Search Windham Cottages

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Cottages in Windham

Exterior
Terrific 3-bedroom cottage with AC in charming Cavendish
Terrific 3-bedroom cottage with AC in charming Cavendish
$423 nightly
The price is $474
Nov 10 - Nov 11
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
TV, books
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
10.0 out of 10, Exceptional, (8)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
United States
Evan C.
$231 nightly
The price is $250
Oct 27 - Oct 28
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"Everyone was friendly from front desk to restaurant staff and even the staff painting the elevator. Pablo at the front desk and Emma at the Spa especially stood out."
Vivian 1-night trip
Posted 1 day ago
The Equinox Golf Resort & Spa

Find out more about Windham

Windham Cottages information

Number of reviews
7
Accommodation
135 Cottages
Lowest Price
$250
Highest Price
$474

Frequently asked questions

Why book your cottage in Windham with Expedia?
Expedia has some excellent cottages in Windham, so start packing your bags for a memorable vacay close to nature. If you need to stick to a budget, choose how much you'd like to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your plans or style of travel.
How can I find cheap cottages in Windham?
Expedia is here to help you track down cheap cottages in Windham. To discover a terrific stay in a few clicks, try out our handy filter tool to tailor your search results by amenities, star rating and budget.

Explore a world of travel with Expedia