Top Apartments in Cheshire County in 2026

Cheshire County Apartments
New Hampshire
United States of America
Apartments
Expedia.co.id

Cheshire County Hotels Holiday Rentals in Cheshire County Cheshire County Car Hire Cheshire County Holidays

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cheshire County apartments

A lakeside view with a red building, trees, and a calm lake.

A two-story house with a deck overlooking a lake, surrounded by trees and a small fenced area.

A spacious kitchen with a large oven and a dining area with a round table and chairs.

A compact kitchen with a refrigerator, microwave, and sink. There is a dining table with chairs and a vase of flowers. The room has wooden beams on the ceiling and a ceiling fan.

1. 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)

10/10

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 in̈cline downhill to carry your kayak. "

Jean

Lakefront Orange Vacation Rental - Pet Friendly!

A spacious attic room with a sloped wooden ceiling, large windows, and a view of the outdoors.

A spacious living room with leather sofas, a wooden staircase, and a chandelier.

A wooden deck with outdoor furniture, including chairs and a sofa, and a large window overlooking a natural landscape.

A kitchen with wooden walls, a white countertop, and a bar area with blue bar stools.

2. 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)

10/10

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."

Michael

Deck, Mountain Views: Colorful Retreat in Vernon!

A large, multi-story house with a symmetrical roofline, a central staircase, and a well-maintained lawn.

A gym with various exercise machines, wooden walls, and a large mirror.

An aerial view of a residential property with a tennis court, swimming pool, and multiple houses.

A swimming pool with lounge chairs and tables, surrounded by trees and a stone wall.

3. 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)

10/10

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! "

Nipa

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

A house with a porch and a view of a snow-covered mountain.

A modern living room with a sofa, a small table, a lamp, and a painting on the wall.

A room with a view of a snowy mountain, a wooden sign reading "MOUNT SNOW", and a wooden floor.

A pool area with a clock, chairs, and tables.

4. 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)

10/10

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."

Bryce

Snow Mountain Condo: Hot Tub + Shuttle to Resort

A room with a bed, a red door, a white chair, a small table, and a window.

A cozy room with a bed, a red chair, a small table, and a white stove.

A forested area with two wooden Adirondack chairs and a fire pit.

5. 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)

10/10

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."

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.

A hallway with a wooden chair, a cabinet, and a fire extinguisher.

A bedroom with a bed, dresser, and ceiling fan.

A kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

6. 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 residential area with a pathway leading to a sports center sign.

A house with a front porch, a wooden pathway leading to the entrance, and a garden with various plants and flowers.

A sauna room with a hot tub, wooden walls, and a view of greenery outside.

A modern kitchen with stainless steel appliances, a dining area with a round table and wooden chairs, and a small island with bar stools.

7. 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)

8.8/10

Excellent

(5 reviews)

"Very clean, close to the mountain. 2 bathrooms is a plus."

Jomel

Comfortable Dover Apartment: Walk to Mt Snow!

A modern house with a wooden deck, large sliding glass doors leading to a living area with a sofa and a dining table.

A cozy room with wooden walls and a large sliding glass door leading to an outdoor area.

A dining area with a wooden table and chairs, a ceiling fan, and a view of the outside through a glass door.

A spacious dining area with a wooden table and chairs, a kitchen in the background, and a high ceiling with exposed beams.

8. Brookside Hideaway, Brook Road Inn

Brookside Hideaway, Brook Road Inn

3.5 star property

Goshen

10.0 out of 10, Exceptional, (1 review)

10/10

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. "

melissa

Brookside Hideaway, Brook Road Inn

A spacious living room with a stone fireplace, large windows, and a cozy seating area.

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large TV mounted on the wall.

A spacious dining area with wooden tables and chairs, large windows, and a view of outdoor greenery.

A two-story building with a wooden staircase and a white picket fence.

9. 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 patio with a table and chairs, a red umbrella, and a decorative metal pot.

A cozy living area with a leather sofa, a wooden bench, and a small table.

A kitchen with wooden cabinets, a microwave, an oven, and a bar area with stools.

A modern two-story house with large windows, a patio with outdoor furniture, and a well-maintained lawn.

10. West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!

West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!

4.0 star property

West Dover

West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!

A modern kitchen with wooden cabinets, a built-in microwave, and a dining area with a wooden table and chairs.

A two-story house with a stone retaining wall, a wooden deck, and a paved driveway.

A hallway with a wooden door, a welcome sign, a coat rack, and a small black storage unit.

A multi-story residential building with a central entrance, a small front yard with a Christmas tree, and a snow-covered ground.

11. 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)

10/10

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. "

Crystal

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

A modern kitchen with a large island, wooden cabinets, and a dishwasher.

An indoor swimming pool with a tiled ceiling, windows, and a seating area with chairs and tables.

A modern kitchen with a bar area, a gray sofa with orange cushions, and a white shag rug.

A modern kitchen with a central island, bar stools, and a staircase leading to an upper level.

12. Renovated Dover Condo - Steps to Ski Shuttle!

Renovated Dover Condo - Steps to Ski Shuttle!

3.0 star property

West Dover

Renovated Dover Condo - Steps to Ski Shuttle!

A room with large wooden-framed windows, a wooden deck, and a red leather chair.

A rustic wooden interior with a leather sofa, two leather chairs, a wooden table, and a spiral staircase.

A spacious room with large windows, a wooden ceiling, a red leather sofa, a round table with chairs, and a rooster painting on the wall.

A modern building with a large glass entrance, wooden staircase, and metal railings.

13. '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 large sofa, a fireplace, a staircase, and a television.

A wooden deck with a grill, two green plastic chairs, and a view of a forested area.

A kitchen with wooden cabinets, a black refrigerator, a dining table with white chairs, and a chandelier.

