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
Guest suite in South Lee
4.92 out of 5 average rating, 190 reviewsSunny Riverside Apartment
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Cottage in Great Barrington
4.93 out of 5 average rating, 238 reviewsArtist Cottage
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Farm stay in Pittsfield
4.99 out of 5 average rating, 107 reviewsPrivate 2nd-floor studio on a working produce farm
Guest suite in Lenox
4.96 out of 5 average rating, 169 reviewsT’Other House
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Other great vacation rentals in Great Barrington
Barn in Great Barrington
5.0 out of 5 average rating, 49 reviewsSerene Renovated Barn w/ Firepit
Guest suite in Great Barrington
5.0 out of 5 average rating, 20 reviewsThe Serendipity Spot
Home in Great Barrington
5.0 out of 5 average rating, 9 reviewsCharming Cottage - Walk To Town
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Home in Great Barrington
5.0 out of 5 average rating, 9 reviewsCountry Castle-Complete privacy-minutes from town
Home in Hillsdale
5.0 out of 5 average rating, 23 reviewsEnjoy all 4 Seasons
Guest suite in Sheffield
5.0 out of 5 average rating, 60 reviewsThe Sunset Suite~Great South Berkshire Location!
Apartment in Canaan
5.0 out of 5 average rating, 90 reviewsMountain View Getaway
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 apartment rentals in Great Barrington have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Great Barrington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Great Barrington have a bbq area?
Absolutely! We offer over 80 house 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 150 homes with wifi, over 10 homes with a gym, over 80 homes with a bbq area, 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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Cabin rentals Great Barrington
- Rentals with a fire pit Great Barrington
- Pet-friendly rentals Great Barrington
- Kid-friendly rentals Great Barrington
- Rentals with a hot tub Great Barrington
- House rentals Great Barrington
- Apartment rentals Great Barrington
- Rentals with a patio Great Barrington
- Rentals with outdoor seating Great Barrington
- Rentals with pools Great Barrington
- Rentals with a washer and dryer Great Barrington
- Fitness-friendly rentals Great Barrington
- Family-friendly rentals Great Barrington
- Monthly Rentals Great Barrington
- Rentals with lake access Great Barrington
- Rentals with a fireplace Great Barrington
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes