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
Tiny home in Chatham
4.99 out of 5 average rating, 183 reviewsTiny House on 70 Private Acres in Hudson Valley
Oct 15 – 22
Guesthouse in New Marlborough
4.91 out of 5 average rating, 179 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Jul 18 – 25
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Jun 3 – 10
Cottage in Great Barrington
4.93 out of 5 average rating, 235 reviewsArtist Cottage
Oct 30 – Nov 6
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Dec 5 – 12
Barn in Hillsdale
4.97 out of 5 average rating, 117 reviewsHudson Valley Hilltop Barn
Sep 23 – 30
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
Sep 13 – 20
Guest suite in Lenox
4.96 out of 5 average rating, 168 reviewsT’Other House
Jun 14 – 21
Other great vacation rentals in Great Barrington
Guest suite in Great Barrington
5.0 out of 5 average rating, 45 reviewsSweet 1-bedroom with salt water pool
Jun 8 – 15
Apartment in Great Barrington
5.0 out of 5 average rating, 12 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Dec 8 – 15
Guesthouse in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
Sep 27 – Oct 4
Barn in Great Barrington
5.0 out of 5 average rating, 47 reviewsSerene Renovated Barn w/ Firepit
Jan 4 – 11
Apartment in Canaan
5.0 out of 5 average rating, 86 reviewsMountain View Getaway
Sep 3 – 10
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Dec 22 – 29
Home in Great Barrington
5.0 out of 5 average rating, 66 reviewsGranite Ledge, Modern home in a unique setting
Dec 24 – 31
Home in Lee
5.0 out of 5 average rating, 35 reviewsGreenHouse
Sep 11 – 18
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 house rentals in Great Barrington have wifi?
Absolutely! We offer over 150 house 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 140 homes with air conditioning, over 150 homes with wifi, over 80 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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