Photo by Bruce Altobelli
Search Windham County Cottages
Compare and save
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Top Cities in Windham County
Brattleboro
Our top choices for Windham County cottages
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendlyWilmington
8.6 out of 10, Excellent, (64 reviews)
"Can recommend"
Niklas H.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
The Cairn, 1840s Cozy Stone Cottage, Pet FriendlyChester
10.0 out of 10, Exceptional, (19 reviews)
"The house is absolutely beautiful - Check in super easy"
Dawn J.
Vermont Country Cottage (Near Village)
Vermont Country Cottage (Near Village)Londonderry
9.4 out of 10, Exceptional, (14 reviews)
"Convenient location for the event and places we wanted to visit!"
Joe A.
Rare new Home on Lake Whitingham. Semi-priv beach
Rare new Home on Lake Whitingham. Semi-priv beachWilmington
10.0 out of 10, Exceptional, (6 reviews)
"Very nice place."
michael r.
10.0 out of 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 Skiing & Hiking: Quiet Home in West Wardsboro
Near Skiing & Hiking: Quiet Home in West WardsboroWest Wardsboro
Hiking Trails On-site: Cozy Falls Brook Cabin
Hiking Trails On-site: Cozy Falls Brook CabinBrattleboro
10.0 out of 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
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!Wilmington
10.0 out of 10, Exceptional, (1 review)
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Windham County Hotel Reviews
Inn At Mount Snow
10/10 Excellent
Find out more about Windham County
Windham County Cottages information
Number of reviews | 142 |
|---|---|
Accommodation | 97 Cottages |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
- Cabin Rentals in Newfane
- B&B in Newfane
- Cottages in Newfane
- Newfane Hotels
- Hotels with Restaurants in Newfane
- 4 Star Hotels in Newfane
- Pet-friendly Hotels in Newfane
- 5 Star Hotels in Newfane
- 3 Star Hotels in Newfane
- Cabin Rentals in Brookline
- Brookline Hotels
- Hotels near Townshend State Park
- Townshend Hotels
- Hotels near West Dummerston
- 4 Star Hotels in West Dummerston
- 5 Star Hotels in West Dummerston
- 3 Star Hotels in West Dummerston
- Hotels near The Putney School
- Hotels near The Greenwood School
- Cabin Rentals in East Dover
- Cottages in East Dover
- Chalets in East Dover
- East Dover Hotels
- B&B in Putney
- Cabin Rentals in Putney
- Guest Houses in Putney
- Cottages in Putney
- Motels in Putney
- RV Parks in Putney
- Vacation Homes in Putney
- Resorts in Putney
- Hotels near Hidden Springs Maple
- Hotels near Vermont Weaving School
- Putney Hotels
- Pet-friendly Hotels in Putney
- Cheap Hotels in Putney
- Ski Hotels in Putney
- 5 Star Hotels in Putney
- Historic Hotels in Putney
- Hotels with Balconies in Putney
- Family Hotels in Putney
- Hotels with Free Parking in Putney
- Hotels near Yellow Barn
- Cabin Rentals in West Townshend
- Resorts in West Townshend
- Chalets in West Townshend
- B&B in West Townshend
- Motels in West Townshend
- Hotels near Landmark College
- Cabin Rentals in Wardsboro
- Guest Houses in Wardsboro
- Cottages in Wardsboro
- West Townshend Hotels
- Hotels with a Pool in West Townshend
- Romantic Hotels in West Townshend
- Honeymoon Resorts & in West Townshend
- Wardsboro Hotels
- 5 Star Hotels in Wardsboro
- 4 Star Hotels in Wardsboro
- 3 Star Hotels in Wardsboro
- Hotels near Brattleboro Country Club
- Hotels near Brattleboro Bowl
- Hotels near Harlow's
- B&B in Marlboro
- Car rentals near Newfane
- Car rentals near Brookline
- Car rentals near Townshend
- Car rentals near West Dummerston
- Car rentals near East Dover
- Car rentals near Putney
- Car rentals near East Jamaica
- Car rentals near West Townshend
- Car rentals near West Townshend
- Car rentals near Wardsboro
- Car rentals near Harlow's