Located in Great Barrington, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires has air-conditioned rooms with free WiFi. Featuring family rooms, this property also provides guests with a playground. Tanglewood Musical Center is 12 miles away and Tanglewood is 12 miles from the hotel. The hotel offers a buffet or continental breakfast. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers 3-star accommodations with an indoor pool, fitness center and hot tub. Guests at the accommodation will be able to enjoy activities in and around Great Barrington, like hiking and skiing. Free private parking and a business center are available, as well as a 24-hour front desk. Norman Rockwell Museum is 7.6 miles from Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, while Cranwell Spa & Golf Club is 11 miles from the property. Bradley International Airport is 47 miles away.

Guest Reviews:

- "Recent visit." - "Exceptionally clean & very friendly staff. Will definitely go back!" - "Excellent stay. Super nice staff" - "Perfect for a skiing weekend with family" - "Enjoyable, convenient location." - "AWESOME" - "The staff was friendly, the hotel was quiet allowing everyone to sleep when they wanted to." - "Very good stay with nice friendly staff." - "Very comfortable room and excellent location." - "Great hotel near outlets for a quick getaway"

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel
249 Stockbridge Rd, Great Barrington, MA, 01230, USA

Hotel with free breakfast, near Housatonic River Walk
An indoor pool, a 24-hour fitness center, and coffee/tea in a common area are available at this smoke-free hotel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and dry cleaning are onsite.
Housekeeping is available on request.
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers 93 accommodations with safes and complimentary newspapers. 49-inch flat-screen televisions come with premium cable channels. Refrigerators, microwaves, and coffee/tea makers are provided. Bathrooms include complimentary toiletries and hair dryers.

This Great Barrington hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The staff was extremely, I can not stress this enough, extremely nice and helpful." - "Very friendly and helpful staff. " - "My family and I went to a religious event. The hotel staff was aware of the event; they were very welcoming. Customer service was amazing; continental breakfast was great! " - "Excellent service during breakfast, friendly staff and clean facility. " - "Great property. The pool and hot tub were nice, but over chlorinated. "

Thornewood Inn
Hotel

Great Barrington’s Thornewood Inn is a bed and breakfast that features antique furniture throughout the property. The inn has an outdoor pool and a deck facing the Berkshire Hills. The Point is Thornewood Inn’s on-site restaurant and serves continental cuisine. They offer a complimentary breakfast in the morning and have scheduled live entertainment. Rooms are decorated with antique furniture and individual themes. Each room has an en suite bathroom and access to free Wi-Fi. The Norman Rockwell Museum is located 7 miles from the property, and Ski Butternut is 6 minutes drive from the inn.

Amenities:

Child Friendly • Breakfast • Air Conditioner • Pool • Internet • Pet Friendly • Parking • Balcony/Terrace • Wheelchair Accessible

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Hotel
415 Stockbridge Rd, Great Barrington, MA, 01230, USA

Riverfront hotel with free breakfast and a fitness center
This smoke-free hotel features an indoor pool, a fitness center, and a 24-hour business center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a business center, and conference space are onsite.
Housekeeping is available on request.
Holiday Inn Express Hotel & Suites Great Barrington by IHG offers 78 air-conditioned accommodations with safes and complimentary newspapers. Pillowtop beds feature premium bedding. A pillow menu is available. Flat-screen televisions come with cable channels. Guests can make use of the in-room microwaves and coffee/tea makers. Bathrooms include complimentary toiletries and hair dryers.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided on request.


Recreational amenities at the hotel include an indoor pool and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Pool and .Breakfast were awesome. Staff super helpful and friendly." - "Very nice to be here." - "We will be back. Great hotel, great breakfast, great staff. Pool was open late so the kids were able to swim after dinner. " - "The room was very clean, spacious, good water pressure in shower and sink and I. Particular their were no issues with water drainage in sink or shower which we can not say about the Marriott chain and most other hotels we’ve stayed at. As a family we’ve gotten into the habit of running shower and sinks before we settle on to our room and oftentimes we need to switch to a room that has no plumbing issues. The beds and linens at Holiday Inn Express were extremely comfortable. The amenities are bare-bones but our priorities are on cleanliness, comfort, safety, and exceptional hotel staff of which this Holiday Inn Express in Great Barrington delivered. Note: this particular hotel chain is very popular with families and during the breakfast “crush” the dining area can get quite crowded. Having said that, we were amazed by the dining staff who always has replenished coffee and we’re attending to the multiple requests of other guests."

Rustic Berkshires Cottage at Lake Buel with Kayaks!
House
New Marlborough, MA, USA

16 miles from Cranwell Spa & Golf Club in New Marlborough, Rustic Berkshires Cottage at Lake Buel with Kayaks! offers accommodations with access to a spa center. This vacation home features accommodations with a patio. Free Wifi is available throughout the property and Norman Rockwell Museum is 13 miles away. The air-conditioned vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with an oven and microwave, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Tanglewood Musical Center is 16 miles from the vacation home, while Tanglewood is 16 miles from the property. Bradley International Airport is 42 miles away.

Guest Reviews:

- "better then expected" - "Would go back in a heartbeat!"

Travelodge by Wyndham Great Barrington Berkshires
Hotel
400 Stockbridge Rd, Great Barrington, MA, 01230, USA

Riverwalk motel in Great Barrington with free parking
Dry cleaning, laundry facilities, and a garden are available at this motel. Free WiFi in public areas and free self parking are also provided. Additionally, barbecue grills, a picnic area, and RV/bus/truck parking are onsite.
Travelodge by Wyndham Great Barrington Berkshires offers 29 accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. 39-inch flat-screen televisions come with satellite channels. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Great Barrington motel provides complimentary wireless Internet access, with a speed of 50+ Mbps. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply).


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Keeping in mind that this motel was the least expensive option in the area, we found the accomodations to be clean, comfortable and efficient. I neglected to read the reviews of this property before I had booked and I am glad because if I had, I might not have reserved here. Nonetheless, The suite was very large with one king size bed in the bedroom and two full size convertible sofas in the living room. A flat screen TV in each room, Large clean bathroom and kitchenette with coffe maker and microwave oven completed the apartment. The gentleman at the reception was friendly and polite and offered extra towels if we needed. We only stayed one night but would definitely stay there again."

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining
House
Great Barrington, MA, USA

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining offers accommodations in Great Barrington, 11 miles from Norman Rockwell Museum and 14 miles from Cranwell Spa & Golf Club. With mountain views, this accommodation features a patio. Great Falls is 16 miles away and Canaan Village Historic District is 16 miles from the vacation home. With free Wifi, this 4-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation offers an air conditioning, a heating, and a private bathroom. Tanglewood Musical Center is 14 miles from the vacation home, while Tanglewood is 15 miles away. Bradley International Airport is 43 miles from the property.

Amenities:

Security/Safety • Fireplace/Heating • Child Friendly • Air Conditioner • Sports/Activities • Pet Friendly • Internet

East Rock Inn
Hotel
304 State Rd, Great Barrington, MA, 01230, USA

Motel with free parking, near Ski Butternut
A microwave in a common area, express check-in, and express check-out are available at this smoke-free motel. Free WiFi in public areas and free self parking are also provided. Other amenities include a garden and a picnic area.
Weekly housekeeping is available.
East Rock Inn offers 18 accommodations, which are accessible via exterior corridors and feature laptop-compatible safes and designer toiletries. Pillowtop beds feature premium bedding. 55-inch Smart televisions come with digital channels and Netflix.

This Great Barrington motel provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Additionally, rooms include hair dryers and blackout drapes/curtains. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided weekly.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Great stay" - "I loved that despite checking in late, I was able to speak to the owner. I loved that she was completely fine when I requested a late check out. I loved that the room was spacious and clean and exactly what I needed after a 13 hour drive from Chicago. I loved that the bed was probably the most comfortable bed I have slept in at a hotel in a long, long time. Finally, the owner Rebecca and her family were a pleasure to meet in person. My only regret, I wish I could have stayed longer and soaked in the fresh mountain air. I highly, highly recommend East Rock Inn. Warm and welcoming, clean and cosy, I will be back:)"

4 Mi to Great Barrington Berkshires Retreat!
House
Sheffield, MA, USA

4 Mi to Great Barrington Berkshires Retreat! is located in Sheffield, just 17 miles from Cranwell Spa & Golf Club and 17 miles from Tanglewood Musical Center. The property is around 17 miles from Tanglewood, 10 miles from Great Falls, and 10 miles from Canaan Village Historic District. Free Wifi is available throughout the property and Norman Rockwell Museum is 13 miles away. The air-conditioned vacation home consists of 3 bedrooms, 3 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Holley Williams House Museum is 15 miles from the vacation home, while Haystack Mountain State Park is 18 miles from the property. Bradley International Airport is 48 miles away.

