Title: Windsor Vacation Home Rentals from CA $181: Search Top Private Vacation Homes for Rent | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx181861)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d181861.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d181861.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d181861.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d181861.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d181861.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) # Windsor 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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Vacation Homes ![Private kitchen](https://images.trvl-media.com/lodging/95000000/94870000/94865900/94865814/4b4c7f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms](https://images.trvl-media.com/lodging/95000000/94870000/94865900/94865814/w1179h1473x0y2-4fcdf559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94870000/94865900/94865814/w1167h989x6y0-af79165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94870000/94865900/94865814/w1179h786x0y9-57ca4ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect little house to enjoy Ellershouse CA $239 CA $374 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ellershouse-Hotels-Perfect-Little-House-To-Enjoy.h94865814.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108890000/108889900/108889805/0450a731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108890000/108889900/108889805/4393edba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108890000/108889900/108889805/41379258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/109000000/108890000/108889900/108889805/e7509d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunken Escapes Kenny's (Unit 5) Sunken Lake 10/10 Exceptional (3) "Loved the sound of the loons on the lake, cozy accommodations and the beautiful scenery. Nice place, 10/10 " CA $116 CA $266 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sunken-Lake-Hotels-Sunken-Escapes-Kennys.h108889805.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010845/0089cbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010845/f7271421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010845/62cfda71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010845/1ce552c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bespoke Lake Cottage Kings County 9.6/10 Exceptional (7) "We have a lovely stay - our only complaint is that we didn't book for long enough! The cottage is very charming and very clean. Bed is comfortable and kitchen had all equipment needed for food prep. " CA $105 CA $242 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sunken-Lake-Hotels-Bespoke-Lake-Cottage.h90010845.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010852/11f8aa1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010852/56aec8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010852/6b974df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010852/10f49368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leland’s Lakehouse Kings County 9.6/10 Exceptional (4) "The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. " CA $126 CA $284 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sunken-Lake-Hotels-Lelands-Lakehouse.h90010852.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117270000/117268400/117268356/e09e77a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117270000/117268400/117268356/86872cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117270000/117268400/117268356/fa0c8957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/118000000/117270000/117268400/117268356/58bff41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunken Escapes #3 Kit's Retreat Kings County CA $162 CA $331 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sunken-Lake-Hotels-Sunken-Escapes-3-Kits-Retreat.h117268356.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086276/0a0f42fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086276/fac8903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086276/da4fd021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086276/03477dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CAIA Lakeside Retreat- Sunken Lake, NS Sunken Lake 9.4/10 Exceptional (9) "My wife and dogs loved this property which is right in the center of Wolfville. I would definitely stay here again." CA $121 CA $302 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sunken-Lake-Hotels-CAIA-Lakeside-Retreat-Sunken-Lake.h96086276.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010847/2e001981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010847/fea3c33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010847/ecf78119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90020000/90010900/90010847/d7c16768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Yellow House In The Heart Of The Valley 🏠 Kings County 7.4/10 Good (3) "I had such a wonderful stay here! The hosts were extremely friendly and easy to communicate with. The location was great, and just a short drive away from anything needed. House was well equipped with everything necessary. Would definitely recommend, and would stay again! " CA $126 CA $286 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Port-Williams-Hotels-Little-Yellow-House-In-The-Heart-Of-The-Valley.h90010847.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114840000/114840000/114839903/295597bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114840000/114840000/114839903/4816da10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/115000000/114840000/114840000/114839903/b78d829d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114840000/114840000/114839903/w1999h1406x0y0-4065268e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 3 Bedroom House Port Williams 10/10 Exceptional (1) "Great stay. Clean, roomy and comfortable beds. " CA $395 CA $602 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Port-Williams-Hotels-Elegant-3-Bedroom-House.h114839903.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114840000/114839900/114839897/338e03ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114840000/114839900/114839897/w1999h1125x0y0-30b76c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114840000/114839900/114839897/da923a74_edited_0190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114840000/114839900/114839897/w1999h1406x0y0-cc35f587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedroom House- Refined Elegance Port Williams 10/10 Exceptional (2) "Clean and great amenities. " CA $299 CA $473 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Port-Williams-Hotels-3-Bedroom-House-Refined-Elegance.h114839897.