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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Windham cottages

House (2 Bedrooms) | Interior

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

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
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 ❤️"
United States
sarah
$377 nightly
The price is $411
Aug 5 - Aug 6
Total with taxes and fees
Hiking Trails On-site: Cozy Falls Brook Cabin
Exterior

2. 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.
$543 nightly
The price is $608
Aug 3 - Aug 4
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
Exterior

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
$438 nightly
The price is $495
Aug 25 - Aug 26
Total with taxes and fees
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
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
$284 nightly
The price is $308
Aug 2 - Aug 3
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
House (3 Bedrooms) | Interior

5. 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!
House (2 Bedrooms) | Interior

6. 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 3 - Aug 4
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
House (4 Bedrooms) | Interior

7. 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 2 - Aug 3
Total with taxes and fees
3 Mi to Mount Snow: Spacious West Dover Home
House (5 Bedrooms) | Interior

8. 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 1 - Aug 2
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

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Nice property, well maintained and friendly staff. It would be nice to have coffee more prominently featured (and a snack or two?)"
sara 1-night trip
Posted 17 hours ago
Riverside Hotel, an Ascend Collection Hotel

Find out more about Windham

Windham Cottages information

Number of reviews
1
Accommodation
154 Cottages
Lowest Price
$411
Highest Price
$1,915

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