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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, (94)
"This place was excellent! Clean accommodating, wonderful communication and a fantastic location! Thank you host. You’ve been great."
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.
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Other property types in Chesterfield

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (45)
"The Jelly Mill is a lovely, welcoming cottage in the S. VT town of Guilford, nestled in the hills below the bigger town of Brattleboro. The location feels 'out of the way' - no big roads (or even paved roads), stores, 'hustle or bustle' anywhere close by - but Brattleboro has all that stuff and is only 20-30 minutes away. For 'last minute' items a charming, smaller grocery / sandwich shop is closer by. The property itself is very clean, with an up to date kitchen and glitch-free speedy Wi-Fi...
The Jelly Mill-A River Retreat

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
3 Apr - 4 Apr
Cozy Home Near Downtown, Shops, and Restaurants.

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

10.0 out of 10, Exceptional, (34)
"Thank you so much for making our little relaxing honeymoon so special. The place was even better than the photos!! My dogs loved going out for walks around the area while my wife was able to unplug and FINALLY relax a bit. Thank you again!!"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
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.

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