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Compare 295 Vacation Homes in Bennington with updated reviews, rates, and availability.

Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
9.8 out of 10, Exceptional, (6)

Peaceful Stay at Birds of a Feather Farm & Spa
Peaceful Stay at Birds of a Feather Farm & Spa
9.6 out of 10, Exceptional, (16)
The price is SAR 413
SAR 983 total
includes taxes & fees
30 Mar - 31 Mar

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
8.6 out of 10, Excellent, (4)

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
10.0 out of 10, Exceptional, (218)

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
10.0 out of 10, Exceptional, (165)

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
10.0 out of 10, Exceptional, (55)

7200 sf Villa & Barn on 4 Acre Manchester Estate
7200 sf Villa & Barn on 4 Acre Manchester Estate
9.6 out of 10, Exceptional, (8)

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
10.0 out of 10, Exceptional, (1)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bennington

Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8.8 out of 10, Excellent, (28)
The price is SAR 405
SAR 1,049 total
includes taxes & fees
1 Apr - 2 Apr

Historic Downtown Home w/Bar Room, Hot Tub
Historic Downtown Home w/Bar Room, Hot Tub
10.0 out of 10, Exceptional, (12)

Perfect for a peaceful get away in clean fresh Vermont air!
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, (71)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Bennington hotels
Recent reviews of Bennington hotels

The Four Chimneys Inn
5/5 Excellent
"The owners are there everyday. The staff is friendly and very custimer focused. The standards are high and the inn has a great history and is lovely. It felt more like being a house guest than a customer. The restaurant was an outstanding choice for dinner and accommodation for vegetarians and allergies were taken into consideration and excellent meals with tasty desserts and great wine and cocktails now has this on our summer spots to visit!!"
A verified traveler from Indianapolis stayed at The Four Chimneys Inn
Posted 2 days ago
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