Title: Cheshire County Cottages from CA $403 | 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 $403 ## Compare and save - ![](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 Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-01-02&endDate=2026-01-04&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/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/c3f64046.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/92000000/91080000/91076100/91076053/505fc249.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 (60) "Great location and super cute" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff S. [](https://www.expedia.ca/Wilmington-Hotels-Cottage-In-The-Woods-With-A-Firepit.h91076053.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) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/c04d3f89.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) ![Exterior detail](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/735d018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage on Partridge Pond Westminster 10/10 Exceptional (25) "I rented to accommodate family flying in from the Netherlands for a wedding. This house provided peace and quiet and relaxation for them. The home is clean and well stocked, comfortable beds and tastefully decorated. Situated on a lovely little pond, it is a nice getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Westminster-Hotels-Cottage-On-Partridge-Pond.h65704950.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 (29) "We spent a long weekend at the cabin, hiking and enjoying our time around the fire. The cabin is gorgeous and well equipped. Will be happy to spend time there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura J. [](https://www.expedia.ca/Newbury-Hotels-Cozy-Cabin-Nestled-In-The-Woods.h101878486.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/ad9f4a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/4ec9c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/c66c8a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/18e29612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock Rindge 10/10 Exceptional (20) "The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. CA $240 CA $508 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Rindge-Hotels-2-Bed.h88302089.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/ce5958c0.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) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/e967dd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage on Scenic Sportsman Pond Fitzwilliam 9.6/10 Exceptional (44) "Excellent location,plenty of water activities and equipment,fun place, Owners very nice and very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy M. [](https://www.expedia.ca/Fitzwilliam-Hotels-Waterfront-Cottage-On-Scenic-Sportsman-Pond.h69357248.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409611/c1486a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409611/5da70170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409611/274538f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409611/37e6152c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rare new Home on Lake Whitingham. Semi-priv beach Wilmington 10/10 Exceptional (6) "Beautiful and quiet location. Management response from a question we had was very prompt. Good to have a high clearance vehicle for road and drive way. Highly recomend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip R. [](https://www.expedia.ca/Wilmington-Hotels-Rare-New-Home-On-Lake-Whitingham-Semi-Priv-Beach.h102409611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/d14488ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/fedfe03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/4dfaeb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/bdeb7304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family & Dog-Friendly Lakeside Retreat 15-min to Mount Sunapee Sunapee 10/10 Exceptional (39) "The place was beautiful and the host was great . Our first time using VRBO and our experience was awesome. Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven D. [](https://www.expedia.ca/Sunapee-Hotels-Charming-Lakefront-Cottage-Near-Mount-Sunapee.h57518109.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ef8c1438.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) ![Interior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/w1687h1152x446y0-5cb2c6bd.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) ### Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee Sunapee 9.0/10 Wonderful (7) "What a charming stay in a vintage cottage, lovingly updated. The views of the lake are spectacular and accessible. Lots to do from this starting point but I decided to kick back and relax - a perfect spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean Y. [](https://www.expedia.ca/Sunapee-Hotels-Sweet-Vintage-Cottage-On-Mountain-View-Lake.h112701655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/c1d69bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/aa44f0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/82ebadba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/f1003380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terrific 3-bedroom cottage with AC in charming Cavendish Cavendish CA $189 CA $690 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.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/109000000/108320000/108315900/108315854/0f7235da.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) ### 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... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela [](https://www.expedia.ca/Chester-Hotels-Peaceful-Brookside-Getaway-10-Mi-To-Okemo-Slopes.h108315854.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/w506h683x260y0-6a8caf0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w906h683x60y0-7ad658df.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie [](https://www.expedia.ca/Londonderry-Hotels-Vermont-Country-Cottage.h86507879.Hotel-Information) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567482/59791d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567482/44d1a4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567482/da0f2631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567482/53e4145b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Bradford Cottage w/ Dock, Near Skiing! Bradford [](https://www.expedia.ca/Bradford-Hotels-Lakefront-Bradford-Cottage-W-Dock.h102567482.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/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) ![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/ff58de8e.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 (27) "We had a fun, relaxing few days at the cottage. Its a nice friendly community and we enjoyed our stay on the lake." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. CA $210 CA $607 total includes taxes & fees Nov 6 - Nov 7 [](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) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/w1179h884x0y836-d00ae501.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 9.6/10 Exceptional (14) "The cabin was nice clean and had almost every essential needed. Property manager was very responsive. I could live in the shower. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany R. [](https://www.expedia.ca/Milford-Hotels-2-Queen-And-2-Twin-Beds.h103547907.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/e6406420.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/95000000/94360000/94354400/94354331/02c249f7.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Home-W-Pool-Access.h94354331.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) ![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) ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/c6a66273.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/36000000/35090000/35090000/35089946/2cb66f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Road Cabin Goshen 7.8/10 Good (9) "This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan [](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.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) ![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) ![Dining](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/32163bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage beside a waterfall Wilton 9.8/10 Exceptional (10) "What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcella J. CA $224 CA $403 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.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) ![Interior](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/73d7d09d.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) ![Interior](https://images.trvl-media.com/lodging/37000000/36200000/36198400/36198326/3578c647.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 (36) "Perfect little cottage on the lake for a quiet summer getaway. The views are legit, probably the best view on the lake. Cozy vintage cabin inside. The 3 season porch might be the best spot. Hope to be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin C. [](https://www.expedia.ca/Rindge-Hotels-Vacationers-Oasis-On-The-Waterfront-Of-Picturesque-Pearly-Pond.h36198326.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/bc5f362f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home w/ Modern Updates on < 4 Acres Royalston 10/10 Exceptional (2) "Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa [](https://www.expedia.ca/Royalston-Hotels-Historic-Home-W-Modern-Updates-On-35-Acres.h94478890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/cc6fa2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/b5b0ddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/c6092f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/29cb5280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Finnish Cabin with Sauna on Lake Monomonac Rindge 10/10 Exceptional (11) "This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cintromix CA $314 CA $470 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Rindge-Hotels-Finnish-Cottage-With-Sauna-On-Lake-Monomonac.h106476934.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=2025-11-18&endDate=2025-11-19®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 ![The White House Inn](//images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "The property is beautiful. The room was clean and comfortable. " [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Front desk woman excellent " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.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 "Greeted with a smile upon check in. Rooms were clean . Centrally located to shopoing and dining. " [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.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 "Yes" [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Overall, everything was great. The room was large and clean. Had a chance to enjoy the pool and jacuzzi. Looking forward to going back again." [](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 "The staff weee so welcoming!! This hotel has it all- breakfast, a very nice bar and restaurant and a lovely pool area! The room had everything I needed." [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Hideaway Inn Mt.Sunapee](//images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Great " [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.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 "We had a great experience at Resort and the room was clean and very nice. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Brook Road Inn](//images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/cc154186_y.jpg) ### Brook Road Inn 10/10 Excellent "Excellent and quite place. Historic house close to Claremont and Charlestown. Right next to the forest and nature. Easy to check-in and checkout." [](https://expedia.ca/Goshen-Hotels-Brook-Road-Inn.h35089593.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Cottages information | Number of reviews | 315 | | --- | --- | | Accommodation | 177 Cottages | | Lowest Price | CA $403 | | Highest Price | CA $690 | ## 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) - [Chesterfield Hotels](https://www.expedia.ca/Chesterfield-Hotels.d6052872.Travel-Guide-Hotels) - [Hotels near Colonial Theatre](https://www.expedia.ca/Colonial-Theatre-Hotels.0-l553248621532666941-0.Travel-Guide-Filter-Hotels) - 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