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Search and Rent West Chesterfield Condos

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Our top choices for West Chesterfield condo rentals

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (633)
"Clean room, beautiful location"
United States
Marcie
$161 nightly
The price is $175
Jan 6 - Jan 7, 2026
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel

Bed & Breakfast in West Chesterfield

Chesterfield Inn
4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$307 nightly
The price is $334
Jan 13 - Jan 14, 2026
Total with taxes and fees
Chesterfield Inn

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
9.6 out of 10, Exceptional, (11)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
$155 nightly
The price is $171
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hideaway Inn Mt. Snow

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
8.6 out of 10, Excellent, (750)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
$125 nightly
The price is $138
Jan 3 - Jan 4, 2026
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
7.6 out of 10, Good, (1000)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
$86 nightly
The price is $95
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Covered Bridge Inn

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (345)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
$141 nightly
The price is $158
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Inn At Crumpin Fox

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
8.2 out of 10, Very Good, (930)
"Good breakfast, great staff and very good location "
United States
Valdeci
$147 nightly
The price is $161
Jan 16 - Jan 17, 2026
Total with taxes and fees
Hampton Inn Brattleboro

Bed & Breakfast in Bellows Falls

Harvest Barn Inn
3.0 star property
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
$141 nightly
The price is $154
Jan 3 - Jan 4, 2026
Total with taxes and fees
Harvest Barn Inn

Motel in Putney

The Putney Inn
2.5 star property
8.4 out of 10, Very Good, (1000)
"The room was okay for a quick stop to rest. "
United States
Janice
$75 nightly
The price is $83
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Putney Inn

Bed & Breakfast in Newfane

Four Columns Inn
4.0 star property
9.8 out of 10, Exceptional, (16)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
$129 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
Four Columns Inn

Bed & Breakfast in Keene

The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
$123 nightly
The price is $134
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Carriage Barn Inn

Bed & Breakfast in Brattleboro

The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
$128 nightly
The price is $141
Jan 20 - Jan 21, 2026
Total with taxes and fees
The One Cat B&B

The White House Inn

The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (268)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
$184 nightly
The price is $202
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White House Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
$129 nightly
The price is $140
Jan 1 - Jan 2, 2026
Total with taxes and fees
Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
8.4 out of 10, Very Good, (971)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
$114 nightly
The price is $124
Jan 1 - Jan 2, 2026
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
$180 nightly
The price is $195
Jan 6 - Jan 7, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Keene Downtown

Bed & Breakfast in Brattleboro

Colonel Williams Inn
3.0 star property
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
$143 nightly
The price is $158
Jan 14 - Jan 15, 2026
Total with taxes and fees
Colonel Williams Inn

Latchis Hotel

Latchis Hotel
2.5 star property
8.4 out of 10, Very Good, (840)
"Great stay"
United States
Jason
$118 nightly
The price is $130
Jan 6 - Jan 7, 2026
Total with taxes and fees
Latchis Hotel

Guesthouse in Keene

The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
$131 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Burrell House

Black Mountain Inn

Black Mountain Inn
2.0 star property
7.4 out of 10, Good, (476)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
$108 nightly
The price is $119
Jan 2 - Jan 3, 2026
Total with taxes and fees
Black Mountain Inn
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Top West Chesterfield Hotel Reviews

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West Chesterfield Condo Rentals information

Number of reviews
9,972
Accommodation
99 Condo Rentals
Lowest Price
$83
Highest Price
$334

Frequently asked questions

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What is there to do in West Chesterfield near my condo?
The most useful travel accessory is a well-thought-out travel plan. Actors Theatre Playhouse is a terrific place to start your adventures in West Chesterfield.

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