Title: Top Cheshire County Cabin Rentals | Expedia.ca [Cheshire County Travel Guide](https://expedia.ca/Cheshire-County.dx553248635976430851)[Cheshire County Hotels](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Hotel-Destinations)[Vacation Rentals in Cheshire County](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Cheshire County Car Rentals](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Car-Rental-Destinations)[Cheshire County Vacations](https://expedia.ca/Cheshire-County.d553248635976430851.Destination-Travel-Guides) ![The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Donny Campos ![](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Cheshire County ![Keene showing a church or cathedral and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105281-Keene-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Keene [](https://expedia.ca/Keene-Cabins.d6057413-aaCabins.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rindge [](https://expedia.ca/Rindge-Cabins.d183580-aaCabins.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jaffrey [](https://expedia.ca/Jaffrey-Cabins.d183569-aaCabins.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Walpole [](https://expedia.ca/Walpole-Cabins.d6123341-aaCabins.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/23b4161961eb757bd6886ce6ea416c5e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Chesterfield [](https://expedia.ca/West-Chesterfield-Cabins.d183592-aaCabins.Travel-Guide-Accommodation) ## Our top choices for Cheshire County cabin rentals ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/197ad347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/9577aab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/de12cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/43d0c013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom cabin near Mount Snow 3 min drive [](https://www.expedia.ca/West-Dover-Hotels-Dream-Wood-Log-Cabin-With-A-Fire-Place-15-Miles-From-The-Chairlifts.h107901330.Hotel-Information) Dover 9.6/10 Exceptional (9 reviews) "I really enjoyed every aspect of my stay here and highly recommend the property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory G. [](https://www.expedia.ca/West-Dover-Hotels-Dream-Wood-Log-Cabin-With-A-Fire-Place-15-Miles-From-The-Chairlifts.h107901330.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/1f49fb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/b112f7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/f0bba734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/ab414fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Owl's Nest Treehouse [](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information) Alstead 10/10 Exceptional (16 reviews) "10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adriana CA $380 CA $470 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/14d44fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/ac759015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/f3b5e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/2a76e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12 [](https://www.expedia.ca/Ludlow-Hotels-Luxurious-Mountain-Cabin-Near-Okemo-With-High-End-Modern-Amenities-For-Up-To-12.h30357718.Hotel-Information) Ludlow 10/10 Exceptional (90 reviews) "Second time staying here—it’s a wonderful spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul T. [](https://www.expedia.ca/Ludlow-Hotels-Luxurious-Mountain-Cabin-Near-Okemo-With-High-End-Modern-Amenities-For-Up-To-12.h30357718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/306e8880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/b81f74eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Fully Renovated One-Room Schoolhouse on 22+ acres [](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information) Grafton 9.6/10 Exceptional (166 reviews) "Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $235 CA $508 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/924e8164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/cb8c986c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/38ded52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/1ee34890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi [](https://www.expedia.ca/Greenfield-Hotels-Charming-Cabin-In-Delightful-Greenfield-New-Hampshire-With-WiFi-Access.h113244057.Hotel-Information) Greenfield 9.8/10 Exceptional (10 reviews) "Its was great clean, quite and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John G. CA $256 CA $368 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Greenfield-Hotels-Charming-Cabin-In-Delightful-Greenfield-New-Hampshire-With-WiFi-Access.h113244057.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993521/0607712c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993521/28fb9247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993521/627af12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993521/23707f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI SEASON HQ! Secluded mountain home on 25 acres - Just 18 miles to Mt. Snow! [](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information) Halifax 9.8/10 Exceptional (121 reviews) "Comfortable. Beautiful views. Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wanda G. [](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/0f5f225a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/629b3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/12a3ac85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/c5b51bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin in a Rural Setting #16 near Temple,NH [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-16-Near-Temple.h93397251.Hotel-Information) Temple 9.4/10 Exceptional (17 reviews) "The cabin was very clean and had everything you need for a few days. The location is perfect to go spend the day hiking and close enough to good restaurants, Milton's Pizza, Porter's and Ben's sugar shack that you can find great food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon S. CA $191 CA $320 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-16-Near-Temple.h93397251.