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Our top choices for South Shaftsbury holiday 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)
The price is NZ$667
includes taxes & fees
15 Nov - 16 Nov

2. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted TubBennington
The price is NZ$481
includes taxes & fees
24 Nov - 25 Nov

3. 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 NZ$516
includes taxes & fees
11 Nov - 12 Nov

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)
The price is NZ$924
includes taxes & fees
10 Nov - 11 Nov

5. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted TubBennington
The price is NZ$481
includes taxes & fees
24 Nov - 25 Nov

6. Peaceful Cottage Retreat
Peaceful Cottage Retreatcambridge
9.8 out of 10, Exceptional, (50 reviews)
The price is NZ$324
includes taxes & fees
10 Nov - 11 Nov

7. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Seasons ski-in/ski-out condo with balcony and wood-burning fireplaceDover
8.6 out of 10, Excellent, (37 reviews)
The price is NZ$632
includes taxes & fees
10 Nov - 11 Nov

8. Spacious apartment in beautiful, historic Arlington VT
Spacious apartment in beautiful, historic Arlington VTArlington
10.0 out of 10, Exceptional, (66 reviews)
The price is NZ$466
includes taxes & fees
10 Nov - 11 Nov

9. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (15 reviews)
The price is NZ$350
includes taxes & fees
15 Nov - 16 Nov

10. 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 NZ$651
includes taxes & fees
10 Nov - 11 Nov

11. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain DenDover
9.4 out of 10, Exceptional, (23 reviews)
The price is NZ$554
includes taxes & fees
16 Nov - 17 Nov

12. 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)
The price is NZ$391
includes taxes & fees
15 Nov - 16 Nov

13. Little River Cottage
Little River CottageSalem
The price is NZ$473
includes taxes & fees
10 Nov - 11 Nov

14. New Studio In Town, By the Water
New Studio In Town, By the WaterWilliamstown
10.0 out of 10, Exceptional, (21 reviews)
The price is NZ$499
includes taxes & fees
15 Nov - 16 Nov

15. Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount SnowWest Dover
9.2 out of 10, Wonderful, (52 reviews)
The price is NZ$497
includes taxes & fees
16 Nov - 17 Nov

16. Fourth-floor Stratton Village studio with valley-view balcony
Fourth-floor Stratton Village studio with valley-view balconyStratton
The price is NZ$404
includes taxes & fees
10 Nov - 11 Nov

17. Downtown | Waterfront | Walk to Shops
Downtown | Waterfront | Walk to ShopsWilliamstown
9.8 out of 10, Exceptional, (13 reviews)
The price is NZ$535
includes taxes & fees
15 Nov - 16 Nov

18. Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain ResortStratton
8.6 out of 10, Excellent, (85 reviews)
The price is NZ$796
includes taxes & fees
10 Nov - 11 Nov

19. 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 NZ$457
includes taxes & fees
10 Nov - 11 Nov

20. The Eagles Wing at The CHM - Private Apartment
The Eagles Wing at The CHM - Private ApartmentDover
9.8 out of 10, Exceptional, (6 reviews)
The price is NZ$228
includes taxes & fees
11 Nov - 12 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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