Amenities:

Internet • Other • Accessibility • Fireplace/Heating • Sports/Activities • Security/Safety • Parking • Guest Services • Child Friendly

Egremont Village Inn by AvantStay
Apartment
South Egremont, Massachusetts, USA

Amenities:

Balcony/Terrace • Child Friendly • Bedding/Linens • Kitchen

Massachusetts Lake House with Dock - Pets Welcome!
House
New Marlborough, MA, USA

Massachusetts Lake House with Dock - Pets Welcome! is located in New Marlborough, just 16 miles from Tanglewood Musical Center and 16 miles from Tanglewood. The air-conditioned accommodation is 16 miles from Cranwell Spa & Golf Club. Free Wifi is available throughout the property and Norman Rockwell Museum is 13 miles away. Offering a balcony and lake views, the spacious vacation home includes 4 bedrooms, a living room, cable flat-screen TV, an equipped kitchen, and 3 bathrooms with a shower. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Great Falls is 15 miles from the vacation home, while Canaan Village Historic District is 15 miles away. Bradley International Airport is 42 miles from the property.

Amenities:

Security/Safety • Internet • Other • Wellness Facilities • Parking • Child Friendly • Accessibility • Guest Services • Pet Friendly • Fireplace/Heating • Sports/Activities

Quiet rustic cottage with shared lake access
Cottage
New Marlborough, Massachusetts, USA

Welcome to Lake Buel! This recently renovated cottage has been an old favorite for generations since the 1950’s. Abutting a dramatic sloping hill, this unique spot offers privacy on a dead end road and is a 2 minute walk to the water. Bring your non motorized boat and park it at the shared dock or use our canoe and life jackets for your aquatic adventures. All are welcome to experience this space and the surrounding areas.

Guest Reviews:

- "This is a wonderfully simple cabin that has everything you need and nothing you don’t. It is cozy, comfortable, and charming. We were here for two days and managed to swim in the lake twice, canoe once, s’mores over the fire pit, and relax a ton. Great hosts who checked in and made sure we knew the lay of the land. We really loved this spot and will be back." - "Great place located on Lake Buel, felt welcomed immediately by amount of communication and information pre arrival. Upon arrival we were greeted by a personalized note and a treat from the owners. It was relaxing and we enjoyed the area immensely. As a native to the Berkshires It was a real joy spending time in an area that I don't often get to visit. So much history, culture, and charm."

Near Hiking Renovated 4-Acre Berkshires Retreat!
House
South Egremont, MA, USA

Near Hiking Renovated 4-Acre Berkshires Retreat! is located in South Egremont, just 18 miles from Cranwell Spa & Golf Club and 18 miles from Tanglewood Musical Center. The air-conditioned accommodation is 13 miles from Norman Rockwell Museum. Tanglewood is 18 miles from the vacation home and Great Falls is 12 miles away. With free Wifi, this 3-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Canaan Village Historic District is 12 miles from the vacation home, while Holley Williams House Museum is 14 miles away. Bradley International Airport is 51 miles from the property.

Amenities:

Security/Safety • Accessibility • Parking • Other • Guest Services • Sports/Activities • Internet • Fireplace/Heating • Child Friendly

Waterfront Cottage 10 Min From Great Barrington
Cottage
New Marlborough, Massachusetts, USA

A couple's getaway for the books awaits you at this Lake Buel vacation rental. Just 6 miles from Great Barrington's shops, restaurants, and art scene, this 2-bedroom, 1-bath cottage is close to all the Berkshire's excitement, yet far enough for high-quality rest and relaxation. Hike the Appalachian Trail in the summer, ski Butternut Basin during the winter, or enjoy the fall colors from the home's charming deck - and don't forget the amazing stargazing! The ultimate Bay State vacay starts now!

The Property

Deck overlooking Lake Buel | Fire Pit | Peaceful Neighborhood | Seasonal Fishing Dock | Panoramic Views

Craft the ultimate couple's getaway at this charming lakeside cottage - close to Great Barrington dining, arts, and culture, yet rural enough for rest, relaxation, and of course, romance.

Bedroom 1: Bob-o-Pedic Dual King Adjustable Bed | Bedroom 2 (Updated 9/23/24): Bob-o-Pedic Queen Adjustable Bed

OUTDOOR LIVING: Deck, chairs, patio, gas grill, fire pit

INDOOR LIVING: 3 flat-screen TVs, DVD player, vaulted ceilings (washer/dryer available for stays of one week or more.)

KITCHEN: Well-equipped, drip coffeemaker, granite countertops, ice maker, dishware & flatware, pots & pans, stainless steel appliances, Crockpot, toaster, kitchen cart. (Countertop dishwasher available for stays of one week or more.)

GENERAL: Free WiFi, ceiling fans, towels/linens, canoe, kayaks, SUPs, life jackets

FAQ: 2 steps to access, no A/C

PARKING: Driveway (3 vehicles)

Guest Reviews:

- "Spent two nights for a winter weekend to explore all the trails. The cottage is updated and like new. Has every thing you need to cook dinners, relax and feels like a home. Owner checks in to make sure you have all the info you need and is accessible if needed. Had a great experience!!" - "The cottage is perfect... all the comforts of home & the View is fantastic." - "This location is just perfect. Quiet serenity for a perfect weekend getaway. The cottage is nestled among the trees and has water access. It was clean and well appointed. Cathy was very accessible. We will be back!!"

Spacious Berkshires Retreat about 3 Mi to Skiing!
House
Great Barrington, MA, USA

Situated in Great Barrington, 11 km from Norman Rockwell Museum and 17 km from Cranwell Spa & Golf Club, Spacious Berkshires Retreat about 3 Mi to Skiing! offers air conditioning. This holiday home is 24 km from Great Falls and 24 km from Canaan Village Historic District. With free WiFi, this 5-bedroom holiday home features a flat-screen TV, a washing machine and a kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. Tanglewood Musical Center is 18 km from the holiday home, while Tanglewood is 18 km from the property. The nearest airport is Albany International Airport, 86 km from Spacious Berkshires Retreat about 3 Mi to Skiing!.

Amenities:

Parking • Internet • Child Friendly • Wheelchair Accessible

Charming Cottage, New Marlborough Village Green in the Berkshires
Cottage
New Marlborough, Massachusetts, USA

The Cottage apartment is located in the Village of New Marlborough, Ma.
We are on the Village Green. Across the road from the famous Old Inn On The Green Restaurant. Also down the road from Gedney Farm, lodging and restaurant. Beautiful restored barns are used for many weddings
15 minutes from Butternut Ski Basin. 20 min. to town of Great Barrington.
1/2 hour to Tanglewood & Jacobs Pillow.
The apt. looks out onto a beautiful field from the kitchen.
There is a main house which is separate from the cottage. The cottage sleeps 4 comfortably. Parking in front of cottage.

Cottage in a beautiful setting: The Cottage is located in Historic New Marlborough Village Green. The 4 Star Zaggat rated Old Inn on the Green is a walk across the road. Many beautiful lakes & streams in the area. Gallery at the Historic Meeting House holds many events during the summer season.

Cross Country Sking in fields. Butternut ski resort 15 from cottage. Great Barrington for local town eatery & movies 20 minutes from cottage.

Guest Reviews:

- "We arrived at night, so we didn't get to see the extraordinary back yard until we awakened the following morning. it was so divine to just sit there and see all the lush greenery. owners had thoughtfully left great coffee and some breakfast fixings which was so appreciated. Maria was a lovely host." - "Beautiful cottage that has been well renovated and best backyard view. Directly across the road from the Old Inn at New Marlborough which is where the wedding event was. Maria helped with trusted recommendations on where to eat etc. her property is highly recommended."

