Title: Windsor Cottages from CA $302 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William E Berry Jr. # Search Windsor Cottage Rentals from CA $302 ![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 In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Cottages ![Exterior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ef8c1438.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) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ee22cade.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 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/102000000/101650000/101640900/101640818/3316116c.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/787c6022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cairn, 1840s Cozy Stone Cottage, Pet Friendly Chester 10/10 Exceptional (17) "We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here 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/21000000/20160000/20157600/20157543/438fcc97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20160000/20157600/20157543/5d9eaf9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/21000000/20160000/20157600/20157543/a5748b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20160000/20157600/20157543/573416c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Village Carriage House Woodstock 9.8/10 Exceptional (98) "A very pleasant experience all around. The house is great and the town is charming. Thank you! " [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Village-Carriage-House.h20157543.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/109000000/108320000/108315900/108315854/915d9041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/109000000/108320000/108315900/108315854/4070a40e.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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/15a9b459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/5a13e6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/w799h599x1y1-d72243d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/bc28e3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Historic Hilltop Cottage with Mount Ascutney View West Windsor 9.6/10 Exceptional (79) "Great location for our vacation. Owner was bery quick to respond to questionsz" [](https://www.expedia.ca/Windsor-Hotels-Cozy-Historic-Hilltop-Cottage-With-Mount-Ascutney-View.h34329330.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100807000/100806959/d3456560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100807000/100806959/428535e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100807000/100806959/cf09c2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100807000/100806959/6f42cdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage on the river, minutes from skiing, horse events, and so much more! Reading 10/10 Exceptional (9) "very good cozy location. enjoyed the privacy during our stay." [](https://www.expedia.ca/Reading-Hotels-Cozy-Cottage-On-The-River.h100806959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/1487350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/21287767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/ffde0c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/11fec3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit Ludlow 9.8/10 Exceptional (17) "The property was as described, very clean, updated with a nice view. WeHad fun exploring the area.We enjoyed the fireplace while relaxing after hiking and exploring." [](https://www.expedia.ca/Ludlow-Hotels-Renovated-Lakefront-Cottage-With-Deep-Water-Dock.h98624120.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4ccd0baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4e43f1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/18611595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/5afbd4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Addie's Place: A Quiet and Quirky Private Guesthouse Hartford 10/10 Exceptional (2) "Stayed while my husband took a course at King Arthur Baking School. We were also able to bring our dog, so very grateful for this. Host was lovely. A very comfy respite and a lovely place to stay. " CA $165 CA $302 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.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) "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 $285 CA $447 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/105000000/104960000/104954000/104953935/226bf513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/105000000/104960000/104954000/104953935/7ac968ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/105000000/104960000/104954000/104953935/efc7ad5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/105000000/104960000/104954000/104953935/a0f4cb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes! Ludlow 10/10 Exceptional (1) "Great place " [](https://www.expedia.ca/Ludlow-Hotels-Lovely-Ludlow-Farmhouse-1-Mi-To-Town-Slopes.h104953935.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546435/a4baa5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546435/539b5c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546435/07e674b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546435/5548d6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Hanover Area Home, 16 Miles to Dartmouth! Enfield 10/10 Exceptional (1) [](https://www.expedia.ca/Enfield-Hotels-Historic-Hanover-Area-Home.h93546435.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) ![Interior](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/4dfaeb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/316d2bab.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) ### Family & Dog-Friendly Lakeside Retreat 15-min to Mount Sunapee Sunapee 10/10 Exceptional (37) "We had a lovely time at the cottage - perfect size for two families with young/small children The house is clean, cozy and has all the supplies you need. Our girls loved the place, so did our Golden Retriever :). Will definitely return again...hopefully soon! " [](https://www.expedia.ca/Sunapee-Hotels-Charming-Lakefront-Cottage-Near-Mount-Sunapee.h57518109.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98555400/98555376/837e2e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98555400/98555376/8127252b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98555400/98555376/f51309a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98555400/98555376/82047e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Vermont Vacation Rental: Private Hot Tub! Brownsville [](https://www.expedia.ca/Brownsville-Hotels-Luxury-Vermont-Vacation-Rental-Private-Hot-Tub.h98555376.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93570000/93561200/93561200/c31ea115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/94000000/93570000/93561200/93561200/1bbdb11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/94000000/93570000/93561200/93561200/56463ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms)](https://images.trvl-media.com/lodging/94000000/93570000/93561200/93561200/7c3245ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Sunapee Getaway: 2 Mi to Ledge Pond! Sunapee [](https://www.expedia.ca/Sunapee-Hotels-Private-Sunapee-Getaway-2-Mi-To-Ledge-Pond.h93561200.