Title: Windsor Vacation Home Rentals from CA $352: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d175568.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor vacation homes ![Exterior](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/1d81fc0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/02a26a70_edited_16e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/3d43d563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/2be335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discover Oakland charm near Colby College 10 min [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) Oakland 10/10 Exceptional (6 reviews) "Very clean and comfy. A pleasure to stay there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki W. CA $121 CA $352 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/815a3cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/8aa43b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/w1188h800x0y0-be52bc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/a13047f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family's Paradise: 3BR/2BA,Game Room & Lake Access [](https://www.expedia.ca/Belgrade-Hotels-A-Familys-Paradise-Spacious-3BR2BA-W-Game-Room.h105754901.Hotel-Information) Belgrade 9.8/10 Exceptional (9 reviews) "We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyson W. CA $258 CA $1,113 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Belgrade-Hotels-A-Familys-Paradise-Spacious-3BR2BA-W-Game-Room.h105754901.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/129d87e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/5be70f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/acce8344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/db1800b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on water's edge of Lake Cobbosseecontee [](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.Hotel-Information) Manchester 8.8/10 Excellent (19 reviews) "Very quiet spot right on the lake, relatively easy to get to, close to town. Cabin is small, which was perfect for the two of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie P. CA $197 CA $454 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/f7212acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/17a87d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy getaway: farmhouse with wood stove & jacuzzi tub [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) Oakland 10/10 Exceptional (9 reviews) "It was that was said to be The host was very nice and helpful . I enjoyed my stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea C. CA $264 CA $496 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/7462c453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/2f6732dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/b19c689c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/c69a36f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camp Lintonia on Tacoma Lakes [](https://www.expedia.ca/Litchfield-Hotels-COMING-SOONCamp-Lintonia.h103430319.Hotel-Information) Litchfield 10/10 Exceptional (12 reviews) "Booked this property for a girls trip and this property was stunning! Wish we would’ve booked for more days! Ample space for everyone, views were amazing, and the house was gorgeous! Already considering booking again next year! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma B. CA $305 CA $378 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Litchfield-Hotels-COMING-SOONCamp-Lintonia.h103430319.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/7723a7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/7cfe1482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/ffa68160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/479ba3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Home in Central Maine [](https://www.expedia.ca/Augusta-Hotels-The-Maine-Experience-Where-Expansive-Nature-Meets-Modern-Comfort.h118939094.Hotel-Information) Sidney 8.0/10 Very good (4 reviews) "A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pat D. CA $380 CA $557 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Augusta-Hotels-The-Maine-Experience-Where-Expansive-Nature-Meets-Modern-Comfort.h118939094.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=2026-02-24&endDate=2026-02-25®ionId=175568&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America®ionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CHALET) ![](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.d175568-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.d175568-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/bf2caaca_y.jpg) ### Hampton Inn Augusta 10/10 Excellent "D" [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information) ![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "I was very satisfied with the hotel and room as it was exactly as represented. There was a difficulty regarding payment at check in which was entirely on me and the girl at the desk was extremely pleasant and helpful as well as patient while I was contacting my bank for release of funds due to fraud activity on my account. She was exceptional and helpful to continue my check in using another credit card and so happy to help. The only negative event was the fire in the kitchen causing me to have to leave my room for over an hour which was inconvenient and cold but no reflection of the hotel just good safety measures in place." [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "The rokm was great and very clean. The staff was awesome. " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Days Inn by Wyndham Augusta](https://images.trvl-media.com/lodging/1000000/60000/50600/50552/6adf084b_y.jpg) ### Days Inn by Wyndham Augusta 10/10 Excellent "The room was clean and staff accommodating. When we had to leave immediately due to the storm overtaking the area, they cancelled the remainder of our reservation without a fuss." [](https://expedia.ca/Augusta-Hotels-Days-Inn-By-Wyndham-Augusta.h50552.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Breakfast was excellent. All staff were nice, acknowledged your presence, were very accommodating. Was very thankful. Sone if tge reviews online discouraged me. Was thankful the room I had was clean, staff was great!" [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/42d3f26f_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent "Room clean, comfortable, and had a great reading chair!" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Best Western Plus Augusta Civic Center Inn](https://images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg) ### Best Western Plus Augusta Civic Center Inn 10/10 Excellent "Quiet and clean room. Very Good Breakfast." [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.Hotel-Information) ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Nice clean room, cozy, friendly staff, fair price, convenient location. " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Homewood Suites by Hilton Augusta](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg) ### Homewood Suites by Hilton Augusta 10/10 Excellent "Highly recommend " [](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ## Find out more about Windsor ## Windsor Vacation Homes information | Number of reviews | 56 | | ----------------- | ------------------ | | Accommodation | 179 Vacation Homes | | Lowest Price | CA $352 | | Highest Price | CA $1,113 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Augusta ](https://www.expedia.ca/Augusta-Bed-And-Breakfast.d452-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Augusta ](https://www.expedia.ca/Augusta-Cabins.d452-aaCabins.Travel-Guide-Accommodation) - [Chalets in Augusta ](https://www.expedia.ca/Augusta-Chalets.d452-aaChalets.Travel-Guide-Accommodation) - 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