Title: Cheshire County Cottages from CA $353 | 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) ![Keene which includes street scenes and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105278-Keene-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Cheshire County Cottage Rentals from CA $353 ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&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-Cottages.d6057413-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rindge [](https://expedia.ca/Rindge-Cottages.d183580-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jaffrey [](https://expedia.ca/Jaffrey-Cottages.d183569-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Walpole [](https://expedia.ca/Walpole-Cottages.d6123341-aaCottages.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-Cottages.d183592-aaCottages.Travel-Guide-Accommodation) ## Featured Cottages in Cheshire County ![Exterior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ef8c1438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/fc6f40bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/65f41d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ee22cade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee Sunapee 8.0/10 Very good (4) "The acorn in a cute little cottage on beautiful Mountain View lake. The cottage had everything we needed for our stay. The host was responsive, friendly and gave great recommendations for area hikes and activities. " [](https://www.expedia.ca/Sunapee-Hotels-Sweet-Vintage-Cottage-On-Mountain-View-Lake.h112701655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/42dd6f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/6282b93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/d3193acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/99076732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake! Newbury 10/10 Exceptional (27) "Lovely cabin, plenty of room and lots of small touches that made everything comfortable and like home. " [](https://www.expedia.ca/Newbury-Hotels-Cozy-Cabin-Nestled-In-The-Woods.h101878486.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/3316116c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/8f356e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/c3a64729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/79e77e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cairn, 1840s Cozy Stone Cottage, Pet Friendly Chester 10/10 Exceptional (17) "Beautiful cottage with a picturesque yard and patio, I went alone with my dogs for the holiday weekend to sightsee and relax and it was perfect I’ll be back again " [](https://www.expedia.ca/Chester-Hotels-2022-Rockingham-Old-House-Award-1840s-Cozy-Stone-Cottage.h101640818.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/45ec4127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/21daf3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/0ef9d446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/b28d2603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow Newfane 9.6/10 Exceptional (66) "We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. " [](https://www.expedia.ca/Newfane-Hotels-Beautiful-Vacation-Cottage-With-A-View-In-Newfane.h33484451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/698550fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/efffc5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/b7cce051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/c3f64046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly Wilmington 8.4/10 Very good (58) "Great location and super cute" [](https://www.expedia.ca/Wilmington-Hotels-Cottage-In-The-Woods-With-A-Firepit.h91076053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w905h683x60y0-50aa6105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w511h683x255y0-9101fdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w506h683x260y0-6a8caf0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w509h683x258y0-0c54b6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Country Cottage (Near Village) Londonderry 9.4/10 Exceptional (14) "Cute place. Enjoyed our stay. " [](https://www.expedia.ca/Londonderry-Hotels-Vermont-Country-Cottage.h86507879.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108320000/108315900/108315854/a6ff177b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108320000/108315900/108315854/d9fba77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108320000/108315900/108315854/915d9041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/108320000/108315900/108315854/0f7235da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Brookside Getaway ~10 Mi to Okemo Slopes! Chester 10/10 Exceptional (1) "The property was lovely, peaceful, and quiet, surrounded by trees on a quiet country drive. It was the perfect weekend getaway and we really enjoyed sitting on the porch and out under the string lights, watching the sun go down through the trees. The house itself is lovely, cozy, and comfortable. Our hosts were very sweet, everything was very thoughtfully laid out and clean and easy to access. We also loved meeting the goats, Ozzy and Coco, and the chickens! This was such a pleasant stay, I... [](https://www.expedia.ca/Chester-Hotels-Peaceful-Brookside-Getaway-10-Mi-To-Okemo-Slopes.h108315854.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90200000/90191800/90191738/c65b338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90191800/90191738/25fad891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90200000/90191800/90191738/85d018b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90191800/90191738/4cf4c548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks Westminster 10/10 Exceptional (21) "We found the cottage to be perfectly charming. We stocked up on groceries before we got there and found that we were happy to not have to leave the cottage for anything once arriving. Joe was very helpful and we were able to be self sufficient for the weekend, finding the house had a good supply of everything. The view was wonderful and we enjoyed it from inside at the table, on the patio grilling, and from the beach. Neighbors were very respectful even during a busy holiday weekend so we still... [](https://www.expedia.ca/Westminster-Hotels-Waterfront-Cottage-5-Minutes-To-Mount-Wachusett.h90191738.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/a79969f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/b2c5279e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/587cb679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/d4b9d572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe Stoddard 9.8/10 Exceptional (7) "Lovely, relaxing setting, with beautiful views and steps away from the lake, with access to kayaks, canoes and paddleboards. The hosts were accessible, friendly and responsive. " CA $502 CA $796 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Nelson-Hotels-Lakeside-Living-Relax-And-Enjoy-Prestine-Granite-Lakeyour-Oasis-To-Breathe.h97903879.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/099992ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/c6a66273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/fc4a7c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin, 2 Bedrooms, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/4d1a44b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Road Cabin Goshen 7.8/10 Good (9) "In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊" CA $240 CA $399 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/d94ab13c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/b70c2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/e967dd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/f74c11e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage on Scenic Sportsman Pond Fitzwilliam 9.6/10 Exceptional (44) "Very clean, very private and secluded. What a hidden gem!" [](https://www.expedia.ca/Fitzwilliam-Hotels-Waterfront-Cottage-On-Scenic-Sportsman-Pond.h69357248.