Holiday rentals near Bennington Arts Guild Gallery
We found 918 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:8 Aug - 15 Aug
Image gallery for Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
1010 out of 10 rating
Exceptional
(6 reviews)
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
West Dover, VT
7% off
Price is NZ$13,897
NZ$13,897
NZ$1,985 per night
includes taxes & fees
Image gallery for The Shred Chalet, Walk to Lifts and Ski-in!
1010 out of 10 rating
Exceptional
(5 reviews)
The Shred Chalet, Walk to Lifts and Ski-in!
West Dover, VT
8% off
Price is NZ$11,356
NZ$11,356
NZ$1,622 per night
includes taxes & fees
Image gallery for Summer Ready! Play Area, Crib, 11 Acre Farmhouse
1010 out of 10 rating
Exceptional
(7 reviews)
Summer Ready! Play Area, Crib, 11 Acre Farmhouse
Whitingham, VT
7% off
Price is NZ$4,185
NZ$4,185
NZ$598 per night
includes taxes & fees
Image gallery for Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
1010 out of 10 rating
Exceptional
(6 reviews)
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Wilmington, VT
8% off
Price is NZ$13,015
NZ$13,015
NZ$1,859 per night
includes taxes & fees
Image gallery for Hidden Pond Farm 300 Acre Paradise directly on Famed Batten Kill River
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Hidden Pond Farm 300 Acre Paradise directly on Famed Batten Kill River
Arlington, VT
8% off
Price is NZ$12,029
NZ$12,029
NZ$1,718 per night
includes taxes & fees
Image gallery for Houghton Hill: Style and History in the Berkshires
1010 out of 10 rating
Exceptional
(9 reviews)
Houghton Hill: Style and History in the Berkshires
North Adams, MA
12% off
Price is NZ$4,430
NZ$4,430
NZ$633 per night
includes taxes & fees
Image gallery for Family-friendly, private three bedroom cottage in the beautiful Berkshires
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Family-friendly, private three bedroom cottage in the beautiful Berkshires
Williamstown, MA
12% off
Price is NZ$4,753
NZ$4,753
NZ$679 per night
includes taxes & fees
Image gallery for Two minutes to Mount Snow! Spacious, beautiful home.
1010 out of 10 rating
Exceptional
(14 reviews)
Two minutes to Mount Snow! Spacious, beautiful home.
West Dover, VT
8% off
Price is NZ$16,522
NZ$16,522
NZ$2,360 per night
includes taxes & fees
Image gallery for ⛷️2BR/2BA on Mount Snow - Ski On/Ski Off⛷️
1010 out of 10 rating
Exceptional
(18 reviews)
⛷️2BR/2BA on Mount Snow - Ski On/Ski Off⛷️
West Dover, VT
8% off
Price is NZ$5,494
NZ$5,494
NZ$785 per night
includes taxes & fees
Image gallery for Walk To Mt. Snow - Recently updated - Open concept - Mountain views
1010 out of 10 rating
Exceptional
(28 reviews)
Walk To Mt. Snow - Recently updated - Open concept - Mountain views
West Dover, VT
12% off
Price is NZ$10,316
NZ$10,316
NZ$1,474 per night
includes taxes & fees
Image gallery for UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
1010 out of 10 rating
Exceptional
(16 reviews)
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
Arlington, VT
16% off
Price is NZ$10,377
NZ$10,377
NZ$1,482 per night
includes taxes & fees
Image gallery for MOUNT SNOW VERMONT - Privacy-Jacuzzi - 2 minutes to North Access Road
1010 out of 10 rating
Exceptional
(14 reviews)
MOUNT SNOW VERMONT - Privacy-Jacuzzi - 2 minutes to North Access Road
West Dover, VT
8% off
Price is NZ$14,130
NZ$14,130
NZ$2,019 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
(80 reviews)
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Pownal, VT
8% off
Price is NZ$2,592
NZ$2,592
NZ$370 per night
includes taxes & fees
Image gallery for Cozy ski retreat on Mt Snow - True Ski On/Off
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy ski retreat on Mt Snow - True Ski On/Off
West Dover, VT
8% off
Price is NZ$17,752
NZ$17,752
NZ$2,536 per night
includes taxes & fees
Image gallery for Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
1010 out of 10 rating
Exceptional
(9 reviews)
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Cambridge, NY
8% off
Price is NZ$3,349
NZ$3,349
NZ$478 per night
includes taxes & fees
Image gallery for Perfect VT getaway - great for two families! Starlink Internet, Large Yard
1010 out of 10 rating
Exceptional
(9 reviews)
Perfect VT getaway - great for two families! Starlink Internet, Large Yard
West Wardsboro, VT
25% off
Price is NZ$5,095
NZ$5,095
NZ$728 per night
includes taxes & fees
Image gallery for Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
1010 out of 10 rating
Exceptional
(12 reviews)
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Wilmington, VT
22% off
Price is NZ$2,791
NZ$2,791
NZ$399 per night
includes taxes & fees
Image gallery for Cozy Country Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Country Cottage
Shushan, NY
8% off
Price is NZ$5,034
NZ$5,034
NZ$719 per night
includes taxes & fees
Image gallery for Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
1010 out of 10 rating
Exceptional
(11 reviews)
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
West Dover, VT
7% off
Price is NZ$5,048
NZ$5,048
NZ$721 per night
includes taxes & fees
Image gallery for *Classic VT Getaway* Newly renovated- Close to golf/hiking/lake/restaurants/bars
1010 out of 10 rating
Exceptional
(6 reviews)
*Classic VT Getaway* Newly renovated- Close to golf/hiking/lake/restaurants/bars
West Dover, VT
8% off
Price is NZ$8,593
NZ$8,593
NZ$1,228 per night
includes taxes & fees
Image gallery for Easy walk to village and lake
1010 out of 10 rating
Exceptional
(23 reviews)
Easy walk to village and lake
Wilmington, VT
16% off
Price is NZ$1,427
NZ$1,427
NZ$204 per night
includes taxes & fees
Image gallery for Wonderful Retreat! HotTub Rec Room Firepit Garden Fireplace!
1010 out of 10 rating
Exceptional
(76 reviews)
Wonderful Retreat! HotTub Rec Room Firepit Garden Fireplace!
West Dover, VT
8% off
Price is NZ$6,955
NZ$6,955
NZ$994 per night
includes taxes & fees
Image gallery for Mount Snow Basecamp + Rustic Modern Townhouse + Sleeps 10 & 5 min. to Mountain
1010 out of 10 rating
Exceptional
(61 reviews)
Mount Snow Basecamp + Rustic Modern Townhouse + Sleeps 10 & 5 min. to Mountain
West Dover, VT
8% off
Price is NZ$5,199
NZ$5,199
NZ$743 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
(11 reviews)
Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
North Adams, MA
8% off
Price is NZ$3,102
NZ$3,102
NZ$443 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Bennington Arts Guild Gallery
Peaceful Stay at Birds of a Feather Farm & Spa
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Mountain Sanctuary Dome Rustic Solitude 5BR
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Sleeps 8 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
220 reviews(220 reviews)
Lakeview Cabin in the Mountains
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Saratoga Lake Home Sunsets and 5 Minutes to Downtown Saratoga
Sleeps 18 · 8 bedrooms · 4+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Quarry Hill Farm - stunning views - cozy yet expansive
Sleeps 15 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
66 reviews(66 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