Quality Inn
Hotel
372 Main Street, Great Barrington, MA, 1230, USA

Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA. Take advantage of travel-essential amenities like free WiFi throughout the hotel, free continental breakfast every morning, and free parking for both compact and oversize vehicles. Break a sweat in our exercise room and enjoy the convenience of our friendly and professional 24-hour front desk. Our 100% smoke-free guest rooms feature flat-screen TVs, microwaves, refrigerators, and desks with ergonomic chairs. You'll also find a coffee maker with coffee and tea options in your room. Find yourself in the gorgeous southwest corner of Massachusetts without breaking your budget. Our hotel is conveniently located off US-7 S, Main Street, just a short walk from historic downtown Great Barrington. We're west of East Mountain State Forest and the Butternut Ski Area & Tubing Center, both prime locations for outdoor recreation. We're also just down the road from the W.E.B. Du Bois National Historic Site and less than 10 minutes away from Bard College at Simon's Rock.

Guest Reviews:

- "I will return" - "It was pleasant and comfortable." - "Great place, great people" - "Adequate" - "The bed was comfortable, good shower, quiet." - "The staff were extremely nice and helpful." - "Clean, comfortable and basic."

Romantic Berkshires Cottage - Stunning Views, Pool
Cottage
Great Barrington, Massachusetts, USA

This unique cottage--30' away from our home on a fenced, three-acre property--has its own entrance and its own parking space. The pool is shared with us, but you will have it to yourselves for most of the day--just ask for private time.

There are windows on three sides, a ceiling fan and a window fan.

The Berkshires in spring, summer and fall are alive with beauty, and we offer glorious views of the rolling hills and verdant meadows. Nature lovers, artists, writers and all who cherish tranquility will take particular delight in this unique spot.

Perfect for any couple (can accommodate a small child, too), this gem of a cottage offers a romantic break that will appeal whether you are an active hiker or biker, or just want to sit under the trees or by the pool with a good book and savor the unsurpassed scenery. You'll be on a secluded country lane, but only minutes from downtown Great Barrington with its restaurants, music, theater and shopping. It's an easy drive to all area attractions and great Appalachian Trail hikes. The area roads are also ideal for biking.

Bedroom/sitting room, kitchenette with toaster oven, electric kettle, toaster, microwave and full-size fridge, but no stove. Full bath with bathtub and shower. Non-smoking only. Check our rates for week-long specials.

We do not accept reservations for longer than two weeks.

We can also assist you in finding just the right activity for your stay, whether it's hiking the state's highest peak, Mt. Greylock, a picnic at Bartholomew's Cobble or just lounging on the bench outside the cottage.

Studio offers complimentary bottle of wine, use of two kayaks, excellent wifi coverage, hair dryer, onsite parking, TV, microwave, electric kettle, Ninja coffee maker, toaster, toaster oven, full-sized fridge.

Please note that taxes of 11.7% include 6% Great Barrington tax and 5.7% Mass. tax.

Guest Reviews:

- "My husband and I had a wonderful stay at Frederica's guest house! The 'French country' vibe instantly made us feel at home. The pool and grounds were even more stunning than the photos. The highlight was definitely the pool area and the beautiful grounds. The relaxing atmosphere and natural surroundings provided the perfect escape! We were pleased to bring our two golden doodles along, although the on-leash requirement was a bit restrictive. Nonetheless, it didn't significantly impact our overall enjoyment. In summary, Frederica's guest house offers a charming retreat with its cozy interior, breathtaking pool, and tranquil ambiance. We appreciate Frederica for sharing this lovely space with us and look forward to returning in the future. If you are thinking about booking this vacation home, go ahead and do it! You'll have a great time!"

Holiday Inn Express Great Barrington by IHG
Hotel
415 Stockbridge Road, Great Barrington, MA, MA 01230, USA

Located in Great Barrington, 7.2 miles from Norman Rockwell Museum, Holiday Inn Express Great Barrington by IHG provides accommodations with a fitness center, free private parking and a shared lounge. With free WiFi, this 2-star hotel offers a business center. The hotel features an indoor pool, hot tub and a 24-hour front desk. Certain rooms will provide you with a kitchenette with a fridge and a microwave. Guests at the hotel will be able to enjoy activities in and around Great Barrington, like hiking, skiing and cycling. Cranwell Spa & Golf Club is 11 miles from Holiday Inn Express Great Barrington by IHG, while Tanglewood Musical Center is 11 miles away. Bradley International Airport is 47 miles from the property.

Guest Reviews:

- "Great stay!" - "Very enjoyable" - "Great" - "We enjoyed our staff and the staffs were friendly. I highly commend the kitchen staff. It was exceptionally busy for t" - "Ver pleassnt stay" - "Will be back" - "Will come back again if in the area" - "Very clean, comfortable, great breakfast." - "It was okay" - "Simple Family Fun…" - "Very nice except for the way too low toilet." - "The beds were comfortable. The room was clean and spacious."

Perfect Vacation Get Away - Historical New Marlborough
Cottage
New Marlborough, Massachusetts, USA

Quaint cottage in Southern Berkshire nestled in the historic district of New Marlborough. Cottage sits on 3 acres all of which is well maintained. Available for the fall foliage season. Full kitchen and bath. Sleeping area in loft sleeps two. Queen size sleeper sofa serves as additional sleeping for guests. Cottage surrounded by 1,000 sq ft cedar deck on 3 sides. Goshen stone patio and grilling area. 140' rock wall accentuates the property. Cottage is walking distance to Inn on The Green and New Marlborough Grange. 5 minutes to Butternut Ski area. Land trust across the street from cottage. Outdoor smoking only. Culligan water sulfur filtration tank provides clean water with no smell to the entire house. The stairs to the upstairs bedroom can be challenging to for older people or people with physical limitations.

Guest Reviews:

- "Cute cottage and great property. Enjoyed how quiet it is when we spent time on the patio enjoying our breakfast and dinners. Well equipped cabin exactly as advertised!" - "Good kitchen to make our breakfast The hatch getting up to the bedroom was interesting, be sure your good w a ship’s ladder. Thoroughly enjoyed our stay, I’d return anytime And loved the wood stove! Always had a fire crackling.." - "We have 2 dogs and it is hard to find somewhere that we can bring them both on vacation. They were both welcomed and loved running around the huge yard. We enjoyed the wrap around porch and the cozy, homey feeling of the cottage. The host, James, answered very promptly when we had questions. We would definately like to go back again."

Monument Mountain Motel
Hotel
247 Stockbridge Road, Great Barrington, MA, MA 01230

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive. Bright rooms at Monument Motel feature wood furnishing with a seating area and a private private bathroom. Guests can relax on the patio, or use the barbecue facilities and picnic area. Shopping and dining are 5 minutes’ drive from Monument Mountain Motel and Bard College at Simon’s Rock is 2 miles away.

Guest Reviews:

- "We were pleasantly surprised at how good it was for the price; basic accommodations that surpassed expectations." - "Just needs a little TLC" - "Excellent value and service, location in Great Barrington was ideal as a base for visiting the area." - "Good value for a short stay."

Berkshire Mountain Cottage: in the Heart of the Berkshires
Cottage
Great Barrington, Massachusetts, USA

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 Great Barrington.

The cottage property contains grassy areas, flower gardens, forest, a stream, and a beaver pond which attracts exotic birds. There are tables and chairs set up outdoors for your enjoyment. We welcome well behaved dogs of all sizes.

In these special days we are taking special measures to keep everyone healthy.
All guest reservations are spaced 1-3 days apart when possible, to allow airing, and cleaning
We take special care of cleaning and sanitizing the cottage prior to your arrival.
All linen and towels are washed at a high temperature, and dried in high heat.
We change all linen, including duvet cover for each guest (European style).
Cleaning is conducted with masks and gloves.

Keywords: Cottage

Guest Reviews:

- "The Cottage is exactly as described, comfortable for 2 people, artfully decorated, delightful. The hosts are warm and welcoming, attentive, but not intrusive. The location is quiet and lovely. A welcoming bottle of wine set the tone for the stay. We plan to return. 5+ stars!" - "it is just a cottage, very clean and comfortable. kitchen was a bit inadequate for us as it has no stove and not much counter space and a small sink. Outside property was very spacious and beautiful."

