Condo Rentals in Cheshire County

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Top Cities in Cheshire County

Our top choices for Cheshire County condo rentals

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

Seasons On Mount Snow - Ski-in/Ski-out
Dover
9.8 out of 10, Exceptional, (189 reviews)
"Wonderful host, excellent property and amenities! Had a fantastic stay!"
United States
Eric W.
Seasons On Mount Snow - Ski-in/Ski-out

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, (9 reviews)
"The host is so helpful and responsive. The location is excellent for access to Mount Snow, you can walk right to the main lodge. I definitely recommend staying here for a ski weekend!"
United States
Jillian A.
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

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)
"Great location. Plenty of room. And clean. Had a blast. "
United States
Gregory L.
Perfect for family getaway, across from Mount Snow Mountain- Sleeps up to 12!

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)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is SAR 1,126
SAR 2,040 total
includes taxes & fees
14 Jun - 15 Jun
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Walk to Mount Snow, Cozy, Clean and Comfortable!

Walk to Mount Snow, Cozy, Clean and Comfortable!
West Dover
9.6 out of 10, Exceptional, (44 reviews)
"Great place! Host is very friendly and responsive! Will definitely stay again! "
United States
Halyna
Walk to Mount Snow, Cozy, Clean and Comfortable!

Charming 1-bedroom condo in delightful Dover

Charming 1-bedroom condo in delightful Dover
Dover
9.4 out of 10, Exceptional, (9 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

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

Condo < 1mi. from Mt. Snow / Free Shuttle

Condo < 1mi. from Mt. Snow / Free Shuttle
West Dover
9.8 out of 10, Exceptional, (14 reviews)
"Ron has a great condo, very well kept unbelievably convenient to the mountain and great communication from the host. Would definitely stay again."
United States
Adam F.
Condo < 1mi. from Mt. Snow / Free Shuttle

Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub

Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub
West Dover
8.8 out of 10, Excellent, (10 reviews)
"The condo is very cute and comfortable. Check in and check out are very easy. The shuttle takes you to and from the ski resort. Was a perfect getaway."
United States
Suzanne M.
Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub

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, (8 reviews)
"We loved the fireplace and the proximity to the resort"
United States
Micah P.
Cozy 1-bedroom condo in Dover, VT steps away from Mount Snow

3 bedroom Chic condo - Community pool and tennis - 1 Mile to Mount Snow

3 bedroom Chic condo - Community pool and tennis - 1 Mile to Mount Snow
Dover
10.0 out of 10, Exceptional, (6 reviews)
"Great condo, very close to Mount Snow! Good heating and Wi-Fi. Would stay again!"
United States
Aaron A.
3 bedroom Chic condo - Community pool and tennis - 1 Mile to Mount Snow

SnowTree Retreat: Large 2-Bedroom Condo 5 Minute Walk from The Mount Snow Base!

SnowTree Retreat: Large 2-Bedroom Condo 5 Minute Walk from The Mount Snow Base!
West Dover
9.4 out of 10, Exceptional, (3 reviews)
"Host was very kind. Great location to walk to resort! "
United States
Brook T.
SnowTree Retreat: Large 2-Bedroom Condo 5 Minute Walk from The Mount Snow Base!

Trailside Tranquility, new renovations 2025 | Slope-Side at Mount Snow

Trailside Tranquility, new renovations 2025 | Slope-Side at Mount Snow
Dover
10.0 out of 10, Exceptional, (2 reviews)
"We keep coming back to the condos at Seasons for ski weekends, and had another terrific experience. Condo was perfect in terms of layout/amenities/location, and owners are highly responsive. Highly recommend!"
United States
Sean R.
Trailside Tranquility, new renovations 2025 | Slope-Side at 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, (5 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!

Par Paradise | On Haystack Golf Course w/Fireplace

Par Paradise | On Haystack Golf Course w/Fireplace
Wilmington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay! The instructions from the host were very easy to follow. The house is a short drive to Mt. Snow. The house was well stocked with items, making our stay a breeze and enjoyable. The beds were also very comfortable. "
United States
Jamie M.
Par Paradise | On Haystack Golf Course w/Fireplace

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!
Dover
9.8 out of 10, Exceptional, (11 reviews)
"Awesome condo, near to base of Mt. Snow. Very clean, stylish setting, and perfect for our family of four. We can't wait to go back and would stay here again in a minute!"
United States
Erin S.
Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!

Walk to Mt Snow: Cozy West Dover Condo

Walk to Mt Snow: Cozy West Dover Condo
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, great communication and was super easy to deal with, looking forward to staying again"
United States
joseph g.
Walk to Mt Snow: Cozy West Dover Condo

Updated Condo at Base of Mt Snow w Fireplace

Updated Condo at Base of Mt Snow w Fireplace
Dover
9.6 out of 10, Exceptional, (16 reviews)
"Hot water went out during our stay but was repaired promptly."
United States
Paul M.
Updated Condo at Base of Mt Snow w Fireplace

Ski-In/Ski-Out Magic Mountain Condo w/ Deck!

Ski-In/Ski-Out Magic Mountain Condo w/ Deck!
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Cozy condo, great views and the Black Line pub had great atmosphere and food."
United States
Teresa P.
Ski-In/Ski-Out Magic Mountain Condo w/ Deck!

Timber Creek Getaway w/ Fireplace,Sauna&Mtn Views!

Timber Creek Getaway w/ Fireplace,Sauna&Mtn Views!
Dover
10.0 out of 10, Exceptional, (5 reviews)
"Great property and perfect family getaway for a weekend in VT!"
United States
Bryan B.
Timber Creek Getaway w/ Fireplace,Sauna&Mtn Views!
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