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Great Barrington, MA villas
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63 Villa rentals in Great Barrington, MA

Best Great Barrington, MA houses with a fireplace

Idyllic Berkshires Getaway - Great Barrington, MA
9.8 125 reviews

Idyllic Berkshires Getaway

bungalow, Great Barrington
This secluded ranch house is located just 7 minutes from the center of Great Barrington, Lake Mansfield Beach, and is within a 15-minute drive of popular attractions like Ski Butternut, Stockbridge, and Lenox. The property has earned excellent ratings for location, cleanliness, and user experience.
The house has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a spacious garden, and a kids' playroom, perfect for families seeking a relaxing vacation.
Beautiful Cabin In The Woods Close To Skiing, Hiking And Shopping With Hot Tub. - Great Barrington, MA
8.0 2 reviews

Beautiful Cabin In The Woods Close To Skiing, Hiking And Shopping With Hot Tub.

cabin, Ghent
This log cabin is located in Columbia County, New York, just a short drive from the historic town of Ghent. The surrounding area offers peaceful countryside views and easy access to outdoor activities.
The 4-bedroom, 2-bathroom cabin comfortably sleeps 12 guests. It features a private indoor hot tub, a bar/game room, and a spacious garden with a fire pit and BBQ grill.
Modern Luxury Log Cabin - Great Barrington, MA
9.9 114 reviews

Modern Luxury Log Cabin

cabin, Great Barrington
This log cabin is located in the Berkshires, just under 2 miles from the Butternut Ski Area. The cabin has received excellent ratings for location, cleanliness, and user experience.
The cabin has 4 bedrooms and 3 bathrooms, accommodating up to 10 guests. Amenities include a full kitchen, a kitchenette, laundry facilities, a private master suite, and a variety of bedroom configurations, making it perfect for families or groups.
Pond & Hot Tub! Airy Hudson Valley Escape - Great Barrington, MA
9.6 5 reviews

Pond & Hot Tub! Airy Hudson Valley Escape

cabin, Ghent
This spacious 2,500-square-foot vacation home near Austerlitz, New York, is conveniently located within nine miles of attractions like Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio.
The four-bedroom, three-bathroom retreat sleeps twelve guests and boasts a fully equipped kitchen, game room, hot tub, fireplace, and private garden with barbecue grills.

Best Great Barrington, MA villas and beach houses with jacuzzi

Beautiful Cabin In The Woods Close To Skiing, Hiking And Shopping With Hot Tub. - Great Barrington, MA
8.0 2 reviews

Beautiful Cabin In The Woods Close To Skiing, Hiking And Shopping With Hot Tub.

cabin, Ghent
This log cabin is located in Columbia County, New York, just a short drive from the historic town of Ghent. The surrounding area offers peaceful countryside views and easy access to outdoor activities.
The 4-bedroom, 2-bathroom cabin comfortably sleeps 12 guests. It features a private indoor hot tub, a bar/game room, and a spacious garden with a fire pit and BBQ grill.
Pond & Hot Tub! Airy Hudson Valley Escape - Great Barrington, MA
No reviews

Pond & Hot Tub! Airy Hudson Valley Escape

house, Ghent
This Austerlitz, New York cabin rental is located 13 miles from both the Tanglewood Music Center and the Norman Rockwell Museum.
This 2,500-square-foot lodge boasts three bedrooms, three bathrooms, sleeps 23 guests, and features a private hot tub, fully equipped kitchen, and free Wi-Fi.
Pond & Hot Tub! Airy Hudson Valley Escape - Great Barrington, MA
9.6 5 reviews

Pond & Hot Tub! Airy Hudson Valley Escape

cabin, Ghent
This spacious 2,500-square-foot vacation home near Austerlitz, New York, is conveniently located within nine miles of attractions like Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio.
The four-bedroom, three-bathroom retreat sleeps twelve guests and boasts a fully equipped kitchen, game room, hot tub, fireplace, and private garden with barbecue grills.