Travelodge by Wyndham Great Barrington Berkshires
Hotel
400 Stockbridge Road, Great Barrington, MA, MA 01230, USA

Located only 5 miles from Stockbridge & Norman Rockwell, this hotel is set in a convenient location in Great Barrington. It provides 24-hour reception and air-conditioned rooms with free Wi-Fi. Travelodge Great Barrington offers rooms fitted with cable TV, a microwave and a coffee maker. Each has a work desk and a private bathroom. Guests can unwind in the seasonal, outdoor pool or on a lounger. Travelodge Great Barrington is 3 miles from Ski Mountain Butternut. Guests can benefit from the free parking on site.

Guest Reviews:

- "The staff were very friendly, polite and welcoming and the bed was so comfortable and the linens so clean and fresh!" - "Great location good price" - "excellent, esc ended experctations" - "Comfortable beds, clean, friendly staff made it better to handle the high price." - "So-so but in the end Ok" - "never again"

Apartment in Gorgeous Stonybrook Farm
Apartment
Great Barrington, Massachusetts, USA

This apartment is located in a renovated barn on a large private estate, centrally located in the heart of the Berkshires, on fifty acres of beautifully landscaped farming land. The property has a large pond, woodland trails, and abuts onto Beartown Forest with large boating lake and picnic areas. It is located less than five miles from Stockbridge and Great Barrington town centers, and ten miles drive from Lenox and Tanglewood.

The apartment consist of living-room, Kitchen, 1 bedroom with a full size bed and a full size sofa bed, and 1 bathroom.

Minutes drive to restaurants, shops, art galleries and other local attractions including: The Berkshire Theater, Barrington Stage, Shakespeare and Company, Jacob's Pillow, Norman Rockwell Museum, Mass MOCA, Berkshire Botanical Garden, Hancock Shaker Village, Edith Wharton 'The Mount' and other cultural venues.

Year-round outdoor activities include hiking, biking, canoeing, golfing, nature tours, and historic house tours. Winter activities include skiing at Butternut Basin, Catamount Mountain, and Jiminy Peak.

Guest Reviews:

- "I'm never staying anywhere else again when I come to the Berkshires for Tanglewood, etc. The apartment was immaculate and well-equipped, and it's elegant and cozy at the same time. The property is so gorgeous that even the lovely photos don't do it justice. It's pin-drop quiet yet a short drive from both downtown GB and Beartown State Park. A magical place!" - "This charmingly renovated stable, is advertised as being on a 50 acre farm. Truth is, it sits on a baronial estate, complete with hilltop Manor, house, orchards, pond and large greenhouse filled with flowers for the well manicured grounds. Our most lasting memory was sipping wine while sitting in, the Adirondack chairs overlooking the pond and watching swallows swoop down for their evening meal of floating insects."

East Rock Inn
Hotel
304 State Road, Great Barrington, MA, MA 01230

Located in Great Barrington, within 8.9 miles of Norman Rockwell Museum and 13 miles of Cranwell Spa & Golf Club, East Rock Inn provides accommodations with a garden and free WiFi as well as free private parking for guests who drive. The property is around 13 miles from Tanglewood Musical Center, 13 miles from Tanglewood and 14 miles from Great Falls. Guests can enjoy garden views. Complete with a private bathroom equipped with a shower and free toiletries, all guest rooms at the motel have a flat-screen TV and air conditioning, and selected rooms will provide you with a seating area. The rooms feature a safety deposit box. Guests at East Rock Inn will be able to enjoy activities in and around Great Barrington, like hiking, skiing and cycling. Canaan Village Historic District is 15 miles from the accommodation, while Haystack Mountain State Park is 20 miles away. Bradley International Airport is 45 miles from the property.

Guest Reviews:

- "Clean, comfortable, beautiful location. Kind staff" - "Very good!" - "Great new spot in town!" - "Best hotel in the Berkshires" - "Relaxing, serene, quiet and peaceful stay with hassle free check in and check out." - "We had a lovely time staying here and think back on it as our favorite part of the roadtrip." - "Convenient, Cool Vibe, Good Value" - "Will Be Back Definitely" - "We liked our stay so we booked another"

Rustic Berkshires Cottage at Lake Buel w/Kayaks!
Cottage
New Marlborough, Massachusetts, USA

Bring your loved one or best friend along on a Berkshires getaway to this rustic 1-bedroom, 1-bath vacation rental in New Marlborough. Nestled 30 yards from private right-of-way access to Lake Buel, this cabin offers serenity and unbeatable views of the lake and Berkshire Mountains. Launch the 2 kayaks, hike along the Appalachian Trail, or explore the local cultural scene! Whether you’re visiting for a romantic retreat, cultural indulgence, or active outdoor getaway, this is the ideal home base.

-- THE PROPERTY --

MassTaxConnect ID C0239292030 | Pets Welcome w/ Fee | Right-of-Way Lake Access | 2 10-Foot Kayaks | Fire Pit

This rustic cottage provides simple, economical accommodations for those who want to enjoy a wonderful lake and experience Conde Nast’s 2022 pick for ‘the most beautiful place in Massachusetts!’

Bedroom: King Bed | Living Room: Queen Futon

OUTDOOR LIVING: Patio, fire pit, new patio furniture (added in 2019), 2 kayaks (Pelican Trailblazer 100XT), Weber charcoal grill
KITCHEN: Well-equipped w/ refrigerator, new gas range, drip coffee maker, tea kettle, microwave (no dishwasher - appliances are older but fully functional)
INDOOR LIVING: Brand new King-sized Simmons Beautyrest mattress (adjustable up to 80 degrees), 43" 4K Smart TV for guest's streaming services (no cable), DVD player, tables set for 2 in the kitchen & by the picture windows, beautiful lake views
GENERAL: Free WiFi (high speed), self-check-in, new shower (added in 2019), interior redecorated in 2019, new bathroom fixtures, 5000 BTU window air conditioner in bedroom & darkening window treatments for living room (all added in 2021)
FAQ: Washer/dryer NOT available, stairs required, steep stairs
PARKING: Driveway (1 vehicle, maximum length 16 feet)

-- THE LOCATION --

LAKE BUEL (30 yards away): Kayaking, floating, fishing, great swimming (summer weeds in the lake can be an impediment to swimming for some), public boat launch (3.1 miles)
HIKING: Appalachian Trail (1.6 miles), Beartown State Forest (4.7 miles), Umapchene Falls Park (6.4 miles), Monument Mountain (8.0 miles), Campbell Falls (11.3 miles), Mount Greylock (35.0 miles)
HIT THE LINKS: Greenock Country Club (9 holes,13.6 miles), Wyndhurst Manor and Club (18 holes, 15.6 miles)
ROAD BIKING: Several road biking courses provided by the host in the information brochure
ART/THEATER: Mahaiwe Performing Arts Center (6.3 miles), Berkshire Theatre Group (11.6 miles), Norman Rockwell Museum (11.7 miles), Shakespeare & Company (15.6 miles), Tanglewood Music Center (16.1 miles), Jacob’s Pillow Dance Festival (18.0 miles), Mass MoCA (44.0 miles)
SPA/YOGA: Kripalu Center For Yoga & Health (15.7 miles), Miraval Berkshires Resort & Spa (15.7 miles)
WINE & DINE: Les Trois Emme Winery (1.2 miles), Cantina 229 (4.9 miles), The Old Inn on the Green (5.1 miles), Xicohtencat (5.2 miles), Café Adam (5.9 miles), Naji’s Mediterranean Cuisine (5.9 miles), Aegean Breeze (5.9 miles), Barrington Brewery & Restaurant (6.1 miles), Number Ten (6.3 miles)
AIRPORT: Bradley International Airport (42.9 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, maximum 1 allowed, non-shedding breeds only)
- No events, parties or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: No food is provided at the property
- NOTE: Temperatures in the mountains can drop significantly beginning in mid-late September and be quite cool from early April through mid-June. While the cottage has baseboard heat and is fully insulated, guests during these periods should check the forecast and prepare accordingly
- NOTE: The property requires stairs to access
- NOTE: The property may not be suitable for young children due to the steep stairs

Guest Reviews:

- "Quiet apot even when boaters were using the lake. Had a couple of issues that were addressed quickly." - "My husband, dog and I enjoyed a long weekend here to celebrate our 8th wedding anniversary- the property was beautiful and quaint! Perfect for exploring on walks, or nearby to the Norman Rockwell museum. Would stay here again." - "Peaceful and very relaxing. Perfect for getting away from it all" - "Beautiful and clean cabin with stunning lake views. Short drive to the Great Barrington which we loved. Also the Les Trois Emme winery which was only minutes away - the wine slushie is a must! Loved everything about our accommodations and our trip to the Berkshires. "

Gedney Farm
Hotel
34 Hartsville-New Marlborough Road, New Marlborough, MA, MA 01230

Located in New Marlborough, 18 miles from Norman Rockwell Museum, Gedney Farm provides accommodations with a garden, free private parking, a terrace and a restaurant. Providing a bar, the property is located within 20 miles of Cranwell Spa & Golf Club. The accommodation has a hot tub, free WiFi and family rooms. At the hotel, each room includes air conditioning and a private bathroom. Guests at Gedney Farm will be able to enjoy activities in and around New Marlborough, like skiing. Tanglewood Musical Center is 20 miles from the accommodation, while Tanglewood is 21 miles away. Bradley International Airport is 37 miles from the property.

