Great Barrington vacation rentals
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Top-rated vacation rentals in Great Barrington
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.
Apr 5 – 12
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
May 8 – 15
Apartment in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Sep 14 – 21
Vacation rentals for every style
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Popular amenities for Great Barrington vacation rentals
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Other great vacation rentals in Great Barrington
Tiny home in Chatham
4.99 out of 5 average rating, 178 reviewsTiny House on 70 Private Acres in Hudson Valley
Sep 13 – 20
Home in Egremont
4.93 out of 5 average rating, 254 reviewsModern Farm House 5 minutes from Great Barrington
Jun 21 – 28
Guesthouse in New Marlborough
4.91 out of 5 average rating, 179 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Jul 17 – 24
Home in New Lebanon
4.99 out of 5 average rating, 347 reviewsThe old sawmill from 1771
Jul 24 – 31
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Dec 3 – 10
Barn in Hillsdale
4.97 out of 5 average rating, 116 reviewsHudson Valley Hilltop Barn
Apr 17 – 24
Guest suite in Austerlitz
4.86 out of 5 average rating, 137 reviewsRustic-Modern Studio - Near Hudson, Chatham, & GB
Feb 26 – Mar 5
Chalet in Otis
4.94 out of 5 average rating, 346 reviewsMid-Century Glass Octagon in the Berkshires
Sep 11 – 18
Home in Hillsdale
4.93 out of 5 average rating, 207 reviewsLake House, Copake Lake, NY
Apr 12 – 19
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
Dec 20 – 27
Home in Great Barrington
4.96 out of 5 average rating, 137 reviewsElegant Year-Round Lakeside Retreat with AC
Jan 6 – 13
Treehouse in Tyringham
5.0 out of 5 average rating, 222 reviewsGingerbread House Tower in the Berkshire Hills
May 13 – 20
Other great vacation rentals in Great Barrington
Guesthouse in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
May 24 – 31
Apartment in Canaan
5.0 out of 5 average rating, 81 reviewsMountain View Getaway
Nov 17 – 24
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Oct 28 – Nov 4
Home in Great Barrington
4.97 out of 5 average rating, 31 reviewsSunsets On Blue Hill, Newly Renovated Farmhouse
Nov 6 – 13
Apartment in Great Barrington
5.0 out of 5 average rating, 10 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
May 4 – 11
Apartment in Great Barrington
5.0 out of 5 average rating, 92 reviewsWalk Everywhere! | Relax in Easy Elegance!
Oct 13 – 20
Home in Great Barrington
5.0 out of 5 average rating, 61 reviewsGranite Ledge, Modern home in a unique setting
Jun 1 – 8
Guesthouse in Great Barrington
5.0 out of 5 average rating, 43 reviewsSweet Victorian in Housatonic
Sep 3 – 10
Guesthouse in Sharon
5.0 out of 5 average rating, 58 reviewsCottage with a Waterfall View
Aug 19 – 26
Home in Great Barrington
5.0 out of 5 average rating, 60 reviewsWalk to Town! Great Barrington 4-bedroom farmhouse
May 4 – 11
Home in Great Barrington
5.0 out of 5 average rating, 16 reviewsNewly remodeled home with all the modern amenities
Oct 31 – Nov 7
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsRenovated Downtown Great Barrington House
Mar 8 – 15
Quick stats about vacation rentals in Great Barrington
Total rentals | 240 properties |
---|---|
Rentals with dedicated workspaces | 130 properties have a dedicated workspace |
Rentals with a pool | 30 properties have a pool |
Pet-friendly rentals | 120 properties allow pets |
Family-friendly rentals | 170 properties are a good fit for families |
Total number of reviews | 8.1K reviews |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Great Barrington?
Yes! Work meets play with ease at over 130 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 house rentals in Great Barrington?
Experience the best of Great Barrington with our house rentals, starting at about $20 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 130 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 130 homes with air conditioning, over 90 homes with a bbq area, over 150 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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