
Holiday Homes in Bennington
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Our top choices for Bennington holiday homes

1. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted TubBennington
The price is AU$397
includes taxes & fees
15 Nov - 16 Nov

2. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT RetreatBennington
8.6 out of 10, Excellent, (36 reviews)
The price is AU$414
includes taxes & fees
15 Nov - 16 Nov

3. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
The Ravens Nest - your next retreat tucked into the woods of Woodford, VermontWoodford
10.0 out of 10, Exceptional, (1 review)
The price is AU$760
includes taxes & fees
16 Nov - 17 Nov

4. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (15 reviews)
The price is AU$292
includes taxes & fees
23 Nov - 24 Nov

5. Long Trail House 368 condo in Stratton Village, walk to the lifts
Long Trail House 368 condo in Stratton Village, walk to the liftsStratton
The price is AU$384
includes taxes & fees
16 Nov - 17 Nov

6. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to WilliamstownPownal
10.0 out of 10, Exceptional, (41 reviews)
The price is AU$839
includes taxes & fees
20 Nov - 21 Nov

7. Cozy 3 Bedroom Condo in the Heart of Manchester VT
Cozy 3 Bedroom Condo in the Heart of Manchester VTManchester
10.0 out of 10, Exceptional, (4 reviews)
The price is AU$855
includes taxes & fees
15 Nov - 16 Nov

8. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.Manchester
10.0 out of 10, Exceptional, (13 reviews)
The price is AU$742
includes taxes & fees
15 Nov - 16 Nov

9. Wonderful hilltop house with breathtaking views
Wonderful hilltop house with breathtaking viewsDorset
The price is AU$771
includes taxes & fees
29 Nov - 30 Nov

10. 1812 House, 2 Stays, 1 home
1812 House, 2 Stays, 1 homeManchester
The price is AU$1,055
includes taxes & fees
1 Dec - 2 Dec

11. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home GymWinhall
10.0 out of 10, Exceptional, (15 reviews)
The price is AU$1,068
includes taxes & fees
16 Nov - 17 Nov

12. Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!Winhall
9.2 out of 10, Wonderful, (45 reviews)
The price is AU$1,067
includes taxes & fees
15 Nov - 16 Nov

13. Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Cozy farmhouse in Manchester - short drive to multiple ski mountains!Manchester
9.4 out of 10, Exceptional, (3 reviews)
The price is AU$1,025
includes taxes & fees
23 Nov - 24 Nov

14. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted TubBennington
The price is AU$397
includes taxes & fees
15 Nov - 16 Nov

15. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!Hoosick Falls
9.8 out of 10, Exceptional, (120 reviews)
The price is AU$544
includes taxes & fees
15 Nov - 16 Nov

16. Red Country Escape with Mountain Views
Red Country Escape with Mountain ViewsEagle Bridge
9.6 out of 10, Exceptional, (9 reviews)
The price is AU$489
includes taxes & fees
15 Nov - 16 Nov

17. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible viewsshushan
9.6 out of 10, Exceptional, (27 reviews)
The price is AU$517
includes taxes & fees
20 Nov - 21 Nov

18. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton BedWilliamstown
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$786
includes taxes & fees
29 Nov - 30 Nov

19. The Eagles Wing at The CHM - Private Apartment
The Eagles Wing at The CHM - Private ApartmentDover
9.8 out of 10, Exceptional, (7 reviews)
The price is AU$188
includes taxes & fees
19 Nov - 20 Nov

20. Amanita Dome. Inclusive Brunch & Dinner Experience
Amanita Dome. Inclusive Brunch & Dinner ExperienceCambridge
The price is AU$863
includes taxes & fees
24 Nov - 25 Nov
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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Top Bennington Hotel Reviews

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown
10/10 Excellent
Find out more about Bennington
Bennington Holiday Homes information
Number of reviews | 211 |
|---|---|
Accommodation | 253 Holiday Homes |
Lowest Price | AU$188 |
Highest Price | AU$1,068 |



































































