Search Condo Rentals in Chesterfield
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 10 Condo Rentals in Chesterfield with updated reviews, rates, and availability.

Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow
Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow
9.8 out of 10, Exceptional, (94)

3-story mountain condo with deck, balcony, shuttle to slopes, fireplace, & W/D
3-story mountain condo with deck, balcony, shuttle to slopes, fireplace, & W/D
10.0 out of 10, Exceptional, (3)

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
8.8 out of 10, Excellent, (3)

Minutes from Mount Snow Quaint 2 bedroom condo with Loft at Dover Green
Minutes from Mount Snow Quaint 2 bedroom condo with Loft at Dover Green
9.0 out of 10, Wonderful, (2)

Cozy condo w/ wood-burning fireplace, deck, wifi, w/d, bus route, TVs, cable
Cozy condo w/ wood-burning fireplace, deck, wifi, w/d, bus route, TVs, cable

Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding.
Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding.
9.8 out of 10, Exceptional, (39)

Woodsy Wilmington Condo 7 Mi to Mount Snow!
Woodsy Wilmington Condo 7 Mi to Mount Snow!
8.0 out of 10, Very Good, (1)

Cozy Vermont Getaway Near Slopes, Hikes & Bites!
Cozy Vermont Getaway Near Slopes, Hikes & Bites!
10.0 out of 10, Exceptional, (2)
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
Other property types in Chesterfield

The Jelly Mill-A River Retreat
The Jelly Mill-A River Retreat
10.0 out of 10, Exceptional, (45)

Cozy Home Near Downtown, Shops, and Restaurants.
Cozy Home Near Downtown, Shops, and Restaurants.
10.0 out of 10, Exceptional, (3)
The price is AED 1,102
AED 1,909 total
includes taxes & fees
3 Apr - 4 Apr

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (34)
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.
Recent reviews of Chesterfield hotels
Recent reviews of Chesterfield hotels

The Putney Inn
5/5 Excellent
"My stay was good, the only thing I did not like was the windows not having curtains despite them being higher up. I did not feel comfortable enough to take a shower. It was very awkward having a window in the bathroom, let alone not having a curtain to close. "
A verified traveler stayed at The Putney Inn
Posted 4 days ago