Windham County Cottages
Vermont
United States of America
Cottages
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The West Dummerston Covered Bridge is a historic covered bridge spanning the West River in Dummerston, Vermont, between Vermont Route 30 and Camp Arden Road.

Cottages in Windham County

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Top Cities in Windham County

Bellows Falls

Our top choices for Windham County cottages

Cottage in Wilmington

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

8.6 out of 10, Excellent, (64 reviews)

8.6/10

Excellent

(64 reviews)

"Can recommend"

Niklas H.

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

3 bedrooms, iron/ironing board, free WiFi, bed sheets

Cottage in Chester

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"The house is absolutely beautiful - Check in super easy"

Dawn J.

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Cottage in Londonderry

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (14 reviews)

9.4/10

Exceptional

(14 reviews)

"Convenient location for the event and places we wanted to visit!"

Joe A.

Vermont Country Cottage (Near Village)

Cottage in Wilmington

Rare new Home on Lake Whitingham. Semi-priv beach

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Very nice place."

michael r.

Rare new Home on Lake Whitingham. Semi-priv beach

Cottage in Wilmington

Near Hiking & Skiing: Home in Wilmington!

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."

Donna

Near Hiking & Skiing: Home in Wilmington!

Cottage in West Wardsboro

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property

Near Skiing & Hiking: Quiet Home in West Wardsboro

Cottage in Brattleboro

Hiking Trails On-site: Cozy Falls Brook Cabin

3.0 star property

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"

sarah

Hiking Trails On-site: Cozy Falls Brook Cabin

Cottage in Wilmington

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

Cottage in Wardsboro

'mount Pine' Winter Retreat Near the Green Mtns!

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."

Alexander

'mount Pine' Winter Retreat Near the Green Mtns!

Cottage in Whitingham

Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

3.0 star property

Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

Cottage in Wilmington

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great location and awesome house. Owners were easy to communicate with. "

Anonymous traveller

Wilmington Retreat Near Trails, Skiing & Festivals

Cottage in Jacksonville

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

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "

Jeffrey

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

Cottage in Vernon

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

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."

gloria

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

Cottage in Putney

Charming Putney Home: Porch, Grill & Hiking Trails

3.0 star property

Charming Putney Home: Porch, Grill & Hiking Trails

Cottage in Wilmington

2 Mi to Golfing & Hiking: Spacious Wilmington Home

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"This place was absolutely perfect, very clean and very well taken care of."

Charles

2 Mi to Golfing & Hiking: Spacious Wilmington Home

1 bedroom, desk, iron/ironing board, free WiFi

Cottage in Newfane

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

9.6 out of 10, Exceptional, (68 reviews)

9.6/10

Exceptional

(68 reviews)

"I was a solo traveler because my companion had to change plans, so I had the benefit of complete piece of mind at this place, and more room than I needed. It really is a beautiful place with a nice view. Very quiet and peaceful, it was a nice location to get away from the city. Only 4 minutes from Rock River, so that was a nice bonus. I'm looking forward to returning here in the future for sure "

John W.

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

Cottage in Wilmington

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property

Wilmington Vacation Rental Near Hiking and Skiing!

Cottage in West Dover

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

Cottage in Wilmington

Hike, Ski & Relax: Renovated Retreat in Wilmington

3.0 star property

Hike, Ski & Relax: Renovated Retreat in Wilmington

Cottage in Londonderry

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property

Londonderry Chalet w/ Deck, Fire Pit & Views!

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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