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Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
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Jul 18 - Jul 20
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Aug 15 - Aug 17

Condo Rentals in Chesterfield

We don't have any properties that match your exact search

Recommended hotels in Chesterfield

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

10.0 out of 10, Exceptional, (13)
"What an absolutely charming place!! It was so lovely staying here. This place is exactly what we wanted... a little weekend escape not too far from home, nestled in the woods. Absolutely beautiful. The hosts were so kind, too!"
$174 nightly
The price is $189
Jun 23 - Jun 24
Total includes taxes and fees
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Entire private apartment suite in home with own entrance, views and private gym.
Interior

Entire private apartment suite in home with own entrance, views and private gym.

$335 nightly
The price is $363
Jun 21 - Jun 22
Total includes taxes and fees
Entire private apartment suite in home with own entrance, views and private gym.
Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (12)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
$393 nightly
The price is $426
Jul 1 - Jul 2
Total includes taxes and fees
Downtown Hot Tub Escape
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (149)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
$172 nightly
The price is $187
Jun 22 - Jun 23
Total includes taxes and fees
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great check in experience and clean, comfortable rooms. "
$148 nightly
The price is $161
Jul 1 - Jul 2
Total includes taxes and fees
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (719)
"We had a lovely stay. Decent breakfast, clean facilities. "
$142 nightly
The price is $154
Jun 29 - Jun 30
Total includes taxes and fees
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (130)
"Well maintained property with beautifully decorated rooms. "
$154 nightly
The price is $168
Jun 23 - Jun 24
Total includes taxes and fees
The Burrell House
Charming 2-bedroom apartment in Keene with WiFi and AC
Smart TV

Charming 2-bedroom apartment in Keene with WiFi and AC

$502 nightly
The price is $545
Jun 22 - Jun 23
Total includes taxes and fees
Charming 2-bedroom apartment in Keene with WiFi and AC
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1000)
"very nice and restaurant was awesome "
$134 nightly
The price is $145
Jun 22 - Jun 23
Total includes taxes and fees
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (307)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
$148 nightly
The price is $160
Jun 29 - Jun 30
Total includes taxes and fees
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
Standard Room, 1 King Bed | In-room safe, desk, iron/ironing board, free cribs/infant beds

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (843)
"The hotel receptionist was very pleasant and helpful. "
$116 nightly
The price is $126
Jun 26 - Jun 27
Total includes taxes and fees
Keene Elm City Hotel, Ascend Hotel Collection
Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Online info was accurate. Nice spot to rent with family."
$540 nightly
The price is $586
Jun 23 - Jun 24
Total includes taxes and fees
Cozy Home Near Downtown, Shops, and Restaurants.
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1000)
"Convenient to places to eat in shopping, easy to find. Friendly staff, easy check in. Decent shape of the building and clean in the rooms. "
$89 nightly
The price is $97
Jun 30 - Jul 1
Total includes taxes and fees
Days Inn by Wyndham Keene NH
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (153)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
$151 nightly
The price is $160
Jun 22 - Jun 23
Total includes taxes and fees
Centennial House
Owl's Nest Treehouse
Outdoor dining

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (3)
"Treehouse was just as the pictures and description portray. It was clean, quiet and peaceful. My wife and I stayed at the Owl's Nest Treehouse for just a quick one night get away. It was the perfect spot for some quiet time alone and a soak in the hot tub. The check in process was as simple as it gets, and the owners were very responsive to the few questions we asked. For dinner we went to Springfield VT (about a 30 min drive). You can probably find something a little closer, but Alstead...
$310 nightly
The price is $336
Jun 22 - Jun 23
Total includes taxes and fees
Owl's Nest Treehouse
Large Farmhouse with expansive views, firepit 15 min north of Keene
Interior

Large Farmhouse with expansive views, firepit 15 min north of Keene

$275 nightly
The price is $298
Jun 22 - Jun 23
Total includes taxes and fees
Large Farmhouse with expansive views, firepit 15 min north of Keene
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Property grounds

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

10.0 out of 10, Exceptional, (3)
"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"
$177 nightly
The price is $192
Jun 24 - Jun 25
Total includes taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
TV, books

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

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
$251 nightly
The price is $272
Jun 22 - Jun 23
Total includes taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Entire Farmhouse with lots of open space 15 min north of Keene
Exterior detail

Entire Farmhouse with lots of open space 15 min north of Keene

10.0 out of 10, Exceptional, (35)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
$279 nightly
The price is $303
Jun 22 - Jun 23
Total includes taxes and fees
Entire Farmhouse with lots of open space 15 min north of Keene
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
3 bedrooms

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

10.0 out of 10, Exceptional, (4)
"Though the living quarters are cramped , they are clean, warm and cozy with everything you need . Great place for a small family to hunker down . They would benefit from a lager sofa or an easy chair to make living are more comfortable and invest in a sturdier kitchen table ."
$251 nightly
The price is $272
Jun 22 - Jun 23
Total includes taxes and fees
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
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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Frequently asked questions

Why book your condo in Chesterfield with Expedia?
Booking a condo in Chesterfield is as easy as working out your travel dates and choosing an option that suits your style. Looking for something budget friendly or upmarket, or a stay that also features a kitchen and laundry? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Chesterfield?
With Expedia's user-friendly filter tool, booking cheap condos in Chesterfield is a cinch. To find properties that'll make your wallet happy, narrow down your search by amenities, budget and star rating.
What is there to do in Chesterfield near my condo?
If you're ready to explore the sights of Chesterfield, make tracks to Asbury United Methodist Church. It's a winner with visitors and locals alike.