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/7ee06e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/417c7415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/91747289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/85d27ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK [](https://www.expedia.ca/Jamaica-Hotels-Cabin-7-Min-To-Ski-Stratton.h112525604.Hotel-Information) JAMAICA 10/10 Exceptional (1 review) "Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittney C. [](https://www.expedia.ca/Jamaica-Hotels-Cabin-7-Min-To-Ski-Stratton.h112525604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/e89b2591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/b26aecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/w1986h1493x0y5-a5c2404f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/1abb18c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area [](https://www.expedia.ca/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information) Chester 10/10 Exceptional (23 reviews) "Loved being tucked away in the wilderness. Owners were very responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy B. [](https://www.expedia.ca/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/aea2bcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/fc080d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/2745dbcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/c7b86bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn [](https://www.expedia.ca/Westminster-Hotels-Our-Pondside-Cabin-A-Charming-Retreat-With-Modern-Amenities-Near-Wachusett-Mtn.h97004400.Hotel-Information) Westminster 10/10 Exceptional (24 reviews) "Our stay at the beautiful cabin was absolutely delightful. Everything was exactly as described, and Kathleen went above and beyond to make sure we had a wonderful time. We highly recommend this place and will definitely be bringing our family back again next time we are in the area! Thank you for providing us with a relaxing and peaceful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy G. CA $311 CA $716 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Westminster-Hotels-Our-Pondside-Cabin-A-Charming-Retreat-With-Modern-Amenities-Near-Wachusett-Mtn.h97004400.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/1b33e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/w1179h1473x0y0-1190758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/e1e135fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/2382fc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Riverbed Treehouse - hot tub & new sauna! [](https://www.expedia.ca/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information) londonderry 9.6/10 Exceptional (4 reviews) "We had a great stay. Place was very romantic with great views. Host was responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian G. CA $260 CA $899 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77880000/77875900/77875871/5ce5e8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77875900/77875871/e1ae46d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77880000/77875900/77875871/1e71e5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77880000/77875900/77875871/a1bc6321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT [](https://www.expedia.ca/Townshend-Hotels-Rural-Tiny-Home-Cabin-Dog-Friendly.h77875871.Hotel-Information) Townshend 10/10 Exceptional (60 reviews) "Very relaxing spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie L. [](https://www.expedia.ca/Townshend-Hotels-Rural-Tiny-Home-Cabin-Dog-Friendly.h77875871.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/ba9b560f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/w5844h4017x0y0-3b95620c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/9cc855aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/6bab3bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Vermont Log Cabin Near Okemo & Killington \~ The Perfect Snowy Getaway [](https://www.expedia.ca/Cavendish-Hotels-Pine-Ridge-Cozy-VT-Log-Cabin-Minutes-To-Okemo.h95249524.Hotel-Information) Cavendish 9.8/10 Exceptional (7 reviews) "The hosts were as great as the place. The cabin was nicely furnished and sitting by the stream was so pleasant I never got to try out the swing on the porch. I would highly recommend this rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) beth T. [](https://www.expedia.ca/Cavendish-Hotels-Pine-Ridge-Cozy-VT-Log-Cabin-Minutes-To-Okemo.h95249524.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24440000/24439200/24439194/01078284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24440000/24439200/24439194/799258df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24440000/24439200/24439194/7b56511d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24440000/24439200/24439194/86f6edff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun! [](https://www.expedia.ca/Rindge-Hotels-Charming-Lake-Cottage-Est-1903-Private-And-Relaxing-Waterfront.h24439194.Hotel-Information) Rindge 9.8/10 Exceptional (51 reviews) "Ryan’s property is beautiful and peaceful. Its exactly what I would describe as a perfect summer getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth S. [](https://www.expedia.ca/Rindge-Hotels-Charming-Lake-Cottage-Est-1903-Private-And-Relaxing-Waterfront.h24439194.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/3081d55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/6bdd91f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/ff9732b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/179138f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insanely romantic treehouse perched next to a stream and rolling hills. [](https://www.expedia.ca/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information) Londonderry 10/10 Exceptional (2 reviews) "Very nice secluded treehouse. We would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth H. CA $548 CA $1,235 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83400000/83396500/83396435/71de3ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83396500/83396435/e7e058cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/84000000/83400000/83396500/83396435/1c8965a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/84000000/83400000/83396500/83396435/4d8e31b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront House with Stunning Views and Great Room [](https://www.expedia.ca/Whitingham-Hotels-Lakefront-Cabin-With-Stunning-Views-And-Great-Room.h83396435.Hotel-Information) Whitingham 9.8/10 Exceptional (20 reviews) "Gorgeous setting, right on the lake. Perfect for swimming and kayaking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert R. [](https://www.expedia.ca/Whitingham-Hotels-Lakefront-Cabin-With-Stunning-Views-And-Great-Room.h83396435.