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889793/527bddd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889793/c0e2983e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889793/2d9ae08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889793/cd5f007c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunken Escapes Bear Cub Cabin #9 Sunken Lake 10/10 Exceptional (1) "Small but cozy" CA $92 CA $190 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sunken-Lake-Hotels-Sunken-Escapes-Bear-Cub-Cabin-9.h108889793.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69399500/69399463/a2fe6a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/70000000/69400000/69399500/69399463/81a4f9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69400000/69399500/69399463/2b935fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/70000000/69400000/69399500/69399463/b71a938e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown Wolfville 8.0/10 Very good (13) "Such an amazing place. Quiet and peaceful. Clean and true to pics. Close walk to anything you want to do or see in Wolfville. The bed was as comfortable as can be. The jacuzzi made the relaxing stay that much more relaxing. Wish we could have stayed longer. Thank you so much. Hope to be back. " CA $216 CA $251 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Wolfville-Hotels-Gaspereau-Suite-Jacuzi.h69399463.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889789/8b421483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889789/4a1f724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889789/270893ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108890000/108889800/108889789/91ea5634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunken Escapes Fox Cabin #8 Sunken Lake 4.0/10 (1) "The area is nice close to lake. Room size was very tight, pictures on ad showed bathroom but its a walk back to the parking lot to get to it an at night its an unlit walkway. quiet time was stated as 10 pm but many palaces were loud an all lite up till midnight. parking was small but no autos allowed to the cabin but had Harly motor bike come right next door. Had person from 2 cabins down try to remove propane tank an... CA $85 CA $181 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sunken-Lake-Hotels-Sunken-Escapes-Fox-Cabin-8.h108889789.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=2025-10-24&endDate=2025-10-25®ionId=181861&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Private-Vacation-Homes.d181861-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Private-Vacation-Homes.d181861-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![The Breeze Motel ](//images.trvl-media.com/lodging/97000000/96500000/96496000/96495987/f17445c8_y.jpg) ### The Breeze Motel 10/10 Excellent "Quiet isolated location on the water." [](https://expedia.ca/North-Grand-Pre-Hotels-The-Breeze-Motel.h96495987.Hotel-Information) ![Slumber Inn](//images.trvl-media.com/lodging/1000000/470000/460600/460541/23cd4e60_y.jpg) ### Slumber Inn 10/10 Excellent "Easy check in, great friendly staff, rooms were absolutely immaculately clean! Great stay! " [](https://expedia.ca/Wolfville-Hotels-Slumber-Inn.h460541.Hotel-Information) ![Farmhouse Inn B&B](//images.trvl-media.com/lodging/12000000/11450000/11442200/11442150/28bb47d8_y.jpg) ### Farmhouse Inn B&B 10/10 Excellent "Breakfast was delicious and fresh!" [](https://expedia.ca/Wolfville-Hotels-Farmhouse-Inn-BB.h11442150.Hotel-Information) ![Tattingstone Inn](//images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/b9f447f6_y.jpg) ### Tattingstone Inn 10/10 Excellent "great place " [](https://expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![The August House](//images.trvl-media.com/lodging/93000000/92030000/92024900/92024852/20fd8b43_y.jpg) ### The August House 10/10 Excellent "Highly recommend August House. The rooms in this heritage home are clean and beautiful with a minimalist, pine aesthetic. The breakfast is buffet with local bread, granola, berries, scrambled eggs, etc. The staff are very helpful. There is a sauna and several shared spaces. The rooms have no TV. The bed was very comfortable and the tub was deep. " [](https://expedia.ca/Windsor-Hotels-The-August-House.h92024852.Hotel-Information) ![The Inn at Grand Pre Winery](//images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/b35bc36c_y.jpg) ### The Inn at Grand Pre Winery 10/10 Excellent "Lovely inn with great staff. Nice breakfast" [](https://expedia.ca/Grand-Pre-Hotels-The-Inn-At-Grand-Pre-Winery.h76979462.Hotel-Information) ![Old Orchard Inn](//images.trvl-media.com/lodging/1000000/910000/903300/903228/b38dda0d_y.jpg) ### Old Orchard Inn 10/10 Excellent "Hot tubs were nice.Check out slow." [](https://expedia.ca/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) ![Super 8 by Wyndham Windsor NS](//images.trvl-media.com/lodging/2000000/1720000/1711000/1710981/dc71ef36_y.jpg) ### Super 8 by Wyndham Windsor NS 10/10 Excellent "Quiet and close to the highway" [](https://expedia.ca/Wolfville-Hotels-Super-8-By-Wyndham-Windsor-NS.h1710981.Hotel-Information) ![Falls Lake Burrow - Private Cottage with Screened-in Hot Tub ](//images.trvl-media.com/lodging/85000000/84520000/84517700/84517684/78b94919_y.jpg) ### Falls Lake Burrow - Private Cottage with Screened-in Hot Tub 10/10 Excellent "Very cozy place stocked with everything you need" [](https://expedia.ca/Vaughan-Hotels-Falls-Lake-Burrow-Cottage-Whot-Tub-2-Bdrm.h84517684.Hotel-Information) ## Find out more about Windsor ## Windsor Vacation Homes information | Number of reviews | 39 | | --- | --- | | Accommodation | 34 Vacation Homes | | Lowest Price | CA $181 | | Highest Price | CA $602 | ## Explore a world of travel with Expedia - 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[West Hants Hotels](https://www.expedia.ca/Destinations-In-West-Hants.d553248635976006406.Hotel-Destinations) - [Downtown Halifax Hotels](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels.0-n6217399-0.Travel-Guide-Filter-Hotels) - [Apartments in Ellershouse](https://www.expedia.ca/Ellershouse-Apartments.d3000464809-aaApartments.Travel-Guide-Accommodation) - [B&B in Ellershouse](https://www.expedia.ca/Ellershouse-Bed-And-Breakfast.d3000464809-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Ellershouse](https://www.expedia.ca/Ellershouse-Cottages.d3000464809-aaCottages.Travel-Guide-Accommodation) - [B&B in Falmouth](https://www.expedia.ca/Falmouth-Bed-And-Breakfast.d6310356-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Falmouth](https://www.expedia.ca/Falmouth-Cabins.d6310356-aaCabins.Travel-Guide-Accommodation) - [Cottages in Falmouth](https://www.expedia.ca/Falmouth-Cottages.d6310356-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Falmouth](https://www.expedia.ca/Falmouth-Guest-Houses.d6310356-aaGuestHouses.Travel-Guide-Accommodation) - 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