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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windham cottages

Exterior

1. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
$440 nightly
The price is $497
Aug 11 - Aug 12
Total with taxes and fees
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
House (3 Bedrooms) | Interior

2. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
$395 nightly
The price is $435
Aug 11 - Aug 12
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

3. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$540 nightly
The price is $605
Aug 12 - Aug 13
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
TV, books

4. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
9.6 out of 10, Exceptional, (9 reviews)
"This was a very cute rental in a beautiful part of New Hampshire, but it was much smaller than we imagined."
United States
Kelly
$314 nightly
The price is $341
Aug 10 - Aug 11
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
House (2 Bedrooms) | Interior

5. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
$406 nightly
The price is $447
Aug 12 - Aug 13
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
House (4 Bedrooms) | Interior

6. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
$594 nightly
The price is $653
Aug 10 - Aug 11
Total with taxes and fees
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Interior

7. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
$1,740 nightly
The price is $1,915
Aug 10 - Aug 11
Total with taxes and fees
Luxe Mountain Home w/ Chefs Kitchen & Okemo 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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Top Windham Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Nice, new feeling hotel. Great room, spacious and updated. Hot hot tub and warm pool. Good breakfast with lots of options."
Danielle 1-night trip
Posted 6 hours ago
Hampton Inn Brattleboro

Find out more about Windham

Windham Cottages information

Number of reviews
12
Accommodation
154 Cottages
Lowest Price
$341
Highest Price
$1,915

Frequently asked questions

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