Guest Reviews:

- "Charming, peaceful venue"

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Apartment
Great Barrington, Massachusetts, USA

Historic home Nestled on a quiet street in downdown Great Barrington, just steps from the River Walk path, this enchanting apartment features 2 bright and airy queen bedrooms, perfect for a small group of guests.

This is a Duplex house - you will have one entire side which has a queen bedroom on the first floor and a Queen bedroom and bathroom on the second floor. The stairs to the second floor have a handrail but they are steep. The apartment features amenities like Roku TV, WiFi, Back Yard Gas Grill, washer/dryer in Basement, fully equipped eat-in kitchen.

The apartment has beautiful artwork throughout and nice touches like plants and locally made pottery. The newly renovated bathroom offers modern glass door, step-in shower.

The font enclosed porch is perfect for storing ski or outdoor gear

Your stay will be comfortable and convenient as you can easily walk to the downtown cafes, food coop, great restaurants and the theater. We are a 10 minute drive to Butternut ski areas and close to hiking trails and performing arts center - Tanglewood and Jacobs Pillow.

We hope you enjoy what our place and everything the Berkshires and Great Barrington has to offer.

Guest Reviews:

- "Excellent location for attending Tanglewood and Shakespeare and Co. Great Barrington is a charming town and walkable from the rental. Plenty of space in the apartment for 2-4 people. Excellently furnished kitchen. This place is still being worked on a bit, and when it's fully refurbished, I'm sure it will be really great. Very nice esthetic. Value for the money was outstanding! " - "Spacious roomy 2 bedroom in an amazing location walkable to downtown Great Barrington. Roomy kitchen. Highly recommended "

Prospect Berkshires
Hotel
50 Prospect Lake Road, North Egremont, MA, MA 01230, USA

Located in North Egremont, 11 miles from Norman Rockwell Museum, Prospect Berkshires provides accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. The property has water sports facilities, as well as a terrace and a bar. Providing free WiFi throughout the property, the non-smoking hotel features a sauna and evening entertainment. At the hotel, all rooms are equipped with a closet. All guest rooms at Prospect Berkshires feature air conditioning and a desk. At the accommodation you'll find a restaurant serving Local and European cuisine. Vegetarian, dairy-free and vegan options can also be requested. Guests at Prospect Berkshires will be able to enjoy activities in and around North Egremont, like hiking, skiing and canoeing. Tanglewood Musical Center is 16 miles from the hotel, while Tanglewood is 16 miles away. Albany International Airport is 50 miles from the property.

Guest Reviews:

- "Sweet, relaxing and quietly luxurious" - "Very recommended!" - "Lakeside retreat with family" - "An A+ weekend getaway for deep relaxation" - "Clean, comfy, friendly, all inclusive resort. Will definitely return"

Lake Community - Near Town, Attractions
House
Great Barrington, Massachusetts, USA

A short drive from New York City or Boston, or a flight into Hartford or Albany and you're in a new world of peacefulness - Gemini's Place in the Berkshires. Surrounded by tall trees and flowering shrubbery, kick off your shoes and relax on the screened porch with your summer read. Or if you're feeling energetic, you're steps to the lake - swimming, fishing, boating - or minutes to the Appalachian Trail for an afternoon hike.

The Berkshires are famous for their cultural opportunities - musical, theatrical and dance productions - and who could resist an evening picnic supper on the 'great lawn' of Tanglewood combined with a premiere performance of the Boston Symphony or Pops at their summer home.

Many guests take advantage of the Berkshire's fine restaurants but if you prefer to cook, the pantry is stocked with basics so you can spend your vacation funds visiting places of interest like Tanglewood, the Norman Rockwell Museum and Studio, Jacob's Pillow, the Edith Wharton House, the scenic railway, golf courses, secret waterfalls in Mill River, dozens of unusual antique shops and the hidden treasures of Stockbridge, Lenox, Lee and Great Barrington. Come, we promise you'll have a good time!

Keywords: House

Guest Reviews:

- "This was a great place for us, very comfortable and well thought out. Deidre was very responsive. We did find it a little difficult to find after we turned off the paved road when we first arrived. It might not be possible to find in the dark! Great place!" - "We had a lovely time swimming, fishing, playing board games, and just enjoying time together. I wish we had stayed longer and will definitely return." - "Extremely clean and well kept house in cute quiet neighborhood right by lake. Perfect weekend getaway"

Home in Great Barrington
House
Great Barrington, Massachusetts, USA

Central and Private!!
Just steps away from historic downtown Great Barrington and East Mountain Hiking trails. Enjoy sunset views with friends and family before you walk into town for a night out!
This brand new home features all new appliances and furniture.
Enjoy the comfort, charm, and privacy of home while you rest easy at the Maple.

Guest Reviews:

- "My husband and I were very pleased with the property. Instructions were clear, owner was kind and easy. House was immaculate. Everything worked and everything was as advertised. Bathroom spacious. Beds comfy, plenty of pillows. Easy walk into town. Neighborhood was quiet, no issues. Would return for sure." - "We rented this house as a gift to our children so our grandson age 5 could learn to ski! It was clean, cozy and close to Butternut. It was a wonderful weekend getaway for them!"

Peaceful, Post and Beam Loft, Sleeps 9
House
New Marlborough, Massachusetts, USA

Summary:
Enjoy our lovely home for your next stay in the Berkshires!
The list goes on but this house is the total package: COMFORT, TRANQUILITY and WARMTH all in one place!
Near plenty of outdoor activities for you to enjoy year round: Ski Butternut is only an 8-minute drive, Dry Hill (a 206 acre-nature preserve) is just a 7-minute ride and Tanglewood is only a quick 25-minute drive.

The Space:
The classic and peaceful vibe of this lovely home, will make you want to stay longer.

This house can sleep eight, here are the bed layouts for easy planning:
Bedroom 1: a private bedroom with one queen bed.
Loft 1: 2 queens, 1 full size bed, and 1 queen size air bed

A spacious living area is located on the first floor, with Samsung TV that can access Netflix and other streaming apps plus access to basic TV channels so you can relax and enjoy the indoors as well.

The full bathroom is tranquil with a double headed shower and a 2-person Jacuzzi tub. There is also a separate half bathroom in the house.

The kitchen is complete with everything you need to make a home cooked meal including gas stove, and dishwasher. It is stocked with all the necessary cooking/serving necessities including: cookware, pots, pans, plates, cups, and silverware.

Hardwood flooring, washer & dryer, hotel-like linens and parking for six round out this Berkshire’s gem!

Guest Access:
Everything you need for a great stay, toiletries, linens, towels, hairdryer, iron and ironing board, washing machines, detergent, and more!

The Neighborhood:
New Marlborough is a quintessentially Berkshire’s town.
Several rivers, including the Konkapot River, Umpachene River, and Whiting River, flow through town.
Ski Butternut is only an 8-minute drive, Dry Hill (a 206 acre-nature preserve) is just a 7-minute ride and Tanglewood is only a quick 25-minute drive.

