Great Barrington vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Great Barrington
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington vacation rentals
Stay near Great Barrington's top sights
Other great vacation rentals in Great Barrington
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Feb 21 – 28
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Nov 15 – 22
Cottage in Great Barrington
4.93 out of 5 average rating, 236 reviewsArtist Cottage
Sep 7 – 14
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Feb 4 – 11
Treehouse in Tyringham
5.0 out of 5 average rating, 230 reviewsGingerbread House Tower in the Berkshire Hills
Sep 4 – 11
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 25 – May 2
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
Dec 27 – Jan 3
Cottage in Kinderhook
4.98 out of 5 average rating, 173 reviewsThe Cottage on Sylvester Street
Oct 17 – 24
Other great vacation rentals in Great Barrington
Barn in Great Barrington
5.0 out of 5 average rating, 47 reviewsSerene Renovated Barn w/ Firepit
Jun 10 – 17
Guesthouse in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
Oct 5 – 12
Guest suite in Great Barrington
5.0 out of 5 average rating, 20 reviewsThe Serendipity Spot
Jun 22 – 29
Apartment in Canaan
5.0 out of 5 average rating, 88 reviewsMountain View Getaway
Sep 17 – 24
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Nov 24 – Dec 1
Home in Great Barrington
5.0 out of 5 average rating, 68 reviewsGranite Ledge, Modern home in a unique setting
Dec 10 – 17
Guesthouse in Sharon
5.0 out of 5 average rating, 65 reviewsCottage with a Waterfall View
Aug 21 – 28
Home in Great Barrington
5.0 out of 5 average rating, 9 reviewsCountry Castle-Complete privacy-minutes from town
Jun 5 – 12
Quick stats about vacation rentals in Great Barrington
Total rentals
250 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
8.4K reviews
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Great Barrington?
Yes! Work meets play with ease at over 140 vacation rentals in Great Barrington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Great Barrington?
Four-legged friends are welcome in Great Barrington. Choose from more than 120 vacation rentals for guests traveling with pets.
Are there Great Barrington vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Great Barrington, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Great Barrington?
Experience the best of Great Barrington with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly apartment rentals in Great Barrington?
Great Barrington has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Great Barrington have a gym?
Absolutely! We offer over 10 house rentals with a gym in Great Barrington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Great Barrington have air conditioning?
Absolutely! We offer over 140 house rentals with air conditioning in Great Barrington. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Great Barrington have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Great Barrington. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Great Barrington have wifi?
Absolutely! We offer over 40 apartment rentals with wifi in Great Barrington. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Great Barrington?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with a bbq area, over 10 homes with a gym, over 150 homes with wifi, over 140 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Catskill Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with outdoor seating Great Barrington
- Apartment rentals Great Barrington
- Rentals with a hot tub Great Barrington
- Rentals with a patio Great Barrington
- Rentals with a fire pit Great Barrington
- Rentals with a washer and dryer Great Barrington
- Pet-friendly rentals Great Barrington
- Rentals with a fireplace Great Barrington
- Rentals with lake access Great Barrington
- Monthly Rentals Great Barrington
- Family-friendly rentals Great Barrington
- House rentals Great Barrington
- Rentals with pools Great Barrington
- Kid-friendly rentals Great Barrington
- Cabin rentals Great Barrington
- Fitness-friendly rentals Great Barrington
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom