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Search Condos Rentals in Cheshire County from CA $408

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Top Cities in Cheshire County

A street with historic buildings, a church steeple, and autumn foliage.
Condo RentalsCondo Rentals

Keene

Keene

Our top choices for Cheshire County condo rentals

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

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

Condo < 1mi. from Mt. Snow / Free Shuttle
West Dover
9.8 out of 10, Exceptional, (18 reviews)
"This place was right across from Mt.Snow with a shuttle readily available for convenience. Condo was very nice and easy to get to. Definitely a great place to stay for ski trips"
United States
Daniel B.
Condo < 1mi. from Mt. Snow / Free Shuttle
A calm lake with a wooden boat on the shore.

2. 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)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is CA $125
CA $408 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

3. 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, (24 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 CA $415
CA $753 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A cozy living room with a wooden staircase, a fireplace, a flat-screen TV, and a round coffee table with decorative items.

4. Enjoy Fall Foliage in Renov End Unit Townhouse with Fireplace

Enjoy Fall Foliage in Renov End Unit Townhouse with Fireplace
Dover
9.6 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Allie J.
Enjoy Fall Foliage in Renov End Unit Townhouse with Fireplace
A modern living room with a fireplace, a flat-screen TV, and a dining area set for two.

5. Slopeside condo - walk to the lift

Slopeside condo - walk to the lift
Dover
9.8 out of 10, Exceptional, (10 reviews)
"The amenities were great and host was very accommodating. "
United States
Alex P.
Slopeside condo - walk to the lift
An indoor swimming pool with a wooden ceiling and skylights, surrounded by lounge chairs and a sign reading "SEASONS ON MONTLIT SNOW".

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

Seasons On Mount Snow - Ski-in/Ski-out
Dover
9.8 out of 10, Exceptional, (200 reviews)
"Carl's place was the perfect weekend getaway! Very clean and comfortable. I would definitely recommend it. We will definitely be back again!"
United States
Roland S.
Seasons On Mount Snow - Ski-in/Ski-out
A wooden sauna with benches and frosted glass panels.

7. Comfortable condo with fireplace, pool, and sauna access - near slopes

Comfortable condo with fireplace, pool, and sauna access - near slopes
Dover
8.0 out of 10, Very good, (3 reviews)
"Nice place"
United States
Unspecified U.
Comfortable condo with fireplace, pool, and sauna access - near slopes
A swimming pool with lounge chairs and umbrellas, surrounded by trees and stone walls.

8. Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Proctorsville
9.0 out of 10, Wonderful, (16 reviews)
"Very Nice place "
United States
Anonymous traveller
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
A pool with clear blue water, two windows with snowy mountain views, and a lifebuoy on the right.

9. 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!
A well-maintained outdoor area with a paved walkway, a gazebo, and a stone fire pit.

10. 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, (29 reviews)
"Great property and location"
United States
Robert H.
Cozy ski-in/ski-out condo on Mount Snow w/fireplace
An outdoor patio area with stone-tiled flooring, wooden chairs, and tables, surrounded by a grassy lawn and trees.

11. 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, (58 reviews)
"Comfortable condo that had everything we needed for our ski vacation. I loved the decor!"
United States
Elizabeth H.
Ski in Ski out Condo at Seasons on Mount Snow Hosted by Dean and Tina
A large indoor swimming pool with a wooden ceiling and large windows.

12. Mount snow ski on ski off at Seasons

Mount snow ski on ski off at Seasons
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Host was responsive and very pleasant to deal with"
United States
Mark L.
Mount snow ski on ski off at Seasons
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!

14. 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!
A sauna with wooden walls and multiple sliding glass doors.

15. 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

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

17. 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)
"Perfect spot for our family getaway ski trip! Host and accommodations were excellent!"
United States
Steven M.
3 bedroom Chic condo - Community pool and tennis - 1 Mile to Mount Snow
A spacious living room with a fireplace, comfortable seating, and a large window overlooking a basketball court.

18. 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
A spacious living area with a fireplace, multiple seating options, and a large window providing a view of the outdoors.

19. 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!
A house with a snow-covered roof and icicles hanging from the eaves.

20. 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
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

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

8/10 Good
"Clean room, helpful staff, great amenities - only thing to improve is in the parking."
Roman 1-night trip
Posted less than an hour ago
Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Cheshire County

Cheshire County Condo Rentals information

Number of reviews
498
Accommodation
128 Condo Rentals
Lowest Price
CA $408
Highest Price
CA $753

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