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/d9cf67e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/50466e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/9070bb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/f2f38fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom cabin in charming Chester [](https://www.expedia.ca/Chester-Hotels-Spacious-5-Bedroom-Cabin-In-Charming-Chester.h118090567.Hotel-Information) Chester 10/10 Exceptional (2 reviews) "The cabin was very clean, cozy, spacious and enjoyable. The host was amazing and answered all of our questions in a timely manner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina F. [](https://www.expedia.ca/Chester-Hotels-Spacious-5-Bedroom-Cabin-In-Charming-Chester.h118090567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113650000/113648700/113648697/eba1a0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113650000/113648700/113648697/f781944a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113650000/113648700/113648697/a61bb8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113650000/113648700/113648697/9c9d5c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The MountainTop [](https://www.expedia.ca/West-Wardsboro-Hotels-The-MountainTop.h113648697.Hotel-Information) Stratton 10/10 Exceptional (6 reviews) "Nick’s place was perfect for a weekend away in the mountains. We were close for both golf and biking, we also took some time to explore Manchester which was about 40 mins away. The kitchen had all the amenities we needed for cooking a dinner and plenty of space to relax. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna [](https://www.expedia.ca/West-Wardsboro-Hotels-The-MountainTop.h113648697.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/507b17aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/92b92124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/2325a92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/a4d4ccd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 3-bedroom cabin with WiFi and backyard! [](https://www.expedia.ca/Springfield-Hotels-Private-3-Bedroom-Cabin-With-WiFi-And-Backyard.h118371603.Hotel-Information) Springfield 10/10 Exceptional (2 reviews) "We had a wonderful stay and couldn’t have asked for a better experience. The home was comfortable, well-equipped, and exactly as described. We were especially lucky to enjoy a beautiful white Christmas, which made our stay feel extra special. Great location, easy communication, and a place we’d happily return to. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine C. [](https://www.expedia.ca/Springfield-Hotels-Private-3-Bedroom-Cabin-With-WiFi-And-Backyard.h118371603.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117830000/117822000/117821967/w1200h799x0y1-4b4d948d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/118000000/117830000/117822000/117821967/w1199h799x1y1-45eef11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117830000/117822000/117821967/w1199h799x1y1-1070561c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117822000/117821967/w1199h800x1y0-af0dd1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vermont Vista Cabin • Private 10-Acre Escape [](https://www.expedia.ca/Whitingham-Hotels-The-Vermont-Vista-Cabin-Private-10-Acre-Escape.h117821967.Hotel-Information) Whitingham [](https://www.expedia.ca/Whitingham-Hotels-The-Vermont-Vista-Cabin-Private-10-Acre-Escape.h117821967.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05®ionId=553248635976430851&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Cabins.d553248635976430851-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Cabins.d553248635976430851-aaCabins.Travel-Guide-Accommodation) ## Top Cheshire County Hotel Reviews ![Claremont Motor Lodge](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg) ### Claremont Motor Lodge 10/10 Excellent "Clean room,staff was super helpful, late night/early morning check in is easy would stay again!" [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Clean, roomy, and has a mini fridge and microwave. Great for college kids going skiing! " [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Amazing hotel and outstanding staff. Would absolutely stay here again." [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Everything/everyone was superb!!! " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "Clean room nice area close to shopping and plenty of restaurants " [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg) ### Motel 6 Leominster, MA 10/10 Excellent "The staff is awesome there " [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "clean facilities marginal food choices" [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Loved this hotel! Everything was as advertised. Only thing we were wishing for is a hot tub:)… maybe down the line?!" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655_y.jpg) ### Mount Snow Grand Summit Resort 10/10 Excellent "Ski on skis off fantastic. Ski valet right on it " [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Cabin Rentals information | Number of reviews | 544 | | ----------------- | ----------------- | | Accommodation | 106 Cabin Rentals | | Lowest Price | CA $320 | | Highest Price | CA $1,235 | ## Frequently asked questions ### Are there cheap cabins in Cheshire County? ### What are the best mountain cabins in Cheshire County? ### What are the best pet-friendly cabins in Cheshire County? ### What are the top lakefront cabin rentals in Cheshire County? ### What are some great cabins in Cheshire County? ### What are the best weekend cabin rentals in Cheshire County? ### What are the highest-rated cabins in Cheshire County? ### What are the top things to see and do in Cheshire County? ### Why should I book a cabin in Cheshire County? ### What are some of the best cabins near Pats Peak in Cheshire County? ## Explore a world of travel with Expedia - 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