Title: Windsor Condo Rentals from CA $316 | 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 Condos Rentals in Windsor from CA $316 - ![](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 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Condo Rentals ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/7f99722e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/57672945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/ce1e5a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out mountainside condo close to everything with full kitchen - tranquil Clock Tower Base Area 9.0/10 Wonderful (74) "It was a perfect location and had everything we needed for a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danna K. CA $105 CA $355 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/54a5f76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/c6c8a740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/1662100f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/b0da744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route Ludlow 10/10 Exceptional (102) "Pretty nice little condo in a nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jonathan H. CA $186 CA $394 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Vrbo-Property.h45708952.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/8583048f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/ac902f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/c8d6e7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/fcd88235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2nd-floor downtown Ludlow studio condo with kitchenette, streaming Ludlow 8.6/10 Excellent (4) "Clean room. Glad that the text responses are quick. We weren't initially provided a room number and then the door code we were given would not work. Host responded and was able to reset code from afar. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana Maria C. CA $115 CA $332 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Ludlow-Hotels-2nd-Floor-Downtown-Ludlow-Studio-Condo-With-Kitchenette.h101332217.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/fb10b74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/023207a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/8705244b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/4b80a3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area Clock Tower Base Area 9.8/10 Exceptional (10) "The place was great. Exactly like the listing described. Ski lift right off the rear of the building. Great location. Walking distance to some nightlife and food. And just a short drive for all other needs. Place was clean and nicely equipped kitchen. Will definitely be looking to stay again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ian w. CA $153 CA $494 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ludlow-Hotels-Ski-Haven-1-Bed-Ski-Inout-Condo.h102344670.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/ccde78f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h705x0y32-e5087034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h677x0y46-0e08c146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/12b9c5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort Cavendish 10/10 Exceptional (18) "Lovely large property, everything was clean and well maintained! Will happily stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $420 CA $755 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.Hotel-Information) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/811f5334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/ed39671f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/f304b3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/aa578f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in the heart of town near skiing - less than a mile to Okemo Mountain Ludlow 9.0/10 Wonderful (14) "The location was awesome. Close to amenities and local eateries. Too close to the road for my preference. Road noise from the traffic was constant. The ki g size bed was amazing and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna H. CA $115 CA $368 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Ludlow-Hotels-Light-Filled-Condo-In-The-Heart-Of-Town-Less-Than-A-Mile-To-Okemo-Mountain.h90038655.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/7acc5bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/1d0d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/3ecbdb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/4ed0f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street Ludlow 9.0/10 Wonderful (22) "This modest property was super clean and convenient to Okemo ski resort. Access was simple as the door codes were emailed. I do wish there was an interior deadbolt/chain-lock for security in addition to just the exterior access combo.This whole unit was freshly painted. The all purpose room was spacious. The kitchen corner was modestly equipped but offered the necessities. The couch was comfortable and the TV was average. The bathroom was spacious but had a dated floor and shower. The... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $115 CA $332 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78370000/78365400/78365390/4efa5e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78370000/78365400/78365390/086927c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78370000/78365400/78365390/3d257ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78370000/78365400/78365390/15d900fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi Clock Tower Base Area 8.4/10 Very good (13) "Excellent Location.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Carlos L. CA $164 CA $435 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-With-Balcony.h78365390.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/cb045568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/7deeec13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/78904746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails Ludlow 7.6/10 Good (53) "Property great location but needs interior renovations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William D. CA $122 CA $432 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/447741a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/2aac0c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/7ab5ab3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/a1762c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor ski-in/out condo, full kitchen & high-speed WiFi Clock Tower Base Area 9.4/10 Exceptional (21) "A great spot for an early season weekend celebration. The listing is inaccurate unfortunately. It only sleeps 4 in beds. There is only one sleeper sofa in the living area and there weren’t any sheets for it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen C. CA $210 CA $515 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Ludlow-Hotels-Ski-InSki-Out-Condo-With-Fireplace.h73756146.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74150000/74149800/74149788/9e154267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74150000/74149800/74149788/753e5d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74150000/74149800/74149788/dcd02e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74149800/74149788/c641215d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Out Condo with Mountain Views, and Washer/Dryer Ludlow 9.8/10 Exceptional (16) "Location location location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Britt H. CA $245 CA $631 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Electric-Fireplace.h74149788.Hotel-Information) ![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/f9cbb469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/c5ad1ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/c9692d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/1a544915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woods by Killington Vacation Rentals - 2 Bedrooms The Woods 10/10 Exceptional (2) "The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $266 CA $873 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Killington-Hotels-The-Woods-By-Killington-Vacation-Rentals-2-Bedrooms.h90019372.Hotel-Information) ![Condo, 1 Bedroom, Kitchen, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/668c2f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Kitchen, Garden View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/04a5f2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Kitchen, Garden View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/8a77dfe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/0ce108b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Suites at Killington Center Killington CA $154 CA $477 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Killington-Hotels-The-Suites-At-Killington-Center.h121193871.