Windham County, VT Cottage Rentals from $781

A wooden covered bridge over a river with stone walls on either side.

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Top Cities in Windham County

A canoe on calm water with a forested hill in the background.

Our top choices for Windham County cottages

1. Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington

Arianna K.

2. The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester

Tarver S.

3. Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Newfane

Ed E.

4. West Dover Home - 3 Miles to Mount Snow Resort!

West Dover

Jacqueline

5. Vermont Country Cottage (Near Village)

Londonderry

Joe A.

6. Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington

michael r.

7. 4 Mi to Lake Raponda! Secluded Family Cottage

Brattleboro

8. 4 Mi to Lake Raponda! Secluded Family Cottage

Wilmington

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Top Windham County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Nice stay"

Vikings Villages Resort

10/10 Excellent

"Wonderful experience. Beautiful and unique. Deco was lovely. Very quiet place to relax and enjoy the stay. We enjoyed the scenery. Nice set up. Had a fireplace and we did not use it since there was no need to. Kitchen had all the amenities. We did not have to clean up after the stay. It will be a perfect place to have an event!"

Harvest Barn Inn

10/10 Excellent

"I cannot recommend the Harvest Barn Inn more highly. Our two-night stay there was a highlight of our trip. Set beside the Connecticut River, the views are amazing, whether looking at the river out the front door or at the pond and woods out the back side of the property. The Inn is warm and cozy. The rooms are modernized and comfortable (not huge but certainly sufficient). Now, to the heart of it all - breakfast and the innkeepers. Blessing and Kaelan, a wife and husband team, are amazing! They are both kind, friendly and welcoming; beyond that, they are smart and engaging. Conversations with them were fantastic; I look forward to our next time there if nothing more than for the chats. HOWEVER, I would be remiss if I didn't mention the breakfasts. You will never have a better breakfast in an inn anywhere! Each morning, we were served three-course, farm- to-table meals that were scrumptious. Whether the fruits and vegetables came from their on-site garden (quite bountiful) or from neighbors and nearby friends farms, the produce had been harvested within 18 hours. Each breakfast was absolutely delicious! I've traveled the world. Stayed in 5-star hotels. Eaten at 3-Michelin starred restaurants. Stay at Harvest Barn Inn!"

Hideaway Inn Mt. Snow

10/10 Excellent

"We had a great experience here, well thought out instructions are provided for the electronic check in and room key. No staff (you do not need anyone), very clean and large room. Beautiful property, two very large downstairs living areas with nice amenities (espresso coffee and tea maker), lots of seating and games) and a gorgeous view. Lovely gated on-site pool area. This property is perfect for my dog, who loves to play fetch. Grounds are groomed."

Find out more about Windham County

Windham County Cottages information

Number of reviews	212
Accommodation	102 Cottages
Lowest Price	$781
Highest Price	$781

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Top Cities in Windham County

West Dover

Our top choices for Windham County cottages

1. Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

2. The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

3. Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

4. West Dover Home - 3 Miles to Mount Snow Resort!

5. Vermont Country Cottage (Near Village)

6. Rare new Home on Lake Whitingham. Semi-priv beach

7. 4 Mi to Lake Raponda! Secluded Family Cottage

8. 4 Mi to Lake Raponda! Secluded Family Cottage

9. Hiking Trails On-site: Cozy Falls Brook Cabin

10. Spacious Vermont Farmhouse 3 Mi to Mount Snow

11. Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK

12. Londonderry Chalet w/ Deck, Fire Pit & Views!

13. Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

14. Charming Putney Home: Porch, Grill & Hiking Trails

15. Wilmington Vacation Rental Near Hiking and Skiing!

16. Honey Paws Inn: Wilmington Home 6 Mi to Mount Snow

17. 'mount Pine' Winter Retreat Near the Green Mtns!

18. Spacious Home,ppong,darts,pick Ball Net, 6mi mt sn

19. Jacksonville Cabin w/ Wraparound Deck & Views

20. 'john's Farmhouse in Mount Snow' on 120 Acres!

Find vacation rentals that suit your style

Top Windham County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Find out more about Windham County

Windham County Cottages information

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