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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Charlestown cottages

Outdoor dining
Hideaway Cottages, Cottage A

Cottage in New London

Hideaway Cottages, Cottage A
9.6 out of 10, Exceptional, (48)
"Great property great area!"
United States
Mike D.
Hideaway Cottages, Cottage A
Exterior
Brook Road Cabin

Cottage in Goshen

Brook Road Cabin
3.5 star property
7.8 out of 10, Good, (9)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
$282 nightly
The price is $306
Dec 21 - Dec 22
Total with taxes and fees
Brook Road Cabin
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Cottage in Walpole

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
$225 nightly
The price is $244
Dec 21 - Dec 22
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior
Terrific 3-bedroom cottage with AC in charming Cavendish

Cottage in Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
$538 nightly
The price is $603
Dec 21 - Dec 22
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
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 Charlestown Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"Very quit, clea, and comfortable. "
Jeannette 1-night trip
Posted 9 hours ago
The Putney Inn

Find out more about Charlestown

Charlestown Cottages information

Number of reviews
8
Accommodation
100 Cottages
Lowest Price
$244
Highest Price
$603

Frequently asked questions

Why book your cottage in Charlestown with Expedia?
Reserving a cottage in Charlestown is as easy as entering your travel dates and choosing an ideal place for a vacation in the outdoors. From ritzy retreats to affordable properties and cottages that have amenities like a kitchenette, Expedia has something for all traveler styles. As for unbeatable deals? We've got your back!
How can I find cheap cottages in Charlestown?
Expedia is here to help you locate cheap cottages in Charlestown. To reserve your perfect stay in just a few clicks, try out the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Charlestown near my cottage?
After you've settled into your hotel, set out and discover the amazing things Charlestown has to offer. The Fort at No.4 Open Air Museum is a popular attraction to add to your travel itinerary.

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