Great Barrington, MA holiday rentals

Holiday Rentals in Great Barrington, MA

221 available vacation rental offers

2 1
  • airbnb
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  • expedia
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  • plumguide
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  • homestay
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Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

221 Holiday rentals and Airbnb in Great Barrington, MA

Berkshire Get Away In Gb - Great Barrington, MA
10Excellent 204 reviews
Great Barrington, MA
2 2
223 €/nighttotal: 1784 € (8 )

Berkshire Get Away In Gb

apartment
Great Barrington
Beautiful Private Country House - Great Barrington, MA
9.2Excellent 19 reviews
Great Barrington, MA
2 2
210 €/nighttotal: 25410 € (121 )

Beautiful Private Country House

apartment
West Stockbridge
Holiday Inn Club Vacations Oak n' Spruce Resort - Great Barrington, MA
8.9Very good 1147 reviews
Great Barrington, MA
2 2
361 €/nighttotal: 2888 € (8 )

Holiday Inn Club Vacations Oak n' Spruce Resort

hotel
Lee
Gt Barrington Sanctuary Close To Butternut, Hiking - Great Barrington, MA
9.8Excellent 79 reviews
Great Barrington, MA
2 4
485 €/nighttotal: 3880 € (8 )

Gt Barrington Sanctuary Close To Butternut, Hiking

apartment
Great Barrington
Lake House In The Heart Of The Berkshires - Great Barrington, MA
9.9Excellent 36 reviews
Great Barrington, MA
2 3
273 €/nighttotal: 33033 € (121 )

Lake House In The Heart Of The Berkshires

apartment
New Marlborough
Romantic Berkshires Cottage - Stunning Views, Pool - Great Barrington, MA
9.9Excellent 73 reviews
Great Barrington, MA
2 1
208 €/nighttotal: 25168 € (121 )

Romantic Berkshires Cottage - Stunning Views, Pool

cottage
Great Barrington
Lake House In The Berkshire (Dock Access W/canoe - Great Barrington, MA
9.8Excellent 122 reviews
Great Barrington, MA
2 2
371 €/nighttotal: 2968 € (8 )

Lake House In The Berkshire (Dock Access W/canoe

apartment
New Marlborough
Apartment In Gorgeous Stonybrook Farm - Great Barrington, MA
9.6Excellent 74 reviews
Great Barrington, MA
2 1
151 €/nighttotal: 18271 € (121 )

Apartment In Gorgeous Stonybrook Farm

apartment
Great Barrington
Stunning Renovated Victorian - Great Barrington, MA
10Excellent 49 reviews
Great Barrington, MA
2 5
966 €/nighttotal: 116886 € (121 )

Stunning Renovated Victorian

apartment
Great Barrington
Cottage In The Pines - Great Barrington, MA
9.3Excellent 31 reviews
Great Barrington, MA
2 2
117 €/nighttotal: 14157 € (121 )

Cottage In The Pines

apartment
New Marlborough
Twin Maple Farm: Charming Modern Farmhouse - Great Barrington, MA
9.9Excellent 93 reviews
Great Barrington, MA
2 4
275 €/nighttotal: 33275 € (121 )

Twin Maple Farm: Charming Modern Farmhouse

farm
Great Barrington
Secluded 5bd Close To Best Of Berks - Great Barrington, MA
8.5Very good 4 reviews
Great Barrington, MA
2 5
329 €/nighttotal: 39809 € (121 )

Secluded 5bd Close To Best Of Berks

apartment
Great Barrington

Other types of accommodation in Great Barrington, MA

Best Great Barrington, MA holiday rentals with a pool

Among the 221 accommodations in Great Barrington, MA, here are the 8 best rentals with a pool

Magical Country Retreat In The Berkshires - Great Barrington, MA
9.6Excellent 37 reviews
Great Barrington, MA
2 10
2454 €/nighttotal: 296934 € (121 )

Magical Country Retreat In The Berkshires

house
Great Barrington
Berkshires Retreat In Great Barrington - Great Barrington, MA
9.8Excellent 41 reviews
Great Barrington, MA
2 1
186 €/nighttotal: 1488 € (8 )

Berkshires Retreat In Great Barrington

Great Barrington
Classic Antique Berkshire Farmhouse With Heated Pool And Modern Amenities. - Great Barrington, MA
10Excellent 3 reviews
Great Barrington, MA
2 3
702 €/nighttotal: 5616 € (8 )

Classic Antique Berkshire Farmhouse With Heated Pool And Modern Amenities.

farm
Great Barrington
Berkshire Serenity: Mountain, Field, Lake - Great Barrington, MA
Great Barrington, MA
2 5
1849 €/nighttotal: 223729 € (121 )

Berkshire Serenity: Mountain, Field, Lake

apartment
Great Barrington
#6 King Bed, Wi-fi, 2m Ski Resort - Great Barrington, MA
10Excellent 3 reviews
Great Barrington, MA
2 1
248 €/nighttotal: 1984 € (8 )

#6 King Bed, Wi-fi, 2m Ski Resort

apartment
Great Barrington
#7 King Bed |Wi-fi| 2m To Ski Resort - Great Barrington, MA
10Excellent 5 reviews
Great Barrington, MA
2 1
248 €/nighttotal: 1984 € (8 )