The town grew as a combination of agriculture in the area around the town center, and mills along the rivers.
You can find plenty of grocery stores, and scrumptious cafes and restaurants in New Marlborough, Here are some places to go:

Restaurants Old Inn On The Green, is a 6-minute drive.
Mill River General Store, is a 7-minute drive.
Plaza Package Great Barrington, 9- minute drive.
Baba Louis Pizza Great Barrington, 11-minute drive.
CVS Great Barrington, 12-minute drive.
Cafe Adam Great Barrington, 12-minute drive.

The nearest bus service and small airport is in Great Barrington, and the nearest rail service (along the Lake Shore Line of Amtrak) is in Pittsfield. Approximately a 10-15 minute drive from the home.

Other Things to Note:
We look forward to welcoming you soon!
Standard rules like no smoking, no partying, and being respectful of the neighbors apply.
Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!

No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.
*Damage caused by pets is not covered by the accidental damage waiver.

Interaction with Guests:
Always available on Airbnb during the day and by phone at night.

Guest Reviews:

- "Was great - everything we needed!" - "Great place. Fit our needs. Even had our dogs with us." - "Would highly recommend this place as a good get away." - "The home is in a great location for exploring several small towns and for attending events at Tanglewood - about 25 minutes away. It is also near numerous excellent restaurants and other attractions. We shall certainly return!" - "Great place to unwind, very quiet" - "beautifully stay for couples."

Little Gem On Baldwin Hill In South Egremont
House
Egremont, Massachusetts, USA

Shingled farmhouse with modern interior. Spacious & sunny kitchen that connects to the large outdoor patio with fireplace, living room with flat screen TV, first floor guest bedroom, laundry and full bath with tub. The second floor master suite has cathedral ceilings with exposed antique beams, a dressing area and modern bath with shower. High speed internet.

The property is just around the corner from downtown South Egremont, less than 5 minutes into Great Barrington and Catamount Ski Resort.
Broker owned.

Guest Reviews:

- "Thanks for a great stay. The home was updated, clean, and quiet. We appreciated having a full kitchen to cook in. The location was really convenient for all our summertime outdoor activities." - "We appreciated this small and carefully renovated house. The kitchen space is ample and handsome… a great place to hang out. The living room is snug and comfortable, and the bedrooms / bathrooms are very nice. Altogether pleasant and comfortable. We older folks found the stairs a little challenging, so do note if that’s an issue for you."

Renovated Private Guest House by Evergreen Home
House
Great Barrington, Massachusetts, USA

14 MINUTES TO BUTTERNUT SKI AREA
Your perfect Berkshire getaway awaits in this 2 BR, 1.5 BA guest house on Long Pond Rd in Great Barrington. Hiking is just steps away with beautiful views of the mountains and Long Pond. An amazing location central to all the Berkshires has to offer! Vacation rental available for 1 month minimum, up to 6 months. See notes section.

-7 minutes to restaurants + shopping in downtown GB
-20 minutes to Tanglewood + downtown Lenox

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.

This private guest house is surrounded by hiking trails and central to plenty of Berkshires activities.

Guests have access to all spaces within this home including one garage stall for ski storage.

This home is a guest house which is part of a large property, but is completely private and almost a football field away from the main house. This is not a shared place.

The guest cottage has been recently updated with new furniture, decor and upgrades!

Both bedrooms are located on the ground level. The first featuring a king bed and desk for those who need to work from home. The second bedroom; has a twin daybed. This bedroom has access to the half bath and the exterior door to the back yard. There is a garage bay with plenty of room for storing skis and gear.

On the second floor you will find a large sectional which pulls out to a queen bed. The living room features a Smart TV and spacious window seat. The dining area seats four guests and can also double as an additional work space. The full kitchen contains Microwave, toaster, coffee maker, small fridge, oven and cook top. A portable dishwasher is available and a full sized fridge is located in the garage.

The full bathroom/laundry room is also on the second level and features a walk in shower.

All the rooms have air conditioning and heat.

The fully fenced in backyard provides plenty of privacy to relax in the hammock or around the fire pit. Enjoy a meal outside with the outdoor dining area and gas grill.

Long Pond is a reservoir in Great Barrington. It is a beautiful serene spot surrounded by nature. This is not a swimming/boating pond, but there is plenty of hiking all around the area. Pfeiffer Arboretum is just down the road which is a Land Conservancy on Long Pond featuring a " .7 mile walking loop through diverse forest and wetland ecosystems".

Although you will feel far from it all, downtown Great Barrington is just a quick 7 minute drive for shopping and restaurants! Butternut Ski Area is located only 14 minutes away and Catamount Ski Mountain is 19 minutes from the property. Both Tanglewood and downtown Lenox are only a 20 minute drive.

Having a car will greatly enhance your ability to explore the Berkshires effectively.

LOCATION: This private guest house is surrounded by hiking trails and central to plenty of Berkshires activities.
PETS: Small dogs may be allowed with owner approval. Reach out with info about your pet prior to booking. A $100 pet fee will be incurred upon pet approval and booking. No multiples.
PARKING: This long driveway is shared by 1 additional home. There is plenty of room for off street parking up to 4 cars.
*There is a 31 night minimum requirement, however occupancy tax is automatically removed if booked 32 nights or more.
*This property can accommodate 5 guests total. The living room sofa also pulls out to a sofa bed.
*Town of Great Barrington Registration No: 003792

**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.

Guest Reviews:

- "Sadly, my dog passed away in an emergency room while I was at the property. This set the tone for my stay. It was a lovely, well maintained place and I’d recommend it." - "See above" - "Beautiful Cottage in a very secluded area, and with great views. Definitely recommend this place!!!" - "It is a nice house to stay all together as a family." - "Remote, clean, cozy, would absolutely stay again" - "Perfect, cozy and clean! We loved staying here for our skiing weekend! Will definitely be back"

Zen Riverfront studio w/Spa steam shower, wood stove, SKI Catamount/Butternut
Apartment
Great Barrington, Massachusetts, USA

Tucked away in Great Barrington, this marvelous, newly renovated, sunny studio features a well equipped kitchenette, a comfortable king size bed, a luxurious bathroom with spa steam shower and bidet, a modern wood stove, and all other essential amenities like WiFi and AC. The cozy space is perfect for couples or solo travelers looking for a relaxing retreat. You're sure to make fantastic memories with a stay at our place. Enjoy views of East Mtn, Butternut Basin ski area and the Housatonic River with walking trails alongside. A short 10 min drive from Bitternut and 15 mins from Catamount ski area. Walk to town for restaurants, shops, yoga, farmer's market, cannabis and more.

Guest Reviews:

- "This place is so comfortable, the view from the sunroom great, the bed was the best I’ve slept on! The hosts were fantastic with response time and friendliness. We loved the wood burning stove, used it both nights. It made the place even more cozy. Very close drive to GB (could even walk). " - "Beautiful property. Well thought out design and more fun to hang out there than in town. We explored the Berks both days and ended early to go back and enjoy the property. Recommend going to the Cheezemonger shop get some wine cheese and bread and enjoy an evening at the zen. Host came out before we left and thanked us. We ended up talking 20 min. Seems like good people "

Best of the Berkshires + Hot Tub by Evergreen Home
House
Great Barrington, Massachusetts, USA

10 MINUTES TO CATAMOUNT
Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock.

Monthly ski rental discounts are available!

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.

This house is in a centralized Berkshires location with a private property featuring peaceful forest views.

Front door security camera (1, facing driveway), 2 small steps required for home access

The open floor plan of this one story cottage lets in the perfect amount of natural light to enjoy the stylish space. The spacious galley kitchen will all new appliances is stocked with everything you need for meals at home. The dining area looks in on the cozy living room equipped with many streaming services to watch on the beautiful frame TV. A washer and dryer unit is available for guest use.

The two bedrooms both feature queen beds. There is a newly remodeled bathroom with a tiled walk in shower.

There are 3 window AC units in the summer months, 1 in each bedroom and 1 in the living room.

Cozy up for an evening around the outdoor fire pit, relax in the backyard hammock, or enjoy a meal on the spacious outdoor deck with a full dining set and BBQ. A partial privacy screen blocks the view of the hot tub from the street. Guests will walk through the garage to enter into the backyard.

Venture out for a day of winter activities. This cottage is located only 9 minutes from Catamount and 15 minutes from Butternut. Being only 7 minutes away, enjoy all that downtown Great Barrington has to offer.

