
House holiday rentals in Bennington
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Top-rated house rentals in Bennington
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Bennington
House rentals with a pool

Spacious Retreat mins to Lake George pool&hot tub

Sunlit 4BD Centrally Located All Things Saratoga

Saratoga Springs convenient tranquil location.

East Side Escape with Pool & Deck

Modern Barn on 12 acres w Sauna, FirePit+swimming

Beautiful Pool and hot tub Home Adirondacks

Adorable house with pool

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
Weekly house rentals

Olde Rose Garden on Galway Lake,Saratoga County NY

Stockbridge Cape Near Tanglewood!

3br/2ba Family Friendly home- 1mi from the track!

Spring/Summer Fun Treasures Waiting

Summit View Ski and Golf Retreat w/hot tub & Sauna

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

Rushing Rapids Cottage – a birdwatcher's paradise

Wilmington A-Frame- Cozy and Convenient
Private house rentals

Country hideaway

Bright & Clean ~Tons of Upgrades ~Office Space

Private Adirondack Chalet Game Room and Bar/Lounge

Private lakefront home, hot tub & resort amenities

Spacious Brattleboro home on river, walk to town

Clean, Captivating VT Farmhouse near Stratton!

Peaceful Berkshire Getaway (A/C, Lake Access)

Central Haus (Group getaway on a quiet street)
Quick stats about house rentals in Bennington
Total rentals
10 properties
Nightly prices starting at
₹3,415 before taxes and fees
Total number of reviews
420 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- Yurt Rentals United States
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
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- 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
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Albany Center Gallery
- West Mountain Ski Resort
- Berkshire East Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- John Boyd Thacher State Park
- Mount Sugarloaf State Reservation
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Bousquet Mountain Ski Area
- Lake George Expedition Park
- Otis Ridge
- Naumkeag
- Beartown State Forest
- Hooper Golf Course
- Bretwood Golf Course
- Huck Finn’s Playland, Albany
- National Museum of Racing and Hall of Fame