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, (92)

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)

4 Mi to Mt Snow Resort: Charming Condo w/ Balcony
4 Mi to Mt Snow Resort: Charming Condo w/ Balcony
10.0 out of 10, Exceptional, (1)

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, (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

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)

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)

Luxury Condo on Mount Snow access Road Sleeps 12
Luxury Condo on Mount Snow access Road Sleeps 12
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

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
8.8 out of 10, Excellent, (45)

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
7.0 out of 10, Good, (14)

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (51)
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

Best Western Plus Keene Hotel
5/5 Excellent
"Lori at the breakfast area is awesome! Happy, helpful & always so kind!!"
A verified traveler stayed at Best Western Plus Keene Hotel
Posted 1 day ago