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 17 – 24
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
Sep 26 – Oct 3
Tiny home in Chatham
4.99 out of 5 average rating, 180 reviewsTiny House on 70 Private Acres in Hudson Valley
Aug 6 – 13
Guest suite in Austerlitz
4.86 out of 5 average rating, 137 reviewsRustic-Modern Studio - Near Hudson, Chatham, & GB
Nov 26 – Dec 3
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Feb 15 – 22
Apartment in Great Barrington
4.93 out of 5 average rating, 178 reviewsSecluded but not isolated Berkshire Retreat
Sep 17 – 24
Chalet in Otis
4.94 out of 5 average rating, 347 reviewsMid-Century Glass Octagon in the Berkshires
Oct 27 – Nov 3
Guest suite in Great Barrington
5.0 out of 5 average rating, 42 reviewsSweet 1-bedroom with salt water pool
Jun 6 – 13
Other great vacation rentals in Great Barrington
Barn in Great Barrington
5.0 out of 5 average rating, 46 reviewsSerene Renovated Barn w/ Firepit
Mar 29 – Apr 5
Home in Great Barrington
5.0 out of 5 average rating, 65 reviewsGranite Ledge, Modern home in a unique setting
Oct 2 – 9
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Feb 7 – 14
Home in Great Barrington
5.0 out of 5 average rating, 9 reviewsCountry Castle-Complete privacy-minutes from town
May 31 – Jun 7
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsSunsets On Blue Hill, Newly Renovated Farmhouse
Dec 11 – 18
Home in Great Barrington
5.0 out of 5 average rating, 8 reviewsCharming Cottage - Walk To Town
May 10 – 17
Home in Great Barrington
5.0 out of 5 average rating, 17 reviewsNewly remodeled home with all the modern amenities
Oct 29 – Nov 5
Home in Lee
5.0 out of 5 average rating, 35 reviewsGreenHouse
Sep 3 – 10
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 house rentals in Great Barrington?
Great Barrington has more than 140 family-friendly house 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 Apartment Rentals in Great Barrington?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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