A large rock with carved faces and a river in the background.

Apartments in Cheshire County

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cheshire County apartments

A two-story house with a covered porch, a staircase leading to the upper level, and a well-maintained garden with trees and shrubs.

1. Lakeside Spofford Retreat Near Hiking & Boating!

Lakeside Spofford Retreat Near Hiking & Boating!
3.0 star property
Spofford
Lakeside Spofford Retreat Near Hiking & Boating!
A large, multi-story house with a snow-covered roof and multiple windows, surrounded by trees.

2. Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
4.0 star property
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful four night stay at this great condo! Perfect if you are skiing out of Okemo! The condo was beautiful, clean and the host Bill was so communicative and responded to texts immediately. The gym and spa was also an added bonus! Great time! "
United States
Nipa
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
A spacious attic room with a sloped wooden ceiling, large windows, and a view of the outdoors.

3. Deck, Mountain Views: Colorful Retreat in Vernon!

Deck, Mountain Views: Colorful Retreat in Vernon!
3.0 star property
Vernon
10.0 out of 10, Exceptional, (1 review)
"The property was exquisite, affordable and amazing, me and the family enjoyed everything. Thank you to our host for you professional demeanor and hospitality."
United States
Michael
Deck, Mountain Views: Colorful Retreat in Vernon!
A lakeside view with a red building, trees, and a calm lake.

4. Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!
3.0 star property
Orange
10.0 out of 10, Exceptional, (1 review)
"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an inĖˆcline downhill to carry your kayak. "
United States
Jean
Lakefront Orange Vacation Rental - Pet Friendly!
A residential area with a pathway leading to a sports center sign.

5. Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow!
3.0 star property
West Dover
8.8 out of 10, Excellent, (5 reviews)
"Very clean, close to the mountain. 2 bathrooms is a plus."
United States
Jomel
Comfortable Dover Apartment: Walk to Mt Snow!
A house with a porch and a view of a snow-covered mountain.

6. Snow Mountain Condo: Hot Tub + Shuttle to Resort

Snow Mountain Condo: Hot Tub + Shuttle to Resort
3.0 star property
West Dover
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant booking as this property had no reviews on Expedia. Our stay was outstanding! Everything well stocked in the kitchen. We cooked every day. Pool And hot tub area was amazing, super clean. Property had an entire shed of firewood for use in the fireplace. Super close to Mt Snow! We shall return."
United States
Bryce
Snow Mountain Condo: Hot Tub + Shuttle to Resort
A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

7. Hike, Bike & Ski! Condo Steps to Mount Snow Resort

Hike, Bike & Ski! Condo Steps to Mount Snow Resort
3.5 star property
West Dover
Hike, Bike & Ski! Condo Steps to Mount Snow Resort
A wooden deck with Adirondack chairs, a snow-covered ground, and a view of a lodge with a mountain backdrop.

8. 'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!

'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!
4.0 star property
West Dover
'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!
A rural road sign for Fiddlehead Farm.

9. Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Studio w/ Trail Access ~ 10 Mi to Brattleboro!
3.0 star property
Vernon
10.0 out of 10, Exceptional, (1 review)
"Perfect nature getaway! The small cabin has all of the essentials, great heat and water and excellent WiFi was a bonus. Location is ideal for hiking the local town forest and easy to drive into Brattleboro for local shopping. Very quiet and peaceful neighborhood."
United States
Charlene
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
A kitchen with wooden cabinets, a built-in oven, a ceiling fan, and a window with a view of a house.

10. Cozy Getaway - 10 Miles to Mount Wachusett Skiing!

Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
4.0 star property
Leominster
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
A modern house with a wooden deck, large sliding glass doors leading to a living area with a sofa and a dining table.

11. Brookside Hideaway, Brook Road Inn

Brookside Hideaway, Brook Road Inn
3.5 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
"This is a secret Hidaway. Don't judge a book by its cover. Very cozy, roomy cottage. We were a family of 4 and there was more than enough room. Communication was amazing and is what made our stay easy! Perfect distance to Mount Sunapee. "
United States
melissa
Brookside Hideaway, Brook Road Inn
A modern kitchen with wooden cabinets, a built-in microwave, and a dining area with a wooden table and chairs.

12. Cozy Ski-in/ski-out Condo on Magic Mountain

Cozy Ski-in/ski-out Condo on Magic Mountain
3.0 star property
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"This was an outstanding location. The beds and pillows were insanely comfy and the couch was, too. Rare to find a place that is this comfortable. There was plenty of parking and it was nice and quiet. Hard to imagine a more pleasant stay. Appreciated the text outreach to make sure I had all the information I needed before I arrived, too. "
United States
Crystal
Cozy Ski-in/ski-out Condo on Magic Mountain
A patio with a table and chairs, a red umbrella, and a decorative metal pot.

13. West Dover Townhome: Hot Tub, 1 1/2 m to Mount sno

West Dover Townhome: Hot Tub, 1 1/2 m to Mount sno
4.0 star property
West Dover
West Dover Townhome: Hot Tub, 1 1/2 m to Mount sno
A spacious living room with a large sofa, a fireplace, a staircase, and a television.

14. Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
4.0 star property
West Dover
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
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
3.0 star property
West Dover
10.0 out of 10, Exceptional, (1 review)
"Great place to stay. Close to the mountain. Well stocked with anything you might need!"
United States
Kathleen
Walk to Mount Snow Resort: Unit w/ Pool & Hot Tubs
A room with large wooden-framed windows, a wooden deck, and a red leather chair.

16. 'red Sweetheart Barn Studio' w/ Mtn & River Views!

'red Sweetheart Barn Studio' w/ Mtn & River Views!
3.0 star property
Putney
'red Sweetheart Barn Studio' w/ Mtn & River Views!
A spacious living room with a stone fireplace, large windows, and a cozy seating area.

17. Walk to Ski Lift: Spacious Condo in West Dover!

Walk to Ski Lift: Spacious Condo in West Dover!
3.5 star property
West Dover
Walk to Ski Lift: Spacious Condo in West Dover!
A modern living room with a fireplace, a dining area, and a kitchen in the background.

18. Ski-in/ski-out Magic Mountain Condo w/ Deck!

Ski-in/ski-out Magic Mountain Condo w/ Deck!
3.0 star property
Londonderry
Ski-in/ski-out Magic Mountain Condo w/ Deck!
A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

19. Updated Vintage Apartment < 1/2 Mi to Main St

Updated Vintage Apartment < 1/2 Mi to Main St
4.0 star property
Keene
Updated Vintage Apartment < 1/2 Mi to Main St
A kitchen with white cabinets, a granite island with bar stools, a microwave, and a refrigerator.

20. Cozy Condo w/ Magic Mountain Ski-in Access!

Cozy Condo w/ Magic Mountain Ski-in Access!
3.0 star property
Londonderry
Cozy Condo w/ Magic Mountain Ski-in Access!
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"The room was nice and clean. Recent renovation was done"
Bradley 1-night trip
Posted 3 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Cheshire County

Cheshire County Apartments information

Number of reviews
13
Accommodation
40 Apartments
Lowest Price
Highest Price