Search Condos Rentals in Chesterfield from CA $125

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Browse Select Chesterfield Condo Rentals

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!"
The price is CA $177
CA $293 total
includes taxes & fees
Jun 29 - Jun 30
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.

The price is CA $338
CA $501 total
includes taxes & fees
Jun 28 - Jun 29
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

9.2 out of 10, Wonderful, (14)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is CA $330
CA $571 total
includes taxes & fees
Jun 29 - Jun 30
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, (150)
"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."
The price is CA $274
CA $297 total
includes taxes & fees
Jul 1 - Jul 2
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, (1001)
"Great check in experience and clean, comfortable rooms. "
The price is CA $202
CA $219 total
includes taxes & fees
Jul 6 - Jul 7
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, (722)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is CA $194
CA $210 total
includes taxes & fees
Jul 3 - Jul 4
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. "
The Burrell House
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (308)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is CA $202
CA $219 total
includes taxes & fees
Jul 13 - Jul 14
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
Standard Room, 1 King Bed

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (847)
"The hotel receptionist was very pleasant and helpful. "
The price is CA $158
CA $172 total
includes taxes & fees
Jul 3 - Jul 4
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."
The price is CA $483
CA $799 total
includes taxes & fees
Jun 30 - Jul 1
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. "
The price is CA $125
CA $136 total
includes taxes & fees
Jun 29 - Jun 30
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. "
The price is CA $192
CA $203 total
includes taxes & fees
Jun 30 - Jul 1
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...
The price is CA $375
CA $459 total
includes taxes & fees
Jun 30 - Jul 1
Owl's Nest Treehouse
Every Arrival Feels Like an exhale: Spacious 5-bedroom estate
Interior

Every Arrival Feels Like an exhale: Spacious 5-bedroom estate

The price is CA $1,037
CA $1,664 total
includes taxes & fees
Jul 4 - Jul 5
Every Arrival Feels Like an exhale: Spacious 5-bedroom estate
Large Farmhouse with expansive views, firepit 15 min north of Keene
Interior

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

The price is CA $333
CA $407 total
includes taxes & fees
Jun 29 - Jun 30
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, (4)
"We had a magical time at the yurt! Very sweet and rustic but comfortable. Great secluded location but close enough to restaurants and Brattleboro. We will definitely be back. "
The price is CA $189
CA $276 total
includes taxes & fees
Jun 29 - Jun 30
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. "
The price is CA $304
CA $372 total
includes taxes & fees
Jun 30 - Jul 1
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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 ."
The price is CA $353
CA $432 total
includes taxes & fees
Jul 8 - Jul 9
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful location and property"
The price is CA $227
CA $247 total
includes taxes & fees
Jun 30 - Jul 1
Inn at Valley Farms
The Inn At Crumpin Fox
Terrace/patio

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (299)
"Quiet clean hotel with no real amenities, but that can be a good thing. "
The price is CA $259
CA $290 total
includes taxes & fees
Jun 29 - Jun 30
The Inn At Crumpin Fox
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.