A wooden cabin interior with a door, a stack of firewood, a bucket, and a hose.

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.

A cozy living room with a gray sectional sofa, a fireplace, and a television mounted on the wall.

A spacious kitchen with a dining area, a built-in fridge, and a loft bedroom with a view.

A balcony with two Adirondack chairs, a wooden railing, and a view of a snowy mountain range.

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)

10/10

Exceptional

(1 review)

"Great place to stay. Close to the mountain. Well stocked with anything you might need!"

Kathleen

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

16. Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

3.0 star property

Wilmington

Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

A spacious living room with a leather sofa, wooden coffee table, and a dining area with a wooden table and chairs. A kitchen with wooden cabinets and a staircase leading to an upper level is visible.

A bedroom with a sloped ceiling, wooden beams, a bed, a chair, and a small window.

A cozy cabin interior with a wooden bench, a sofa, and a TV.

A kitchen with wooden cabinets, a refrigerator, an oven, and a sink.

17. 8 Mi to Okemo Mtn: Charming Ludlow Studio!

8 Mi to Okemo Mtn: Charming Ludlow Studio!

3.0 star property

Ludlow

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"I decided to stay a bit out of town for a ski trip....and it was perfect. Just a 10 min ride down the hill to OKEMO and LUDLOW. It is absolutely beautiful and quiet...the sunsets and sunrises are amazing from the top of that hill. It is secluded and you really get a slice of VT. The unit is very large and spacious. It has everything you need for a short stay...for some, not having a microwave is an issue, but not for me. Toaster over, full stove, fridge, electric water kettle, coffee maker,...

Denise

8 Mi to Okemo Mtn: Charming Ludlow Studio!

A kitchen with white cabinets, a granite island with bar stools, a microwave, and a refrigerator.

A two-story building with a front entrance, a staircase, and a covered porch.

A living room with a red sofa set, a wooden coffee table, a ceiling fan, and a kitchen area with a marble countertop.

A bedroom with a bunk bed, a flat-screen TV mounted on the wall, a ceiling fan, and a window with curtains.

18. 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!

A spacious living area with a fireplace, a dining table, and a sofa.

An indoor swimming pool with a hot tub, wooden walls, and a ceiling with visible beams and lighting fixtures.

A kitchen with a large island, a window with a view, and pendant lights.

19. Mtn & Foliage Views: Modern Mount Snow Stay!

Mtn & Foliage Views: Modern Mount Snow Stay!

3.5 star property

West Dover

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The property was top notch, communication with the owner George was perfect. Detailed information regarding check-in, amenities and services made the trip a breeze. Thank You."

Kevin

Mtn & Foliage Views: Modern Mount Snow Stay!

A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

A covered porch with a screened area, white railings, and wicker chairs.

A kitchen with stainless steel appliances, wooden cabinets, and a patterned backsplash.

A bedroom with a bed, a dresser, a nightstand, a ceiling fan, and a door leading to another room.

20. 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

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.

View all properties

Find holiday rentals that suit your style

Apartments

search for apartments

Cottages

search for cottages

Private holiday homes

search for private holiday homes

Condos

search for condos

Save an average of 15% on thousands of hotels when you're signed in

Top Cheshire County Hotel Reviews

Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Breakfast was great and the servers were great."

Manuel 1-night trip

Posted 5 hours ago

Doubletree by Hilton Hotel Leominster

The Colonial Hotel

10/10 Excellent

"The property was excellent. Loved the pool and hot tub."

zavean 4-night trip

Posted 5 hours ago

The Colonial Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"Spacious rooms, big balconies overlooking the river, and the whole hotel was VERY clean."

Jason 1-night trip

Posted 10 hours ago

Riverside Hotel, an Ascend Collection Hotel

Hampton Inn Brattleboro

8/10 Good

"Very clean. Good full breakfast."

Barbara 1-night trip

Posted 1 day ago

Hampton Inn Brattleboro

Gardner Inn

10/10 Excellent

"My room was clean and comfortable. The staff was excellent and very responsive to any and all requests and to even just chat with. Plenty of parking with a special spot for a Veteran - Because We Served - to park."

Sharon 3-night trip

Posted 2 days ago

Gardner Inn

Best Western Plus Keene Hotel

8/10 Good

"Clean room breakfast was good"

Lori 1-night trip

Posted 2 days ago

Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"It was good!"

Ingrid 4-night trip

Posted 2 days ago

Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Greenfield

8/10 Good

"Basic room. Felt a little dated. Breakfast was amazing."

Jessica 1-night trip

Posted 3 days ago

Hampton Inn & Suites Greenfield

Colonial Motel

8/10 Good

"X"

Steven 1-night trip

Posted 4 days ago

Colonial Motel

Find out more about Cheshire County

Cheshire County Apartments information

Number of reviews	15
Accommodation	42 Apartments
Lowest Price
Highest Price

Explore a world of travel with Expedia

More ways to book

Book Apartments in Cheshire County on Expedia.com

Apartments in Cheshire County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cheshire County apartments

1. Lakefront Orange Vacation Rental - Pet Friendly!

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

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

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

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

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

7. Comfortable Dover Apartment: Walk to Mt Snow!

8. Brookside Hideaway, Brook Road Inn

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

10. West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!

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

12. Renovated Dover Condo - Steps to Ski Shuttle!

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

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

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

16. Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

17. 8 Mi to Okemo Mtn: Charming Ludlow Studio!

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

19. Mtn & Foliage Views: Modern Mount Snow Stay!

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

Find holiday rentals that suit your style

Top Cheshire County Hotel Reviews

Doubletree by Hilton Hotel Leominster

Find out more about Cheshire County

Cheshire County Apartments information

Explore a world of travel with Expedia