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Apartments in Cheshire County

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Cheshire County apartments

Exterior detail

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is AED 446
AED 771 total
includes taxes & fees
5 Jul - 6 Jul
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Exterior detail

Revitalized Firehouse Retreat in Downtown Shelburne Falls. Walk to Everything!

Revitalized Firehouse Retreat in Downtown Shelburne Falls. Walk to Everything!
Shelburne Falls
10.0 out of 10, Exceptional, (5 reviews)
"One of my favorite places in western MA"
United States
Jason F.
Revitalized Firehouse Retreat in Downtown Shelburne Falls. Walk to Everything!
Exterior detail

3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view

3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view
Cavendish
9.2 out of 10, Wonderful, (7 reviews)
"Great home, very close to the resort and lots to do and eat near by!"
United States
karlie j.
3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view
Interior

Lake-View Spofford Apartment w/ Shared Dock!

Lake-View Spofford Apartment w/ Shared Dock!
Spofford
10.0 out of 10, Exceptional, (1 review)
"Really enjoyed my getaway here! The place was clean and had everything I needed. Fishing near the docks and beach was a cool experience as well! Easy commute to visit friends in Keene. Reasonable pricing. I’ll be back!"
United States
Dean
Lake-View Spofford Apartment w/ Shared Dock!
Exterior

Beautiful Townhouse In Turners Falls!

Beautiful Townhouse In Turners Falls!
Turners Falls
9.8 out of 10, Exceptional, (148 reviews)
"We will be back. Great location and place. "
United States
Dawn S.
Beautiful Townhouse In Turners Falls!
Smart TV

Mid-Century Comfort & Style

Mid-Century Comfort & Style
Fitchburg
9.6 out of 10, Exceptional, (12 reviews)
"What a great place! Very clean, and comfortable. Several very good local restaurants within walking distance. Can’t say enough good things to say. Next time we are in the area, this will be our first pick for a place to stay."
United States
Robert
The price is AED 465
AED 1,233 total
includes taxes & fees
30 Jun - 1 Jul
Mid-Century Comfort & Style
Exterior

Private Suite with a Sweet View. Spacious, close to town, dog friendly

Private Suite with a Sweet View. Spacious, close to town, dog friendly
Shelburne Falls
10.0 out of 10, Exceptional, (35 reviews)
"Great space. Lots of room for us and very clean and comfortable."
United States
Deborah
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Exterior

Lakeside Spofford Retreat Near Hiking & Boating!

Lakeside Spofford Retreat Near Hiking & Boating!
Spofford
Lakeside Spofford Retreat Near Hiking & Boating!
Interior

Fitchburg quiet side modern 2BD.

Fitchburg quiet side modern 2BD.
Fitchburg
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was very well and thoughtfully appointed. There were four adults in our party, and there was plenty of room. There is a full kitchen and a washer and dryer furnished. Two TVs. The lounging area, fire pit, and grill area were very nice places to sit and relax, with a privacy fence all around. The owners (or managers?) were very responsive and helpful. It is an upstairs apartment, but two of our party were in our 70s and 80s, and had no problems with it. Would highly recommend!!"
United States
Roberta
Fitchburg quiet side modern 2BD.
Exterior

Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (6 reviews)
"Nice place"
United States
Tom
The price is AED 826
AED 1,050 total
includes taxes & fees
5 Jul - 6 Jul
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Living area

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
9.0 out of 10, Wonderful, (4 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is AED 1,337
AED 2,370 total
includes taxes & fees
30 Jun - 1 Jul
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Property grounds

River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (6 reviews)
"Incredible property!! Hands down best stay during our trip."
United States
Makayla M.
The price is AED 588
AED 1,056 total
includes taxes & fees
30 Jun - 1 Jul
River Room overlooking the waterfall
Exterior

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is AED 665
AED 827 total
includes taxes & fees
30 Jun - 1 Jul
Deluxe Studio | Murphy Bed + Sofa
Exterior

Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
Central Large 2-bedrooms with office in Keene
Exterior

Rose wisteria 4 guests 2 bedrooms-full+queen beds

Rose wisteria 4 guests 2 bedrooms-full+queen beds
Shelburne Falls
The price is AED 595
AED 1,116 total
includes taxes & fees
6 Jul - 7 Jul
Rose wisteria 4 guests 2 bedrooms-full+queen beds
Interior

Quiet Neighborhood, For Bird Lovers

Quiet Neighborhood, For Bird Lovers
South Deerfield
10.0 out of 10, Exceptional, (49 reviews)
"Wonderful location. Great host!!"
United States
Rebecca K.
Quiet Neighborhood, For Bird Lovers
Outdoor dining

Gorgeous ski retreat apartment with fireplace and Mountain View.

Gorgeous ski retreat apartment with fireplace and Mountain View.
Dover
10.0 out of 10, Exceptional, (17 reviews)
"Great spot right on the mountain! "
United States
Roger G.
Gorgeous ski retreat apartment with fireplace and Mountain View.
Exterior

Cozy Villager Chalet | Mountain Views | Firepit

Cozy Villager Chalet | Mountain Views | Firepit
Dover
10.0 out of 10, Exceptional, (1 review)
"The host was very welcoming and very informative. Quick to respond to my questions. Appreciated all of the amenities, from plastic storage bags , kitchen utensils, variety of pots and pans to very comfortable beds, inviting places to sit and talk, watch TV or the fire. Full playroom for the kids.Wonderful."
United States
Karen C.
Cozy Villager Chalet | Mountain Views | Firepit
Fridge, microwave, stovetop, dishwasher

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
9.8 out of 10, Exceptional, (6 reviews)
"Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often. "
United States
avery o.
The price is AED 1,778
AED 2,982 total
includes taxes & fees
13 Jul - 14 Jul
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Terrace/patio

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"Fabulous! Clean, accommodating staff, great amenities, beautiful view, super easy access to skiing! Would def stay here again. "
United States
Kathy S.
The price is AED 621
AED 782 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Studio | Ski-In Access + Kitchenette
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

The Putney Inn

The Putney Inn

10/10 Excellent
"The location is ideal for pursuing a huge variety of interests, and the rooms have all of the expected amenities and are clean and comfortable."
Russell 2-night trip
Posted 2 hours ago
The Putney Inn