Search Condo Rentals in Chesterfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    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

9.8 out of 10, Exceptional, (95)
"We had a great time staying at the property. Location was great; short walk doable even for a 4 year old in ski boots to the stairs that take you to the Seasons Pass trial. The condo was clean, spacious and comfortable. The kitchen was well stocked with cookware. Laundry was in unit, which was helpful with kids in tow. Check in was a breeze."
Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow

3-story mountain condo with deck, balcony, shuttle to slopes, fireplace, & W/D

10.0 out of 10, Exceptional, (3)
"Great stay while visiting mount snow. Plenty of room for the whole family. Everything worked as expected, would love to stay again!"
3-story mountain condo with deck, balcony, shuttle to slopes, fireplace, & W/D

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

8.8 out of 10, Excellent, (3)
"We had a great time at this home for our 3-day ski getaway with our 4 children. The home was clean and well stocked and the property manager super responsive with anything we needed! Mt. Snow is right up the road so the location was very convenient as well. We hope to be back next year!"
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Minutes from Mount Snow Quaint 2 bedroom condo with Loft at Dover Green

9.0 out of 10, Wonderful, (2)
"Place was nice and clean, everything was provided. We had one little hiccup with the hot water, but that was corrected fast by the property manager. Everything else was great."
Minutes from Mount Snow Quaint 2 bedroom condo with Loft at Dover Green

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

2.0 star property
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.

9.8 out of 10, Exceptional, (39)
"We got lucky this property was available for our dates. Stephen was a great host. Quick to respond. For a 2 bedroom condo this was so spacious. It was only 3 of us so it fit our needs perfectly. Kitchen was fully stocked. Just make sure to bring your own sheets and towels. Carinthia area is always less crowded so being able to ski in and come home for lunch without lugging all our equipment through the parking lot was awesome. We'll be back!"
Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding.

Woodsy Wilmington Condo 7 Mi to Mount Snow!

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

Cozy Vermont Getaway Near Slopes, Hikes & Bites!

10.0 out of 10, Exceptional, (2)
"Small and cozy getaway! We absolutely loved it!"
Cozy Vermont Getaway Near Slopes, Hikes & Bites!

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.
Don't see what you're looking for?
See all available properties in Chesterfield
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

10.0 out of 10, Exceptional, (46)
"Stayed for sugar season. Spring thaw makes river road a bit sketch but place and hosts were great! Will b back. "
The Jelly Mill-A River Retreat

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (35)
"We were more than impressed by this property, and surpised by the total freedom from other people on the lands. We loved staying at this charming property that is rustic and thoughtfully decorated. The views are amazing and the place is completely quiet. There is a long driveway up from the 'main road', which is really a very lightly traveled road anyway. We enjoyed the silence, and the bucolic views and lifestyle. It was late winter and there was snow on the ground when we arrived, but the...
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,102
AED 1,909 total
includes taxes & fees
21 Apr - 22 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
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.

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.