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/109000000/108490000/108481700/108481634/65aa0189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108490000/108481700/108481634/8a3fd2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108490000/108481700/108481634/2c84fe84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108490000/108481700/108481634/6112e7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool. Killington 10/10 Exceptional (2) "The place was perfect for our trip, close to the lifts and the bike park. Host kept good communication throughout the trip from beginning to the end. Would definitely recommend if you are headed to Killington for the bike park." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott D. CA $172 CA $583 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Killington-Hotels-Trail-Creek-Killington-Condos-18-Ski-Home-Trail-Bus-Hot-Tub-Pool.h108481634.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108900000/108898500/108898462/e224bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108900000/108898500/108898462/d3006cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108900000/108898500/108898462/337d5413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108900000/108898500/108898462/2122b1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-Bedroom Whiffletree Condo in Killington, VT with Ski-In/Shuttle Access. Ski rental deals. Killington 9.0/10 Wonderful (2) "Beautiful condo. Convenient proximity to slopes. Neighbors upstairs were load til 3am partying but not the fault of the owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JR M. CA $151 CA $556 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Killington-Hotels-Cozy-3-Bedroom-Whiffletree-Condo-In-Killington.h108898462.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73360000/73359800/73359716/b200a527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73360000/73359800/73359716/aea17d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73360000/73359800/73359716/418364b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73360000/73359800/73359716/2c0f7a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A Killington 9.2/10 Wonderful (5) "I don’t think I’ve ever had such wonderful service checking in and caring for our needs. Amazing response time and outstanding stay. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret L. CA $109 CA $328 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Killington-Hotels-Fall-Line-Studio-Condo-With-Mountain-Views-On-Shuttle-Route-B4A.h73359716.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/1aec1bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/a9d39a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/34ab1387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/92cf66c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozyCub- Location, Fireplace, Ski Off/Shuttle On! Killington 10/10 Exceptional (22) "Great place to stay and close to the mountain!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam S. CA $113 CA $391 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Killington-Hotels-CozyCub-Cheerful-Haven-Nestled-On-The-Mountain.h77972752.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72400000/72393800/72393787/fa6543fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/73000000/72400000/72393800/72393787/159c2547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/73000000/72400000/72393800/72393787/b7093446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72400000/72393800/72393787/96dc37e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A Killington 8.8/10 Excellent (3) "Great location, just the right size, and comfy beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike H. CA $100 CA $316 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Killington-Hotels-Fall-Line-Studio-Condo-With-Mountain-Views-On-Shuttle-Route-G2A.h72393787.Hotel-Information) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/41000000/40070000/40061100/40061003/fe9fc9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40070000/40061100/40061003/d175f7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40070000/40061100/40061003/f25b9b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40070000/40061100/40061003/d834834a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service Killington 9.4/10 Exceptional (63) "Comfortable condo in convenient location near Ramshead. Access to the newly renovated health spa: indoor pool, sauna and hot tub a real bonus. Great place for a few days skiing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $125 CA $341 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Killington-Hotels-Snowshed-Ramshead-Ski-Lodges-In-Walking-Distance-Plus-Shuttle-Service.h40061003.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72480000/72476800/72476795/ac97c810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72480000/72476800/72476795/f3aa5dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/73000000/72480000/72476800/72476795/fc03abaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72480000/72476800/72476795/b90869be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snow Better Place: Perfect for Two - On Shuttle Route w/ Amenities Killington 7.4/10 Good (3) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason D. CA $117 CA $339 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Killington-Hotels-Beautiful-Fall-Line-Condo-With-Mountain-Views-On-Shuttle-Route-E2A.h72476795.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=2025-11-27&endDate=2025-11-28®ionId=7881&adults=2&lodging=CONDO&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America®ionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VILLA) ![](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-Condos.d7881-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Condos.d7881-aaCondos.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Hideaway Inn Mt.Sunapee](//images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Easy check in & out, room clean" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Fat Sheep Farm & Cabins](//images.trvl-media.com/lodging/46000000/45550000/45547000/45546970/03f7a10c_y.jpg) ### Fat Sheep Farm & Cabins 10/10 Excellent "The fat sheep farm is such a a cute cozy place. We partook in morning chores with Jay, she is absolutely amazing. She made everyone feel at home with interacting with the sheep. She was very knowledge and you can tell she genuinely loves the animals. Todd and Suzy are amazing as well. We breifly met Todd upon arrival, he brought us fresh eggs and scones, both were so yummy. We were able to chat with Suzy for a bit such a nice person. They have two dogs Rocky and Coco. Coco is so friendly. The cabin was cute, cozy and most of all quiet. This place is so peacful. We sat there and watched the sun rise and sunsets. There was a full moon which was breathtaking. I did not want to leave the farm!! We are already planning our next trip. " [](https://expedia.ca/Central-Vermont-Killington-Hotels-Fat-Sheep-Farm-Cabins.h45546970.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Amazing trip! " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Large, clean room with nice view. Unique. " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.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 "This was the third time our family stay at this Hilton location during our visit to Hanover. We always had good experience. The room is clean, spacious, and the staff are always friendly and accommodating. We will surely come back again for the next visit. " [](https://expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "The room was clean and comfortable, the front desk staff was friendly (especially considering we arrived really late at night), and the breakfast was solid. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "Staff were fantastic " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.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 "Excellent " [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.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 "Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ## Find out more about Windsor ## Windsor Condo Rentals information | Number of reviews | 331 | | --- | --- | | Accommodation | 900 Condo Rentals | | Lowest Price | CA $316 | | Highest Price | CA $873 | ## 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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