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/544c6c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/ff58de8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/bace89a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/8e772eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board Westminster 9.6/10 Exceptional (26) "Nice location and a very cool place to stay " CA $174 CA $553 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Westminster-Hotels-Lakefront-At-Base-Of-Ski-Resort.h91891970.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/w1179h884x0y836-91c9459b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/w1179h884x0y836-4eadfb2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/45a1db55_edited_4644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/518421ad_edited_2a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 queen and 2 twin beds Milford 9.8/10 Exceptional (12) "We really enjoyed our stay. The seating outside was lovely!" [](https://www.expedia.ca/Milford-Hotels-2-Queen-And-2-Twin-Beds.h103547907.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/30347e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/31900978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/3578c647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/85554eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacationer's oasis on the waterfront of picturesque Pearly Pond. Rindge 10/10 Exceptional (35) "The Host is very easy to contact and works well with our travelers." [](https://www.expedia.ca/Rindge-Hotels-Vacationers-Oasis-On-The-Waterfront-Of-Picturesque-Pearly-Pond.h36198326.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27134300/27134262/52d08fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27140000/27134300/27134262/5a154a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/28000000/27140000/27134300/27134262/7d3be01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/28000000/27140000/27134300/27134262/57d2c2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lemon Drop Cottage a private cottage getaway Peterborough 9.4/10 Exceptional (47) "Straightforward check-in, very nice host. Great short stay." [](https://www.expedia.ca/Peterborough-Hotels-Lemon-Drop-Cottage-A-Private-Cottage-Getaway.h27134262.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/575b648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/4c9e9db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/8e41f5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/1898baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home w/ Modern Updates on < 4 Acres Royalston 10/10 Exceptional (1) [](https://www.expedia.ca/Royalston-Hotels-Historic-Home-W-Modern-Updates-On-35-Acres.h94478890.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94354400/94354331/42a165be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94354400/94354331/02c249f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94354400/94354331/433a33d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94354400/94354331/34ddb2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Hiking & Skiing: Home in Wilmington! Wilmington 10/10 Exceptional (1) "Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year." [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Home-W-Pool-Access.h94354331.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/c9927c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/32163bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w507h683x259y0-5a689048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w906h683x59y0-8a316277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage beside a waterfall Wilton 9.6/10 Exceptional (5) "The location was amazing. The cottage was cute, cozy, well appointed. The bed was super comfortable. Falling asleep to the waterfall sounds was similar to sleeping to ocean waves. Next time we visit NH we will certainly try to stay here again. " CA $202 CA $353 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/05b28b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/735d018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/be228f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/a665bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage on Partridge Pond Westminster 10/10 Exceptional (24) "Nicely appointed with pretty view. " [](https://www.expedia.ca/Westminster-Hotels-Cottage-On-Partridge-Pond.h65704950.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/342199d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/bd12d99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/e2a87086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/563e0e0c_edited_5702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage on Pleasant Pond Warner 9.4/10 Exceptional (25) "Cute little cabin right on the pond! We had a great time and our dog never wanted to leave :)" [](https://www.expedia.ca/Warner-Hotels-Cozy-Cottage-On-Pleasant-Pond.h76013677.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=2025-10-19&endDate=2025-10-20®ionId=553248635976430851&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](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-Cottages.d553248635976430851-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Cottages.d553248635976430851-aaCottages.Travel-Guide-Accommodation) ## Top Cheshire County Hotel Reviews ![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg) ### Claremont Motor Lodge 10/10 Excellent "Room was clean and comfortable " [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Well appointed room." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Huge place. Great restaurant and quiet area" [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](//images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "Room was very clean customer service was amazing we love staying here and will everytime we go to see our granddaughter." [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](//images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "Everything about this place was incredible " [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Mountaineer Inn](//images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg) ### Mountaineer Inn 10/10 Excellent "The property was well kept and was close to different trails and beautiful views. We felt safe and comfortable. We want to come back in the winter to stay again! " [](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Very clean, up to date, affordable" [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg) ### Riverside Hotel, an Ascend Collection Hotel 10/10 Excellent "What a lovely delight near the New Hampshire/Vermont border! The staff is very welcoming, the room is beautiful and clean, and the sunrise/sunset on the river are remarkable! When I accidently left behind something precious, they were quick to send it to me. This is an overall gem of a hotel. " [](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Nice big room for the money " [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Cottages information | Number of reviews | 352 | | --- | --- | | Accommodation | 171 Cottages | | Lowest Price | CA $353 | | Highest Price | CA $796 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Monadnock Region](https://www.expedia.ca/3Star-Monadnock-Region-Hotels.s30-0-d553248635975749761.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Keene](https://www.expedia.ca/4Star-Keene-Hotels.s40-0-d6057413.Travel-Guide-Filter-Hotels) - [Hotels near Asbury United Methodist Church](https://www.expedia.ca/Asbury-United-Methodist-Church-Hotels.0-l6265749-0.Travel-Guide-Filter-Hotels) - 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