Title: Winhall Vacation Home Rentals from CA $233: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winhall](https://expedia.ca/Winhall-Hotels.d553248635975874057.Travel-Guide-Hotels)[Vacation Rentals in Winhall](https://expedia.ca/Winhall-Vacation-Rentals.d553248635975874057.Travel-Guide-VacationRentals)[Winhall Car Rentals](https://expedia.ca/Car-Rentals-In-Winhall.d553248635975874057.Car-Rental-Guide)[Winhall Vacation Packages](https://expedia.ca/Winhall.d553248635975874057.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winhall Vacation Rentals ![](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 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975874057&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975874057&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975874057&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975874057&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winhall Vacation Homes ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (20) "Easy booking, clean home, great location and the owner very easy to get in touch with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $216 CA $858 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/2d0018d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE! Jamaica 9.8/10 Exceptional (27) "EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) s w. CA $251 CA $872 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/c7361572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/082693de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/1ae59db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Vermont Mountain Haven Pet Friendly home with Hot tub! Winhall 9.8/10 Exceptional (27) "Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia A. CA $267 CA $878 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bondville-Hotels-Stratton-ChaletbrBeautiful-Pet-Friendly-Chalet-With-Hot-Tub.h91754323.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/eb951a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/60a8a164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/5fde27da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/9af68a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym Winhall 10/10 Exceptional (8) "Great location, large space for family, good amenities, love the fireplace and coffee set up." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eitan S. CA $439 CA $1,138 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bondville-Hotels-Spacious-Mountain-Retreat.h111931794.Hotel-Information) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/f5e61b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/w1170h780x0y876-7b3da6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/3902b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/ab4d2539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table. Dover 10/10 Exceptional (5) "Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin G. CA $162 CA $607 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/4e6773ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/cf58af9a.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/88000000/87140000/87136000/87135975/1f2d7230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whimsical Room & Private Bathroom in Historic Inn Chester Depot 8.8/10 Excellent (9) "After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. CA $138 CA $233 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.Hotel-Information) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/3b04fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/ddd735fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/4e668099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/81e10fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Dream Escape Sandgate 10/10 Exceptional (1) "Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan C. CA $163 CA $715 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Arlington-Hotels-Mountain-Dream-Escape.h120654306.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/8d25e78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/ac990b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/9d2d9170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101895700/101895664/96ddc65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carol - 10 minutes to Okemo & Newly Renovated Cavendish 10/10 Exceptional (6) "Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther K. CA $220 CA $413 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Cavendish-Hotels-The-Carol-Styled-And-Freshly-Renovated-Stay10-Minutes-To-Okemo.h101895664.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/ae5164c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts Stratton 7.8/10 Good (52) "Location was great, pool, hot tubs and sauna were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lin M. CA $102 CA $348 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/8aaaacd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/fbd534d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/0d65b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/307f6098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access! Wilmington 10/10 Exceptional (17) "We loved the house, the deck and the property amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni C. CA $273 CA $787 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/0a277e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/11631c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/3c4069e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/a1b3a50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming South Londonderry 9.6/10 Exceptional (4) "Host was accommodating with responses." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $238 CA $641 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/South-Londonderry-Hotels-Mtn-View-Hot-Tub-Magic-View-In-Scenic-Vermont.h75026827.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/5be3dba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/ec852335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/02df29f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/70ad246c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MT Holly Ski/lake house hideaway(Avail. Daily, weekends & seasonally Dec-April) Mount Holly 9.8/10 Exceptional (20) "Everything was as expected. Very clean, great location. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna K. CA $375 CA $744 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Mount-Holly-Hotels-Skilake-House-Hideaway.h78697338.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/9fc41d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/578d98e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/fb8c05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/7b016615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chester Farmhouse Ski Retreat near Slopes Chester Depot 9.6/10 Exceptional (15) "This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori N. CA $264 CA $558 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/55ac514e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/9eac2ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/81fb197a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/c29423c2_edited_fe0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views shushan 9.6/10 Exceptional (19) "Perfect location. Excellent host, very helpful , great communications. we will come back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Batla F. CA $250 CA $444 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Cambridge-Hotels-Cozy-Rustic-Cabin-In-The-Hamlet-Of-Shushan-NY.h42537185.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/02e05ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/a42c90fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/d87dec5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/91a11f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski in Ski out Condo! Pool access Stratton 9.0/10 Wonderful (2) "Great location with plenty of space for the whole family. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph S. CA $238 CA $739 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Stratton-Hotels-Ski-In-Ski-Out-Condo-Pool-Access.h94786075.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/c32df624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/97c8408c.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/96000000/95790000/95781300/95781269/2f960126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/5ef15262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Mount Snow Gnarvana - Balcony, Loft, Pet-Friendly, Walk to Hiking Dover 10/10 Exceptional (20) "Super nice place (very clean and modern) in a quiet area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete N. CA $201 CA $611 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Modern-Gnarvana-Townhome-Quick-Walk-To-Mount-Snow-Balcony-Fireplace-Loft-Pets.h95781269.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ba958cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/dd7457ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/c6fd9a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/2cf1934c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle Ludlow 9.8/10 Exceptional (103) "A lovely time enjoying the off-season in a ski town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed C. CA $264 CA $564 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/c608900c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/2ae69100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/a285ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101900000/101896400/101896361/72fbe6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dorothy-10 minutes from Okemo- freshly renovated Cavendish 9.6/10 Exceptional (4) "We had an enjoyable stay! Our hosts were very communicative and thought of the details for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maya T. CA $213 CA $406 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cavendish-Hotels-The-Dorothy-Fun-And-Funky-10-Minutes-From-Okemo.h101896361.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/7c2790a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/aa5180d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/57a23301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/01329284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun Wilmington 10/10 Exceptional (52) "We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia R. CA $404 CA $1,031 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Wilmington-Hotels-Vermont-Family-Winter-Oasis.h62985395.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=2025-11-12&endDate=2025-11-13®ionId=553248635975874057&adults=2&lodging=VACATION_HOME&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%2FWinhall-Private-Vacation-Homes.d553248635975874057-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinhall-Private-Vacation-Homes.d553248635975874057-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winhall Hotel Reviews ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Valley Craft Ales](//images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg) ### Valley Craft Ales 10/10 Excellent "Great location! Good value!" [](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "The area around the Palmer House is so beautiful. Mountains everywhere!! " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Aspen At Manchester](//images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Great place to stay" [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Unaware that breakfast was included. The previous year we did have breakfast and we found it to be very expensive and not good. Staff very friendly and very accommodating. Loved the hotel." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Its a beautiful place. Close to the Stratton Village. " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Very dog friendly." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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 "Room clean and comfy, well stocked." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The White House Inn](//images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "We had a great time. Sound proofing between the rooms wasn't good but that is what you get with a grand old historical inn. " [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ## Find out more about Winhall ## Winhall Vacation Homes information | Number of reviews | 400 | | --- | --- | | Accommodation | 874 Vacation Homes | | Lowest Price | CA $233 | | Highest Price | CA $1,138 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in South Londonderry](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Stratton](https://www.expedia.ca/5Star-Stratton-Hotels.s50-0-d163002.Travel-Guide-Filter-Hotels) - [B&B in Bondville](https://www.expedia.ca/Bondville-Bed-And-Breakfast.d6049474-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bondville](https://www.expedia.ca/Bondville-Guest-Houses.d6049474-aaGuestHouses.Travel-Guide-Accommodation) - [Luxury Hotels in Bondville](https://www.expedia.ca/Bondville-Hotels-Luxury-Hotel.0-0-d6049474-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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