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Cottages in Windham County
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Top Cities in Windham County

Brattleboro

Londonderry
Our top choices for Windham County cottages

1. The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
The Cairn, 1840s Cozy Stone Cottage, Pet FriendlyChester
10.0 out of 10, Exceptional, (27 reviews)

2. Forest cottage near Lake Raponda with sunroom, gas fireplace and firepit
Forest cottage near Lake Raponda with sunroom, gas fireplace and firepitWilmington
8.6 out of 10, Excellent, (79 reviews)

3. Rare new Home on Lake Whitingham. Semi-priv beach
Rare new Home on Lake Whitingham. Semi-priv beachWilmington
10.0 out of 10, Exceptional, (9 reviews)

4. Vermont Country Cottage (Near Village)
Vermont Country Cottage (Near Village)Londonderry
9.4 out of 10, Exceptional, (14 reviews)

5. West Dover Home - 3 Miles to Mount Snow Resort!
West Dover Home - 3 Miles to Mount Snow Resort!West Dover
10.0 out of 10, Exceptional, (1 review)

6. 4 Mi to Lake Raponda! Secluded Family Cottage
4 Mi to Lake Raponda! Secluded Family CottageBrattleboro

7. Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. SnowNewfane
9.6 out of 10, Exceptional, (76 reviews)

8. 4 Mi to Lake Raponda! Secluded Family Cottage
4 Mi to Lake Raponda! Secluded Family CottageWilmington

9. Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK
Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OKJamaica
10.0 out of 10, Exceptional, (4 reviews)

10. 'mount Pine' Winter Escape Near the Green Mtns!
'mount Pine' Winter Escape Near the Green Mtns!Wardsboro
10.0 out of 10, Exceptional, (1 review)

11. Spacious Home,ppong,darts,pick Ball Net, 6mi mt sn
Spacious Home,ppong,darts,pick Ball Net, 6mi mt snWilmington
10.0 out of 10, Exceptional, (2 reviews)

12. Spacious Vermont Farmhouse 3 Mi to Mount Snow
Spacious Vermont Farmhouse 3 Mi to Mount SnowWest Dover

13. Wilmington Vacation Rental Near Hiking and Skiing!
Wilmington Vacation Rental Near Hiking and Skiing!Wilmington

14. Cozy Mountain Retreat w/ Deck ~ 3 Mi to Mount Snow
Cozy Mountain Retreat w/ Deck ~ 3 Mi to Mount SnowWest Dover

15. 4 Mi to Stratton Mountain Resort! Cabin w/ Hot Tub
4 Mi to Stratton Mountain Resort! Cabin w/ Hot TubPikes Falls

16. Hiking Trails On-site: Cozy Falls Brook Cabin
Hiking Trails On-site: Cozy Falls Brook CabinBrattleboro
10.0 out of 10, Exceptional, (2 reviews)

17. Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!Vernon
10.0 out of 10, Exceptional, (1 review)

18. Wilmington Retreat Near Trails, Skiing & Festivals
Wilmington Retreat Near Trails, Skiing & FestivalsWilmington
10.0 out of 10, Exceptional, (2 reviews)

19. 10 Mi to Mt Snow! Grand Estate Built to Entertain
10 Mi to Mt Snow! Grand Estate Built to EntertainWilmington
10.0 out of 10, Exceptional, (2 reviews)

20. Charming Putney Home: Porch, Grill & Hiking Trails
Charming Putney Home: Porch, Grill & Hiking TrailsPutney
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 Windham County Hotel Reviews

The Putney Inn
10/10 Excellent
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