Ideally suited for a romantic getaway with your sweetheart or a couple’s weekend escape, this updated cottage is the perfect retreat for some R&R in the Berkshires.

Having a car will greatly enhance your ability to explore the Berkshires effectively.

LOCATION: This house is in a centralized Berkshires location with a private property featuring peaceful forest views.
PETS:Small dogs allowed with owner approval, no dogs under 2 years old. Please reach out for owner approval on the dog prior to booking. No multiples. $100 fee will be applied if approved.
PARKING: Free Off street parking for up to 3 cars in the driveway, no parking in garage
HOT TUB: Please keep the hot tub closed when not in use. Make sure the jets are off before you close up. Be aware of the potential health risks associated with hot tubs before you use it, and use at your own risk.
*Free WiFi, washer/dryer, towels/linens, complimentary toiletries
*This home is not baby and toddler proof.
*Netflix, HBO max. Peacock, Spectrum cable (NYC), Hulu, Disney +, and Discovery + are all available, we just ask that guests watch under the guest profiles.

**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.

Guest Reviews:

- "Clean, comfortable, convenient" - "The property was perfect for a long weekend getaway. The house was very clean with updated appliances and comfortable beds. Easy drive to Great Barrington shops and Catamount. The host checked in with us and was accessible." - "Nicely renovated cottage in the Berkshires! Nearby to several Ski Resorts, so we skied at 3 places during our visit! We really enjoyed our stay! Thank You!" - "We had a wonderful week long stay at the cottage this July. It was super clean, quiet, and had everything we needed for a wonderful stay. Easy to communicate with host. The guidebook had great tips and ideas. The local area had lots of hiking and swimming spots, lots of great food too. Hope to come back next summer!"

Charming Cabin On Scenic Road
Cabin
Great Barrington, Massachusetts, USA

One bedroom, one bathroom cottage on beautiful rural road. Wood burning stove and recently renovated kitchen makes it ideal for a country get away. Lovely in all seasons.

Private garden and screened-in porch. Two miles to shops and restaurants of downtown Great Barrington, voted best small town in America by Smithsonian Magazine. Enjoy nearby skiing, cycling, fishing, hiking and golf.

Just 20 minutes from Tanglewood.

Guest Reviews:

- "This was a return visit, as we had previously stayed at Cill Aodain Cabin, and it was just as wonderful as we remembered. Highest possible recommendation." - "The property exceeded all expectation for a great visit to the Berkshires." - "We stayed for 5 days and 4 nights and had a really nice time. This rustic cabin is perfect for unwinding and unplugging. Great location on a quiet country road but just a quick trip in to town. The owner is very friendly and responsive. It was just what we were looking for. We'd stay again."

Tranquil 2-bedroom house with woodland and pasture views in Great Barrington
House
Great Barrington, Massachusetts, USA

Great Barrington countryside is waiting for you at this 2-bedroom house. Nestled in a serene setting surrounded by conservation woodland and farm pasture, this peaceful property features 2 queen beds and 1 sofa bed, perfect for a cozy getaway. Walk down the winding driveway and find yourself one of the southern Berkshires finest walking and cycling routes. The properties perennial gardens and maintained apple orchard offers brilliant flowers in the spring and summer and fruit picking and foliage in the fall. Come witness each season's unique brilliance. While you are here kickback, relax, and enjoy everything Great Barrington and our house has to offer.

Guest Reviews:

- "This house was charming, beautiful, and well appointed. The grounds are absolutely gorgeous. Beds and showers all felt top notch. Highly recommend." - "Gorgeous home and stunning property.We loved our stay there!" - "An artistically designed house in a lovely setting, The owners have created an inviting home with art, enticing books and comfortable furniture. Close to Great Barrington, it feels totally private with a large yard and comfortable front porch. A great place to relax and recharge."

The Serendipity Spot
Apartment
Great Barrington, Massachusetts, USA

Greetings from the Serendipity Spot where old meets new in this charming, elegant & peaceful space where you may rest, laugh & play in the beauty of The Berkshires. Nestled in Great Barrington, this convenient spot has easy access to hiking, skiing, cultural events and restaurants galore. We are a 15-minute drive to Tanglewood and Shakespere & Co in Lenox, 12 minutes to the Norman Rockwell Museum in Stockbridge, 13 miles to Jacob's Pillow, and Ski Butternut is around the corner 2 miles away.

The space
In this upstairs suite, you will find a cozy love seat, games, coffee and tea bar, and a flatscreen tv to unwind. The stylish bathroom sports a rain head shower and a heated floor furnished with plush towels and robes. The bedroom has a delicious Queen bed with black-out blinds to ensure your restful sleep. The suite is equipped with Wi-Fi and bedside plugs for all your devices.
Come enjoy The Serendipity Spot and explore all that The Berkshires has to offer. Leave rested, restored, and rejuvenated!

Guest access
The suite is connected to our home. Although there are shared walls in the living room, the suite has its own private entrance and is otherwise completely private.

Guest Reviews:

- "Very comfortable, soft bed, cute decor and very convenient location for Great Barrington and surrounding area. Owners are kind, ready to help whenever you need something. Overall this is a great place to stay and we highly recommend it to anyone spending some time in the area. "

Studio Loft in the Berkshires
Apartment
Great Barrington, Massachusetts, USA

Loft-at-Sea is a 800 Sq. Ft open floor plan studio apartment with plenty of light from three skylights and a picture window overlooking a farm to the South, mountains to the East and a wooded area to the North. The quiet, four-acre property has gardens, an orchard and pathways down to a beaver pond. Two Mini-split heating/cooling units maintain comfortable temperatures year-round. There is a private entrance, utility room with washer-dryer, coat rack and some storage. There is a parking area with EV Charger, a small picnic area in the back yard. The location affords easy access to biking, hiking, swimming, Great Barrington, Stockbridge and numerous cultural attractions.

Guest Reviews:

- "I stayed at the Lift for 6 weeks and quite enjoyed it. Beautiful, peaceful spot with orchards and a bountiful garden. Joe is a great host, extremely accommodating. The loft is clean and efficient. Great spot to start or end a cycling day."

Eastbungalow
Apartment
Great Barrington, Massachusetts, USA

About this space
Welcome to the Berkshires!!! A very large duplex apartment with own entrance and a porch to relax in. This is all within walking distance to town. This roomy space features a country décor with a cozy, homey feeling that has a bathtub upstairs and a shower stall downstairs. Easy access to all favorite places like Tanglewood, Norman Rockwell Museum and Bash Bish Falls to name a few. There are some nice restaurants, many antique stores and hiking, like up Monument Mountain.
The space
You will have the entire apartment to yourself. The front door leads into your own cozy porch. There is no interaction with back apartment tenants, who are quiet. There is ample parking space.
Guest access
Guests have full access to entire space for themselves.
Other things to note
The bedroom situation is such that you have to walk past first opened bedroom to get to the other bedroom and bathroom. The second bedroom has a door.
The upstairs bathroom has a tub, which there is also a wand for rinsing off. It is not very tall inside tub, so it would be hard to take a shower in it if you are over 5’3”. There is a shower stall in the first floor bathroom though.

Amenities:

Child Friendly • Internet • Security/Safety

Cozy Family Cottage in Peaceful New Marlborough
Cottage
New Marlborough, Massachusetts, USA

Welcome to Birdwatcher's Paradise!

Experience acres of unspoiled wilderness as far as you can see while being surrounded by the natural songs of the Berkshires.

Our home is perfect for any couple or young family looking to get away – equipped with a primary bedroom & upstairs kids loft – while only a 10min drive to GB.

Enjoy a cozy seat by the wood-burning stove or a late night making s'mores & memories.

Grab your binoculars and a good book, your getaway awaits!

