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In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Top Cities in Cheshire County

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Our top choices for Cheshire County condo rentals

An indoor swimming pool with a wooden ceiling and skylights, surrounded by lounge chairs and a sign reading "SEASONS ON MONTLIT SNOW".

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

Seasons On Mount Snow - Ski-in/Ski-out
Dover
9.8 out of 10, Exceptional, (205 reviews)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out
An outdoor patio area with Adirondack chairs, a stone fire pit, and a grill station.

2. 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
9.8 out of 10, Exceptional, (80 reviews)
"Great location, quiet, cozy and beautiful."
United States
Shayne
Clean Ski in ski out condo located at Seasons on Mt. Snow.
A modern kitchen with white cabinetry, a microwave, a toaster, and a dishwasher.

3. Third-floor slopeside condo with balcony and fireplace, walk to Mount Snow

Third-floor slopeside condo with balcony and fireplace, walk to Mount Snow
Dover
9.0 out of 10, Wonderful, (24 reviews)
"Great location"
United States
Mark A.
Third-floor slopeside condo with balcony and fireplace, walk to Mount Snow
A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

4. 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, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
$260 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A large indoor swimming pool with a wooden ceiling and large windows.

5. Mount snow ski on ski off at Seasons

Mount snow ski on ski off at Seasons
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Host was responsive and very pleasant to deal with"
United States
Mark L.
Mount snow ski on ski off at Seasons
A wooden sauna with benches and frosted glass panels.

6. Mount Snow Resort condo with indoor pool, under a half mile to Timber Creek

Mount Snow Resort condo with indoor pool, under a half mile to Timber Creek
Dover
8.0 out of 10, Very good, (4 reviews)
"Nice place"
United States
Unspecified U.
Mount Snow Resort condo with indoor pool, under a half mile to Timber Creek
A swimming pool with lounge chairs and umbrellas, surrounded by trees and stone walls.

7. Cavendish townhouse with two-story ceilings, wooded balcony and sauna access

Cavendish townhouse with two-story ceilings, wooded balcony and sauna access
Proctorsville
9.0 out of 10, Wonderful, (16 reviews)
"Very Nice place "
United States
Anonymous traveler
Cavendish townhouse with two-story ceilings, wooded balcony and sauna access
An outdoor patio with a stone barbecue grill, white outdoor furniture, and a view of the surrounding landscape.

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

Cozy ski-in/ski-out condo on Mount Snow w/fireplace
Dover
9.8 out of 10, Exceptional, (30 reviews)
"Great property and location"
United States
Robert H.
Cozy ski-in/ski-out condo on Mount Snow w/fireplace
A covered porch with a wooden table and wicker chairs, a vase with flowers, and large windows.

9. 9 Mi to Wachusett Mtn! Family Base w/ Porch

9 Mi to Wachusett Mtn! Family Base w/ Porch
Fitchburg
9 Mi to Wachusett Mtn! Family Base w/ Porch
A spacious living room with a fireplace, comfortable seating, and a large window overlooking a basketball court.

10. 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
An indoor swimming pool with clear water, surrounded by wooden walls and large windows.

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

Condo < 1mi. from Mt. Snow / Free Shuttle
West Dover
9.8 out of 10, Exceptional, (21 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
A two-story building with a modern design, surrounded by trees and covered in snow.

12. Charming 2-bedroom ski in/ski out condo on Mt. Snow with fitness, pool, WiFi

Charming 2-bedroom ski in/ski out condo on Mt. Snow with fitness, pool, WiFi
Dover
10.0 out of 10, Exceptional, (1 review)
"Excellent location, great communication with the host, outstanding amenities inside and outside of the unit. Will return in the future."
United States
Edward N.
Charming 2-bedroom ski in/ski out condo on Mt. Snow with fitness, pool, WiFi
A modern living room with a wooden dining table, a sofa, and a kitchen area with a TV and coffee machine.

13. 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)
"Great location close to the slopes"
United States
John T.
Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!
A cozy living room with a stone fireplace, a television, a sofa, and a chandelier.

14. Freshly renovated condo near the Mount Snow base with shuttle and pool

Freshly renovated condo near the Mount Snow base with shuttle and pool
Dover
Freshly renovated condo near the Mount Snow base with shuttle and pool
A house with a snow-covered roof and icicles hanging from the eaves.

15. 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
Brand New Amenity Center

16. The Slope Side Lodge, Ski off w/ Fireplace!

The Slope Side Lodge, Ski off w/ Fireplace!
Dover
10.0 out of 10, Exceptional, (5 reviews)
"Very nice apartment. We had a wonderful time. "
United States
Chris T.
The Slope Side Lodge, Ski off w/ Fireplace!
A room with a large window offering a mountain view, a sofa, a bench, and a TV on a cabinet.

17. 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!
A spacious living area with a fireplace, wooden flooring, a TV mounted on the wall, and a kitchen in the background.

18. 1 Mile to Mount Snow - Moover Stop - 3 Bedroom Chic Condo

1 Mile to Mount Snow - Moover Stop - 3 Bedroom Chic Condo
Dover
10.0 out of 10, Exceptional, (6 reviews)
"Perfect spot for our family getaway ski trip! Host and accommodations were excellent!"
United States
Steven M.
1 Mile to Mount Snow - Moover Stop - 3 Bedroom Chic Condo
A spacious living area with a stone fireplace, a sofa, a coffee table, and a dining area with chairs.

19. Multi-level condo between Dover and Wilmington with balcony and fireplace

Multi-level condo between Dover and Wilmington with balcony and fireplace
Wilmington
9.6 out of 10, Exceptional, (5 reviews)
"Great condo in a great location"
United States
tom g.
Multi-level condo between Dover and Wilmington with balcony and fireplace
A balcony with two Adirondack chairs, a wooden railing, and a view of a snowy mountain range.

20. Walk to Mount Snow Resort: Unit w/ Pool & Hot Tubs

Walk to Mount Snow Resort: Unit w/ Pool & Hot Tubs
Dover
8.0 out of 10, Very good, (3 reviews)
"Great place to stay near the slopes. It had everything we needed except for a coffee maker. We really enjoyed the pool and hot tub after skiing. Highly recommend. "
United States
Karen R.
Walk to Mount Snow Resort: Unit w/ Pool & Hot Tubs
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

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

8/10 Good
"Very cute and cozy place next to Mt. Snow. No staff while we were there but check in was easy. Loved the shared spaces! Room was small, but great otherwise!"
Amy 1-night trip
Posted 4 hours ago
Hideaway Inn Mt. Snow

Find out more about Cheshire County

Cheshire County Condo Rentals information

Number of reviews
450
Accommodation
126 Condo Rentals
Lowest Price
$294
Highest Price
$294

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