Frequently Asked Questions about villa rentals in Great Barrington, MA

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Best Great Barrington, MA houses with a kitchen

Romantic Berkshires Cottage, Great Views, Pool - Great Barrington, MA
9.9 112 reviews

Romantic Berkshires Cottage, Great Views, Pool

house, Great Barrington
This pet-friendly studio cottage is located on a secluded country lane, seven minutes from Great Barrington's restaurants and cultural attractions, offering easy access to Appalachian Trail hikes.
The 450-square-foot unit features a bedroom/sitting room combination, full kitchenette, full bath, private in-ground pool with kayaks, Weber grill, and accommodates up to three guests.
Bow Beam By Avantstay - Great Barrington, MA
No reviews

Bow Beam By Avantstay

house, Sheffield
This four-bedroom, four-bathroom house in Sheffield is located 6.2 miles from Bartholomew's Cobble and Colonel John Ashley House and 8.7 miles from Great Falls and Canaan Village Historic District.
This 2,290 square foot holiday home accommodates up to 27 guests and features a fully equipped kitchen with a dishwasher, complimentary WiFi, a patio with outdoor dining, and is near Ski Butternut and Land Of Nod Winery.
1-bed Unit 3/4 Mi. From Gb Dwntwn. - Great Barrington, MA
9.7 80 reviews

1-bed Unit 3/4 Mi. From Gb Dwntwn.

house, Great Barrington
This detached unit is located just three-quarters of a mile from downtown Great Barrington, offering a peaceful, open setting on a five-acre property. Guests have consistently rated the accommodation excellent for its cleanliness, location, and overall experience.
The one-bedroom, one-bathroom cottage comfortably sleeps four guests and offers a private deck, a separate entrance, and convenient EV charging. Enjoy the secluded setting, riverfront location, mountain views, and easy access to downtown restaurants, shops, and attractions.
224 Lodge -Skiing/entertainment - Great Barrington, MA
No reviews

224 Lodge -Skiing/entertainment

house, Great Barrington
224 Lodge, a newly renovated one-bedroom house in Great Barrington, is less than two miles from Butternut Ski Area and seven miles from Catamount Ski Resort, near Cove Bowling Lanes, famed for its connection to "The Big Lebowski."
This pet-friendly (small dogs only) rental sleeps four, features a kitchen with a fridge and microwave, air conditioning, parking, and internet access, offering a peaceful Berkshires getaway.

Choose the Right Vacation Homes with a Pool in Great Barrington, MA

Having a pool at your Great Barrington, MA vacation home lets you enjoy a refreshing dip after the mountains without any extra planning.

Idyllic Berkshires Getaway - Great Barrington, MA
9.8 125 reviews

Idyllic Berkshires Getaway

bungalow, Great Barrington
This secluded ranch house is located just 7 minutes from the center of Great Barrington, Lake Mansfield Beach, and is within a 15-minute drive of popular attractions like Ski Butternut, Stockbridge, and Lenox. The property has earned excellent ratings for location, cleanliness, and user experience.
The house has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a spacious garden, and a kids' playroom, perfect for families seeking a relaxing vacation.
Romantic Berkshires Cottage, Great Views, Pool - Great Barrington, MA
9.9 112 reviews

Romantic Berkshires Cottage, Great Views, Pool

house, Great Barrington
This pet-friendly studio cottage is located on a secluded country lane, seven minutes from Great Barrington's restaurants and cultural attractions, offering easy access to Appalachian Trail hikes.
The 450-square-foot unit features a bedroom/sitting room combination, full kitchenette, full bath, private in-ground pool with kayaks, Weber grill, and accommodates up to three guests.

Search Luxury Vacation Homes in Great Barrington, MA

A well-chosen luxury vacation home in Great Barrington, MA makes the trip. Discover premium rooms and a location worth the journey.

213 M² House ∙ 4 Bedrooms ∙ 10 Guests - Great Barrington, MA
No reviews

213 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Sheffield
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