Holiday rentals near Bennington Arts Guild Gallery
We found 915 holiday rentals — enter your dates for availability
If you'd like to stay close to Bennington Arts Guild Gallery, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Bennington Arts Guild Gallery
Showing deals for:3 Oct - 10 Oct
Image gallery for Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.29.2 out of 10 rating
Wonderful
(39 reviews)
Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover, VT
11% off
Price is NZ$1,735
NZ$1,735
NZ$248 per night
includes taxes & fees
Image gallery for Getaway Near Mass MoCA, Great Hiking, Scenic Views
1010 out of 10 rating
Exceptional
(18 reviews)
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford, VT
8% off
Price is NZ$1,935
NZ$1,935
NZ$276 per night
includes taxes & fees
Image gallery for MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain Den
9.49.4 out of 10 rating
Exceptional
(16 reviews)
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain Den
West Dover, VT
7% off
Price is NZ$1,979
NZ$1,979
NZ$283 per night
includes taxes & fees
Image gallery for Ski In/Out Seasons Mt Snow - 2 bed room
9.89.8 out of 10 rating
Exceptional
(81 reviews)
Ski In/Out Seasons Mt Snow - 2 bed room
West Dover, VT
19% off
Price is NZ$2,090
NZ$2,090
NZ$299 per night
includes taxes & fees
Image gallery for All Season Lake Front Getaway!
1010 out of 10 rating
Exceptional
(87 reviews)
All Season Lake Front Getaway!
Cambridge, NY
8% off
Price is NZ$2,159
NZ$2,159
NZ$308 per night
includes taxes & fees
Image gallery for Condo < 1mi. from Mt. Snow / Free Shuttle
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Condo < 1mi. from Mt. Snow / Free Shuttle
West Dover, VT
15% off
Price is NZ$2,290
NZ$2,290
NZ$327 per night
includes taxes & fees
Image gallery for Walk to Mount Snow, Cozy, Clean and Comfortable!
9.69.6 out of 10 rating
Exceptional
(37 reviews)
Walk to Mount Snow, Cozy, Clean and Comfortable!
West Dover, VT
14% off
Price is NZ$2,375
NZ$2,375
NZ$339 per night
includes taxes & fees
Image gallery for Cozy ski-in/ski-out condo on Mount Snow w/fireplace
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Cozy ski-in/ski-out condo on Mount Snow w/fireplace
West Dover, VT
12% off
Price is NZ$2,400
NZ$2,400
NZ$343 per night
includes taxes & fees
Image gallery for The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
9.89.8 out of 10 rating
Exceptional
(70 reviews)
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
Whitingham, vt
11% off
Price is NZ$2,408
NZ$2,408
NZ$344 per night
includes taxes & fees
Image gallery for FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
9.49.4 out of 10 rating
Exceptional
(81 reviews)
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Pownal, VT
8% off
Price is NZ$2,540
NZ$2,540
NZ$363 per night
includes taxes & fees
Image gallery for Bear's Den - Mount Snow Townhome - w/ Heated Pool!
1010 out of 10 rating
Exceptional
(30 reviews)
Bear's Den - Mount Snow Townhome - w/ Heated Pool!
West Dover, VT
17% off
Price is NZ$2,713
NZ$2,713
NZ$388 per night
includes taxes & fees
Image gallery for Lovely Chalet, ChimneyHill Community-Clubhouse 2 Pools/Hot tub, minutes to lake
9.89.8 out of 10 rating
Exceptional
(81 reviews)
Lovely Chalet, ChimneyHill Community-Clubhouse 2 Pools/Hot tub, minutes to lake
Wilmington, VT
8% off
Price is NZ$2,783
NZ$2,783
NZ$398 per night
includes taxes & fees
Image gallery for Downtown Victorian House
1010 out of 10 rating
Exceptional
(6 reviews)
Downtown Victorian House
Bennington, VT
12% off
Price is NZ$2,809
NZ$2,809
NZ$401 per night
includes taxes & fees
Image gallery for Mount Snow Townhome w/ Heated Pool! - The Rooster
1010 out of 10 rating
Exceptional
(11 reviews)
Mount Snow Townhome w/ Heated Pool! - The Rooster
West Dover, VT
17% off
Price is NZ$2,823
NZ$2,823
NZ$403 per night
includes taxes & fees
Image gallery for Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
9.49.4 out of 10 rating
Exceptional
(55 reviews)
Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
New Ashford, MA
16% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
1010 out of 10 rating
Exceptional
(77 reviews)
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
Whitingham, VT
12% off
Price is NZ$2,936
NZ$2,936
NZ$419 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom cabin near Mount Snow 3 min drive
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy 2-bedroom cabin near Mount Snow 3 min drive
West Dover, VT
7% off
Price is NZ$2,996
NZ$2,996
NZ$428 per night
includes taxes & fees
Image gallery for Cottage with a View Nestled in the Battenkill Valley
1010 out of 10 rating
Exceptional
(57 reviews)
Cottage with a View Nestled in the Battenkill Valley
Arlington, VT
8% off
Price is NZ$3,001
NZ$3,001
NZ$429 per night
includes taxes & fees
Image gallery for Central Haus (Group getaway on a quiet street)
1010 out of 10 rating
Exceptional
(12 reviews)
Central Haus (Group getaway on a quiet street)
North Adams, MA
11% off
Price is NZ$3,020
NZ$3,020
NZ$431 per night
includes taxes & fees
Image gallery for Outdoor Enthusiasts Paradise in Beautiful Vermont!
1010 out of 10 rating
Exceptional
(12 reviews)
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Wilmington, VT
6% off
Price is NZ$3,037
NZ$3,037
NZ$434 per night
includes taxes & fees
Image gallery for Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal, VT
8% off
Price is NZ$3,080
NZ$3,080
NZ$440 per night
includes taxes & fees
Image gallery for Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
1010 out of 10 rating
Exceptional
(12 reviews)
Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
North Adams, MA
8% off
Price is NZ$3,083
NZ$3,083
NZ$440 per night
includes taxes & fees
Image gallery for MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House
9.69.6 out of 10 rating
Exceptional
(16 reviews)
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House
West Dover, VT
7% off
Price is NZ$3,084
NZ$3,084
NZ$441 per night
includes taxes & fees
Image gallery for Cozy Mountain Escape to Southern Vermont
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Cozy Mountain Escape to Southern Vermont
Wilmington, VT
7% off
Price is NZ$3,136
NZ$3,136
NZ$448 per night
includes taxes & fees
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Find the best place to stay - Bennington Arts Guild Gallery
Mountain Sanctuary Dome Rustic Solitude 5BR
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Saratoga Lake Home Sunsets and 5 Minutes to Downtown Saratoga
Sleeps 18 · 8 bedrooms · 4+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Sleeps 6 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Peaceful Stay at Birds of a Feather Farm & Spa
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Sleeps 8 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
221 reviews(221 reviews)
Mountains, pond, old barn, hiking trails- quintessential Vermont
Sleeps 7 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value