#7 King Bed |Wi-fi| 2m To Ski Resort

apartment
Great Barrington
#8 King Bed|wi-fi|2m Ski Resort - Great Barrington, MA
9.8Excellent 13 reviews
Great Barrington, MA
2 1
248 €/nighttotal: 1984 € (8 )

#8 King Bed|wi-fi|2m Ski Resort

apartment
Great Barrington
#9 King Bed|wi-fi|2m Ski Resort - Great Barrington, MA
10Excellent 5 reviews
Great Barrington, MA
2 1
248 €/nighttotal: 1984 € (8 )

#9 King Bed|wi-fi|2m Ski Resort

apartment
Great Barrington

Best family friendly Great Barrington, MA holiday rentals

Among the 221 accommodations in Great Barrington, MA, here are the 8 best family friendly rentals

Private Home Overlooking Stevens Lake (31 Night - Great Barrington, MA
10Excellent 8 reviews
Great Barrington, MA
2 3
420 €/nighttotal: 50820 € (121 )

Private Home Overlooking Stevens Lake (31 Night

apartment
Monterey
Happy Home In Heart Of Downtown Great Barrington - Great Barrington, MA
9.9Excellent 73 reviews
Great Barrington, MA
2 3
793 €/nighttotal: 6344 € (8 )

Happy Home In Heart Of Downtown Great Barrington

apartment
Great Barrington
Welcome To Ledgeview, A Sun-drenched Retreat. - Great Barrington, MA
9.5Excellent 23 reviews
Great Barrington, MA
2 1
304 €/nighttotal: 36784 € (121 )

Welcome To Ledgeview, A Sun-drenched Retreat.

apartment
Great Barrington
Luxe Log Cabin Minutes From Skiing, Hiking, & More - Great Barrington, MA
9.9Excellent 23 reviews
Great Barrington, MA
2 3
275 €/nighttotal: 33275 € (121 )

Luxe Log Cabin Minutes From Skiing, Hiking, & More

cabin
Great Barrington
Rustic Getaway With Extraordinary Vista - Great Barrington, MA
Great Barrington, MA
2 4
508 €/nighttotal: 4064 € (8 )

Rustic Getaway With Extraordinary Vista

apartment
Monterey
Whitney By Avantstay Private Berkshires Estate - Great Barrington, MA
8.5Very good 12 reviews
Great Barrington, MA
2 5
646 €/nighttotal: 5168 € (8 )

Whitney By Avantstay Private Berkshires Estate

house
Sheffield
Private Berkshires Getaway Minutes To Ski Butternut & Downto - Great Barrington, MA
10Excellent 2 reviews
Great Barrington, MA
2 1
291 €/nighttotal: 35211 € (121 )

Private Berkshires Getaway Minutes To Ski Butternut & Downto

apartment
Great Barrington
Stunning Renovated Victorian, Walk To Town - Great Barrington, MA
10Excellent 1 review
Great Barrington, MA
2 5
897 €/nighttotal: 108537 € (121 )

Stunning Renovated Victorian, Walk To Town

apartment
Great Barrington

Frequently asked questions for the holiday rentals in Great Barrington, MA

Destinations nearby

Best pet friendly Great Barrington, MA holiday rentals

Among the 221 accommodations in Great Barrington, MA, here are the 8 best pet friendly rentals

Secluded But Not Isolated Berkshire Retreat - Great Barrington, MA
9.9Excellent 177 reviews
Great Barrington, MA
2 2
214 €/nighttotal: 1712 € (8 )

Secluded But Not Isolated Berkshire Retreat

apartment
Great Barrington
Peaceful, Post And Beam Loft, Sleeps 9 - Great Barrington, MA
9.8Excellent 75 reviews
Great Barrington, MA
2 1
285 €/nighttotal: 2280 € (8 )

Peaceful, Post And Beam Loft, Sleeps 9

apartment
New Marlborough
Hot Tub, Fire-pit, Ping Pong, Mountain Views! - Great Barrington, MA
10Excellent 3 reviews
Great Barrington, MA
2 3
675 €/nighttotal: 5400 € (8 )

Hot Tub, Fire-pit, Ping Pong, Mountain Views!

apartment
Great Barrington
Private Berkshires Getaway Minutes To Ski Butternut - Great Barrington, MA
10Excellent 22 reviews
Great Barrington, MA
2 4
307 €/nighttotal: 37147 € (121 )

Private Berkshires Getaway Minutes To Ski Butternut

apartment
Great Barrington
Renovated Downtown Great Barrington House - Great Barrington, MA
9.9Excellent 29 reviews
Great Barrington, MA
2 3
777 €/nighttotal: 6216 € (8 )

Renovated Downtown Great Barrington House

house
Great Barrington
Lake Living Contemporary With Kayaks - Sleeps 10! - Great Barrington, MA
9.7Excellent 12 reviews
Great Barrington, MA
2 4
543 €/nighttotal: 65703 € (121 )

Lake Living Contemporary With Kayaks - Sleeps 10!

apartment
Great Barrington
Canary House: Ski House Near Butternut! - Great Barrington, MA
9.7Excellent 20 reviews
Great Barrington, MA
2 2
542 €/nighttotal: 4336 € (8 )

Canary House: Ski House Near Butternut!

house
Monterey
Berkshire Vacation Home - Great Barrington, MA
10Excellent 41 reviews
Great Barrington, MA
2 3
262 €/nighttotal: 31702 € (121 )

Berkshire Vacation Home

apartment
Great Barrington