Amenities:

Child Friendly • Security/Safety • Air Conditioner • Other • Laundry • Bedding/Linens • Fireplace/Heating • Pet Friendly • Internet

Great Barrington Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Great Barrington – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Buttonball Inn 17 Main Street, South Egremont, MA, MA 01258, USA 400 5.0 1 Click here
The Barrington 281 Main St., Level 3, Great Barrington, MA, 01230, USA 363 4.0 9.8 107 Click here
Wainwright Inn 518 Main Street, Great Barrington, MA, MA 01230, USA 171 4.0 9.3 66 Click here
The Old Inn On The Green 134 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA 349 4.0 9.2 87 Click here
The Old Inn On The Green 134 Hartsville New Marlborough Road, New Marlborough, MA, 01230, USA 315 4.0 8.5 21 Click here
The Egremont Village Inn 17 Main Streeet, South Egremont, MA, 01258, USA 140 3.0 8.4 148 Click here
Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town Lake Avenue 16, Great Barrington, MA, 01230, USA 698 4.0 1.0 1 Click here
Gedney Farm 34 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA 284 3.0 9.2 132 Click here
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 Hartsville Mill River Road 1089, New Marlborough, MA, 01230, USA 196 4.0 1 Click here
Thornewood Inn 453 Stockbridge Road, Great Barrington, MA, 01230, USA 249 3.0 8.6 44 Click here
Berkshire Vacation Rentals: High End Berkshires Getaway Hillsdale Road 274, East Hillsdale, MA, 01230, USA 390 4.0 1 Click here
Prospect Berkshires 50 Prospect Lake Rd, Egremont, MA, 01230, USA 323 3.0 9.4 13 Click here
Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat 101 Division Street, Great Barrington, MA, 01230, USA 605 4.0 1 Click here
Charming 6 Bdrm Countryside Stay 10 Mountain View Rd, Great Barrington, MA, 01230, USA 1931 3.0 1 Click here
Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool Shuntoll Road 50, North Egremont, MA, 01230, USA 739 4.0 1 Click here
Quality Inn 372 Main Street, Great Barrington, MA, 01230, USA 94 2.0 8.4 1001 Click here
Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town 18 Castle Lane, Great Barrington, MA, 01230, USA 885 4.0 1 Click here
Monument Mountain Motel 247 Stockbridge Rd, Great Barrington, MA, 01230, USA 74 2.0 9.0 790 Click here
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Road, Great Barrington, MA, MA 01230, USA 324 3.0 9.1 102 Click here
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Rd, Great Barrington, MA, 01230, USA 159 2.0 9.4 754 Click here
Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd, Great Barrington, MA, 01230, USA 119 2.0 8.8 695 Click here
Rustic Berkshires Cottage at Lake Buel with Kayaks! New Marlborough, MA, USA 147 3.0 9.3 3 Click here
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd, Great Barrington, MA, 01230, USA 83 2.0 7.6 559 Click here
Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining Great Barrington, MA, USA 957 3.0 7.0 1 Click here
East Rock Inn 304 State Rd, Great Barrington, MA, 01230, USA 159 2.0 9.4 36 Click here
4 Mi to Great Barrington Berkshires Retreat! Sheffield, MA, USA 326 3.0 1 Click here
Egremont Village Inn by AvantStay South Egremont, Massachusetts, USA 58 2.0 1 Click here
Massachusetts Lake House with Dock - Pets Welcome! New Marlborough, MA, USA 394 3.0 1 Click here
Quiet rustic cottage with shared lake access New Marlborough, Massachusetts, USA 255 10.0 107 Click here
Near Hiking Renovated 4-Acre Berkshires Retreat! South Egremont, MA, USA 713 3.0 1 Click here
Waterfront Cottage 10 Min From Great Barrington New Marlborough, Massachusetts, USA 342 10.0 99 Click here
Spacious Berkshires Retreat about 3 Mi to Skiing! Great Barrington, MA, USA 1504 3.0 1 Click here
Charming Cottage, New Marlborough Village Green in the Berkshires New Marlborough, Massachusetts, USA 263 10.0 72 Click here
Quality Inn 372 Main Street, Great Barrington, MA, 1230, USA 84 2.0 8.0 439 Click here
Romantic Berkshires Cottage - Stunning Views, Pool Great Barrington, Massachusetts, USA 254 10.0 59 Click here
Holiday Inn Express Great Barrington by IHG 415 Stockbridge Road, Great Barrington, MA, MA 01230, USA 218 2.0 8.4 234 Click here
Perfect Vacation Get Away - Historical New Marlborough New Marlborough, Massachusetts, USA 246 9.2 57 Click here
Monument Mountain Motel 247 Stockbridge Road, Great Barrington, MA, MA 01230 230 2.0 7.9 206 Click here
Berkshire Mountain Cottage: in the Heart of the Berkshires Great Barrington, Massachusetts, USA 244 9.8 49 Click here
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Road, Great Barrington, MA, MA 01230, USA 49 2.0 7.0 195 Click here
Apartment in Gorgeous Stonybrook Farm Great Barrington, Massachusetts, USA 191 9.4 44 Click here
East Rock Inn 304 State Road, Great Barrington, MA, MA 01230 274 9.1 116 Click here
Rustic Berkshires Cottage at Lake Buel w/Kayaks! New Marlborough, Massachusetts, USA 239 9.2 44 Click here
Gedney Farm 34 Hartsville-New Marlborough Road, New Marlborough, MA, MA 01230 229 7.4 15 Click here
Amazing 2-bedroom apartment sunny and quiet in Great Barrington Great Barrington, Massachusetts, USA 176 9.6 38 Click here
Prospect Berkshires 50 Prospect Lake Road, North Egremont, MA, MA 01230, USA 350 9.7 7 Click here
Lake Community - Near Town, Attractions Great Barrington, Massachusetts, USA 202 9.8 30 Click here
Home in Great Barrington Great Barrington, Massachusetts, USA 265 9.8 25 Click here
Peaceful, Post and Beam Loft, Sleeps 9 New Marlborough, Massachusetts, USA 248 10.0 21 Click here
Little Gem On Baldwin Hill In South Egremont Egremont, Massachusetts, USA 424 10.0 16 Click here
Renovated Private Guest House by Evergreen Home Great Barrington, Massachusetts, USA 177 10.0 9 Click here
Zen Riverfront studio w/Spa steam shower, wood stove, SKI Catamount/Butternut Great Barrington, Massachusetts, USA 274 10.0 9 Click here
Best of the Berkshires + Hot Tub by Evergreen Home Great Barrington, Massachusetts, USA 424 10.0 7 Click here
Charming Cabin On Scenic Road Great Barrington, Massachusetts, USA 9750 10.0 5 Click here
Tranquil 2-bedroom house with woodland and pasture views in Great Barrington Great Barrington, Massachusetts, USA 311 10.0 4 Click here
The Serendipity Spot Great Barrington, Massachusetts, USA 189 9.4 3 Click here
Studio Loft in the Berkshires Great Barrington, Massachusetts, USA 121 10.0 1 Click here
Eastbungalow Great Barrington, Massachusetts, USA 145 1 Click here
Cozy Family Cottage in Peaceful New Marlborough New Marlborough, Massachusetts, USA 218 1 Click here

Note: The prices for each Vacation-Rentals in Great Barrington do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Great Barrington that include a pool include:

  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • Thornewood Inn.- Review Count: 44, Rating: 8.6

These vacation rentals in Great Barrington provide spa or wellness access:

  • Prospect Berkshires.- Review Count: 13, Rating: 9.4
  • Rustic Berkshires Cottage at Lake Buel with Kayaks!.- Review Count: 3, Rating: 9.3

Family-friendly vacation rentals in Great Barrington include:

  • Buttonball Inn.- Review Count: 0, Rating: 0.0
  • Wainwright Inn.- Review Count: 66, Rating: 9.3
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2

Pet-friendly vacation rentals in Great Barrington include:

  • Buttonball Inn.- Review Count: 0, Rating: 0.0
  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town.- Review Count: 1, Rating: 1.0

Vacation rentals in Great Barrington that include breakfast options include:

  • The Barrington.- Review Count: 107, Rating: 9.8
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5

Vacation rentals in Great Barrington with private or on-site parking include:

  • Buttonball Inn.- Review Count: 0, Rating: 0.0
  • The Barrington.- Review Count: 107, Rating: 9.8
  • Wainwright Inn.- Review Count: 66, Rating: 9.3

Some of the best Vacation Rentals in Great Barrington are:

  • Buttonball Inn.- Review Count: 0, Rating: 0.0
  • The Barrington.- Review Count: 107, Rating: 9.8
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2

Some of the popular Vacation Rentals in Great Barrington are:

  • Quality Inn.- Review Count: 1001, Rating: 8.4
  • Monument Mountain Motel.- Review Count: 790, Rating: 9.0
  • Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires.- Review Count: 754, Rating: 9.4