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Our top choices for North Bennington vacation rentals

1. 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, (118 reviews)
$328 nightly
The price is $364
Nov 8 - Nov 9
Total with taxes and fees

2. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted TubBennington
$236 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees

3. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted TubBennington
$236 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees

4. 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)
$443 nightly
The price is $500
Nov 9 - Nov 10
Total with taxes and fees

5. Peaceful Cottage Retreat
Peaceful Cottage Retreatcambridge
9.8 out of 10, Exceptional, (50 reviews)
$156 nightly
The price is $173
Nov 8 - Nov 9
Total with taxes and fees

6. Spacious apartment in beautiful, historic Arlington VT
Spacious apartment in beautiful, historic Arlington VTArlington
10.0 out of 10, Exceptional, (66 reviews)
$224 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees

7. Amanita Dome. Inclusive Brunch & Dinner Experience
Amanita Dome. Inclusive Brunch & Dinner ExperienceCambridge
$524 nightly
The price is $576
Nov 8 - Nov 9
Total with taxes and fees

8. 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)
$320 nightly
The price is $355
Nov 8 - Nov 9
Total with taxes and fees

9. Sowilo Retreat Inclusive Brunch & Dinner Experience
Sowilo Retreat Inclusive Brunch & Dinner ExperienceCambridge
10.0 out of 10, Exceptional, (1 review)
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees

10. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (13 reviews)
$174 nightly
The price is $195
Nov 8 - Nov 9
Total with taxes and fees

11. 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)
$514 nightly
The price is $576
Nov 11 - Nov 12
Total with taxes and fees

12. Sowilo Retreat Inclusive Brunch & Dinner Experience
Sowilo Retreat Inclusive Brunch & Dinner ExperienceCambridge
10.0 out of 10, Exceptional, (2 reviews)
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees

13. Sowilo Pine House. Inclusive Brunch & Dinner Experience
Sowilo Pine House. Inclusive Brunch & Dinner ExperienceCambridge
10.0 out of 10, Exceptional, (4 reviews)
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees

14. Downtown | Waterfront | Walk to Shops
Downtown | Waterfront | Walk to ShopsWilliamstown
9.8 out of 10, Exceptional, (13 reviews)
$264 nightly
The price is $298
Nov 15 - Nov 16
Total with taxes and fees

15. New Studio In Town, By the Water
New Studio In Town, By the WaterWilliamstown
10.0 out of 10, Exceptional, (21 reviews)
$241 nightly
The price is $271
Nov 15 - Nov 16
Total with taxes and fees

16. Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain ResortStratton
8.6 out of 10, Excellent, (85 reviews)
$391 nightly
The price is $441
Nov 8 - Nov 9
Total with taxes and fees

17. Little River Cottage
Little River CottageSalem
$231 nightly
The price is $256
Nov 8 - Nov 9
Total with taxes and fees

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)
$494 nightly
The price is $528
Nov 22 - Nov 23
Total with taxes and fees

19. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and DowntownNorth Adams
8.0 out of 10, Very good, (2 reviews)
$169 nightly
The price is $189
Nov 9 - Nov 10
Total with taxes and fees

20. 2-Bdr Apt In Town, By the Water
2-Bdr Apt In Town, By the WaterWilliamstown
9.0 out of 10, Wonderful, (22 reviews)
$252 nightly
The price is $284
Nov 8 - Nov 9
Total with taxes and fees
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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