Condo Rentals in Cheshire County

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Our top choices for Cheshire County condo rentals

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.8 out of 10, Excellent, (36 reviews)
"Great place with great amenities! "
United States
Rachel R.
The price is AED 275
AED 1,126 total
includes taxes & fees
7 Apr - 8 Apr
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out
Dover
9.8 out of 10, Exceptional, (187 reviews)
"Wonderful host, excellent property and amenities! Had a fantastic stay!"
United States
Eric W.
Seasons On Mount Snow - Ski-in/Ski-out

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi
West Dover
Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
Dover
9.4 out of 10, Exceptional, (8 reviews)
"Great location! Communication was excellent."
United States
Frederick T.
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (51 reviews)
"Two miles, four minutes from the slopes, very clean, well supplied and functional. "
United States
Simon V.
The price is AED 331
AED 1,058 total
includes taxes & fees
7 Apr - 8 Apr
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking

Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking
Proctorsville
9.0 out of 10, Wonderful, (7 reviews)
"Clean. Great location."
United States
joe h.
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking

Cozy ski-in/ski-out condo on Mount Snow w/fireplace

Cozy ski-in/ski-out condo on Mount Snow w/fireplace
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Great ski in and out spot!"
United States
Thaddeus
Cozy ski-in/ski-out condo on Mount Snow w/fireplace

Charming 1-bedroom condo in delightful Dover

Charming 1-bedroom condo in delightful Dover
Dover
9.6 out of 10, Exceptional, (8 reviews)
"Great little place! Bed was super comfy and heated bathroom floor was really nice!"
United States
Michelle T.
Charming 1-bedroom condo in delightful Dover

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
Dover
8.6 out of 10, Excellent, (13 reviews)
"We had a great time In this home.. we hope return soon. Everything was great."
United States
Thaina P.
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

Walk to Mt Snow Ski Shuttle! Condo w/ Resort Perks

Walk to Mt Snow Ski Shuttle! Condo w/ Resort Perks
West Dover
9.2 out of 10, Wonderful, (9 reviews)
Walk to Mt Snow Ski Shuttle! Condo w/ Resort Perks

Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer

Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer
Dover
8.8 out of 10, Excellent, (19 reviews)
"Great location for ski lovers"
Canada
Yves
Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer

Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina

Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina
Dover
10.0 out of 10, Exceptional, (53 reviews)
"Very nice place and very good location"
United States
Ramzy S.
Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (23 reviews)
"Amazing place! "
United States
Tara
The price is AED 1,102
AED 1,979 total
includes taxes & fees
28 Mar - 29 Mar
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

True Ski on / Ski off Spacious Condo w/ Fireplace!

True Ski on / Ski off Spacious Condo w/ Fireplace!
Dover
10.0 out of 10, Exceptional, (5 reviews)
"Awesome property that is literally ski on/off. Had a wonderful time in this great location"
United States
Renee Shoshana M.
True Ski on / Ski off Spacious Condo w/ Fireplace!

Seasons Lodge | Trailside Condo w/ Fireplace!

Seasons Lodge | Trailside Condo w/ Fireplace!
Dover
10.0 out of 10, Exceptional, (10 reviews)
"Everything was in great shape. The condo was very clean and the kitchen was well stocked. I would stay here again."
United States
chantel c.
Seasons Lodge | Trailside Condo w/ Fireplace!

Slopeside walk-to-lift condo w/ wood-burning fireplace, patio, washer/dryer

Slopeside walk-to-lift condo w/ wood-burning fireplace, patio, washer/dryer
Dover
9.4 out of 10, Exceptional, (3 reviews)
"Great place to stay!"
United States
Will T.
Slopeside walk-to-lift condo w/ wood-burning fireplace, patio, washer/dryer

Cozy 1-bedroom condo in Dover, VT steps away from Mount Snow

Cozy 1-bedroom condo in Dover, VT steps away from Mount Snow
Dover
10.0 out of 10, Exceptional, (7 reviews)
"The place is very close to Ski resort. Nice place."
United States
Stacy Z.
Cozy 1-bedroom condo in Dover, VT steps away from Mount Snow

Seasons on Mount Snow | Walk Out / Ski Home!

Seasons on Mount Snow | Walk Out / Ski Home!
Dover
9.6 out of 10, Exceptional, (4 reviews)
"Host was great and gave all of the information that we needed well in advance. Condo was very nice and amenities were fantastic. "
United States
Jason G.
Seasons on Mount Snow | Walk Out / Ski Home!

Perfect for family getaway, across from Mount Snow Mountain- Sleeps up to 12!

Perfect for family getaway, across from Mount Snow Mountain- Sleeps up to 12!
Dover
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time stay here. Would highly recommend."
United States
Rob C.
Perfect for family getaway, across from Mount Snow Mountain- Sleeps up to 12!

Clean Ski in ski out condo located at Seasons on Mt. Snow.

Clean Ski in ski out condo located at Seasons on Mt. Snow.
Dover
10.0 out of 10, Exceptional, (71 reviews)
"Great location, very responsive host, nice sports club facility."
United States
Leon
Clean Ski in ski out condo located at Seasons on Mt. Snow.
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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Top Cheshire County Hotel Reviews