A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

Search Chesterfield Cottage Rentals from CA $486

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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 Chesterfield cottages

House (2 Bedrooms) | Interior

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
The price is CA $254
CA $577 total
includes taxes & fees
Aug 5 - Aug 6
Hiking Trails On-site: Cozy Falls Brook Cabin
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
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
The price is CA $393
CA $486 total
includes taxes & fees
Aug 2 - Aug 3
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.
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Top Chesterfield Hotel Reviews

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Room was modern and clean. Actually this is the first clean hotel I found in Keene so far, and I checked few ..."
Dominik 1-night trip
Posted 1 hour ago
Courtyard by Marriott Keene Downtown

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
9
Accommodation
63 Cottages
Lowest Price
CA $486
Highest Price
CA $577

Frequently asked questions

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Reserving a cottage in Chesterfield is as easy as clicking on your travel dates and selecting your ideal place for a getaway in nature. From luxurious retreats to inexpensive stays and cottages that come with amenities like a kitchenette, Expedia has something for all traveler styles. As for epic deals? We've got them too!
How can I find cheap cottages in Chesterfield?
With Expedia's useful filter tool, comparing cheap cottages in Chesterfield is a cinch. To discover accommodations that'll make your hip pocket happy, narrow down your search by budget, star rating and amenities.
What is there to do in Chesterfield near my cottage?
Once you've settled into your hotel, set out and explore the incredible things Chesterfield has for you to experience. Asbury United Methodist Church is a popular attraction to add to your to-do list.

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