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94955100/94955062/238fc2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94955100/94955062/862e2365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94955100/94955062/db7b59f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94955100/94955062/85856959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Cabin w/ Panoramic Water View & Access Sunapee [](https://www.expedia.ca/Sunapee-Hotels-Lakefront-Cabin-W-Canoes.h94955062.Hotel-Information) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93202200/93202189/d7379448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93202200/93202189/69ce782f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93202200/93202189/ec36174f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93202200/93202189/94263dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Paradise Near Okemo & Killington Mount Holly [](https://www.expedia.ca/Mount-Holly-Hotels-Lakefront-Paradise-Near-Okemo-Killington.h93202189.Hotel-Information) ![House (5 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94330000/94322000/94321966/a05c05f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322000/94321966/22309641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322000/94321966/8876af3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322000/94321966/27b4d6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chester Farmhouse on 100 Acres, 15 Min to Okemo! Chester [](https://www.expedia.ca/Chester-Hotels-Chester-Farmhouse-On-100-Acres.h94321966.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/8b7b1361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/875e99ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/d08bedcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/42b076a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New Hampshire Home: 1 Mi to Boat Launch Walpole [](https://www.expedia.ca/Historic-New-Hampshire-Home-1-Mi-To-Boat-Launch.h100448559.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110930000/110920400/110920350/4717ae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110930000/110920400/110920350/3b1a5bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110930000/110920400/110920350/ab774371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110930000/110920400/110920350/2266a97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 18 Mi to Skiing: Colorful Home in Springfield! Springfield [](https://www.expedia.ca/Springfield-Hotels-18-Mi-To-Skiing-Colorful-Home-In-Springfield.h110920350.Hotel-Information) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353200/94353127/6deb0bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94360000/94353200/94353127/baab8466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353200/94353127/7c229706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353200/94353127/e45bf1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Picture-perfect Vermont Mtn Cabin w/ Hot Tub! Bridgewater Corners [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Picture-Perfect-Vermont-Mtn-Cabin-W-Hot-Tub.h94353127.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=2025-10-07&endDate=2025-10-08®ionId=7881&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%2FWindsor-Cottages.d7881-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d7881-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "The property was beautiful and well-maintained, and the staff were helpful and friendly. I had a great stay and will definitely be returning in the future. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Best Western West Lebanon-Hanover Hotel](//images.trvl-media.com/lodging/2000000/1210000/1200500/1200405/ef1c5364_y.jpg) ### Best Western West Lebanon-Hanover Hotel 10/10 Excellent "The hotel is very nice and the staff is friendly. Our room was clean and the bed was comfortable. We stayed two nights and enjoyed the complimentary breakfast. I don't know the age of the hotel, but everything seemed fairly new. The bathroom mirror had great lighting." [](https://expedia.ca/Lebanon-Hotels-Best-Western-West-Lebanon-Hanover-Hotel.h1200405.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Best hotel in the area, feels like home, the staff are so warm and welcoming, especially Chelsea. She gave us so many local recommendations, the Mexican restaurant next door is excellent. The rooms and cozy and clean. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![White River Inn and Suites](//images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg) ### White River Inn and Suites 10/10 Excellent "Everything was really good. " [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Hilton Garden Inn Hanover Lebanon](//images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/0ffc6821_y.jpg) ### Hilton Garden Inn Hanover Lebanon 10/10 Excellent "Clean and quiet" [](https://expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "." [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Fireside Inn & Suites West Lebanon](//images.trvl-media.com/lodging/1000000/20000/12300/12300/adb27d13_y.jpg) ### Fireside Inn & Suites West Lebanon 10/10 Excellent "The ambiance and stine fireplace was quite nice. Enjoyed breakfast. Our waitress coukd probably have used English lessons. She was a little off in that department and I had to explain how to make correct change when paying." [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "An absolutely amazing place to stay. The rooms I loved. I get so tired of the regular cookie cutter fancy hotel rooms. This is a ski lodge and it's designed and decorated as such. The staff is super friendly. There is adequate parking outside. It's in a beautiful area with restaurants and bars within driving distance The breakfast options were very plentiful Continental breakfast and it included fruit three different kinds of cereal a few different kinds of bagels muffins donuts there was some orange juice hot tea and coffee more than enough.. I will definitely be back it was a great place to stay and the beds were so comfortable It was one of the most comfortable beds I've ever slept in" [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Hotel Coolidge](//images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "Great location with great New England vibe. " [](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 225 | | --- | --- | | Accommodation | 74 Cottages | | Lowest Price | CA $302 | | Highest Price | CA $447 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Beach-Hotel.0-0-d6046953-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Luxury-Hotel.0-0-d6046953-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Mountain-Hotels.0-0-d6046953-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Pet-Friendly-Hotel.0-0-d6046953-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Romantic-Hotel.0-0-d6046953-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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