Title: Windsor Vacation Home Rentals from CA $225: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d3000460770.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d3000460770.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d3000460770.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d3000460770.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000460770&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 two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000460770&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) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Vacation Homes ![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/0dcb9772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/dfe7bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/a61328fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/370f86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth Portsmouth 9.4/10 Exceptional (3) "Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. " CA $112 CA $368 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/40a8c9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/e12e813b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/5812ceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/e762c024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!! Portsmouth 9.2/10 Wonderful (19) "Nice, comfortable stay. Communication with renter was fantastic. Clean rooms and clam neighborhood." CA $126 CA $386 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83019300/83019237/w906h683x59y0-58fd4315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83020000/83019300/83019237/w904h683x60y0-6349c57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83020000/83019300/83019237/a15f77a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83020000/83019300/83019237/e38a2ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "KINGSDALE" 2 Bedrooms Franklin 10/10 Exceptional (6) "House looked just like the pictures very clean. The Host is very helpful and replys quickly! We will definitely stay again at their places" CA $252 CA $384 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Franklin-Hotels-The-KINGSDALE-2-Bedrooms.h83019237.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/3f0e3bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/cdfb8169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/20919817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/92ac0d10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home Portsmouth 9.0/10 Wonderful (37) "This was a great stay. The location was nice and quiet. Loved the ability to walk to several eateries and bars. Thoroughly enjoyed our stay. Had a great time and the owners were very responsive. " CA $181 CA $491 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Portsmouth-Hotels-Modern-Oasis-Downtown-Luxury-Stay.h89007920.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/e3730d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/698d9c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/33e0d711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/2763c5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large 2 bedroom | Queen beds | Safe Area Wythe 7.8/10 Good (10) "Clean, convenient and comfortable, would stay again." CA $192 CA $429 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/3df66ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/w905h683x60y0-ab033077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/w905h683x59y0-9b9b9435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/w905h683x60y0-a13e3cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home AWAY FROM HOME!!! Franklin, VA
(1 BEDROOM) Franklin 9.8/10 Exceptional (39) "Great little home " CA $158 CA $225 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Franklin-Hotels-Home-AWAY-FROM-HOME-Franklin.h57132151.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571194/f9de0d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571194/b6e7c416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571194/94af2d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571194/713cef19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect for families! Hudson Terrace 6.6/10 (8) "we enjoy the stay and we’ll book again great location located right behind the Newport police station. There’s also lots of things to do in the location. A big pond for fishing my family enjoyed." CA $151 CA $418 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Newport-News-Hotels-318-Perfect-For-Families.h102571194.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/586d94f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/466568ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/659784d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/6213195f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC Portsmouth 10/10 Exceptional (1) "Enjoyed our stay,host was very hospital.love to enjoy it again in December " CA $315 CA $640 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/9e80508a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/4a15cf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/d1eb5a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, toys, books](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/854c4c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family fun Grotto waterfall Bethel Oasis Hampton 9.8/10 Exceptional (36) "Everything was great. " CA $699 CA $1,016 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hampton-Hotels-Family-Fun-Grotto-Waterfall-Bethel-Oasis.h42328993.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/1ff997be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/d587d827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/bc0559e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/33bd374f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bedroom Cottage - 5 Minutes from both beaches Hampton 9.2/10 Wonderful (27) "Nice house. Only complaint there were not enough washcloths provided" CA $410 CA $890 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hampton-Hotels-4-Bedroom-Cottage-5-Minutes-From-Both-Beaches.h74236461.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93310000/93306500/93306406/w402h540x24y0-d7ae972d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93310000/93306500/93306406/dd69f1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93310000/93306500/93306406/w447h540x0y0-a42f6fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93310000/93306500/93306406/e5b40c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wooded Wonderland Portsmouth 9.8/10 Exceptional (11) "Well stocked and very clean. Beautiful home" CA $435 CA $886 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Portsmouth-Hotels-Wooded-Wonderland.h93306406.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22780000/22772100/22772076/737a10d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22780000/22772100/22772076/de6b8c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, toys, books](https://images.trvl-media.com/lodging/23000000/22780000/22772100/22772076/341ab792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/23000000/22780000/22772100/22772076/c1b19b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family friendly 5 bedroom home within Walking distance To CNU Central Newport News 10/10 Exceptional (48) "We had the most amazing time in this beautiful modern house! The rooms were perfect, the common area and living room are more beautiful than the pictures and the water feature outside is so peaceful! I couldn’t recommend staying here more! " CA $627 CA $900 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newport-News-Hotels-Family-Friendly-5-Bedroom-Home-Within-Walking-Distance-To-CNU.h22772076.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83380000/83370700/83370636/b7f330ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83380000/83370700/83370636/6c2ba6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83380000/83370700/83370636/846e2ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83380000/83370700/83370636/97077099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground North Newport News 10/10 Exceptional (17) "This place was beautiful and we had a great time " CA $683 CA $1,019 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newport-News-Hotels-Cozy-Cheeful-Family-Friendly-5-Bedroom-Rancher.h83370636.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/b134d21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/4ef0b966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/cc11d32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/4629d6cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach! Willoughby Spit 7.4/10 Good (10) "Attentive helped with any concerns within minutes. Would reccomend! " CA $419 CA $792 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Norfolk-Hotels-Big-Waterfront-House-On-The-Bay-Amazing-Views.h110999250.Hotel-Information) ![Dishwasher](https://images.trvl-media.com/lodging/121000000/120350000/120344300/120344258/27f497f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher](https://images.trvl-media.com/lodging/121000000/120350000/120344300/120344258/40930a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120350000/120344300/120344258/fea49f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120350000/120344300/120344258/44aa1de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly! Newport News CA $372 CA $602 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Newport-News-Hotels-Beautiful.h120344258.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110930000/110925300/110925241/w1732h1596x0y136-cfe62944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110930000/110925300/110925241/9e61edc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110930000/110925300/110925241/6ae43e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/111000000/110930000/110925300/110925241/c2f1967e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 7-bedroom house in brilliant Newport News with AC, WiFi North Newport News 10/10 Exceptional (2) "We had an amazing stay at Xiang’s home! The house was spacious, spotless, and beautifully maintained—perfect for our large group. There were plenty of bedrooms and bathrooms, with a Master bedroom downstairs and 2 Master bedrooms upstairs, which makes it perfect for multi generation gathering. Also one bedroom downstairs has a Jack and Jill bathroom, and once everyone is out of the living room, it is like another Master bedroom. The layout made it easy for everyone to have their own space while... CA $909 CA $1,332 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Newport-News-Hotels-Spacious-7-Bedroom-House-In-Brilliant-Newport-News-With-AC.h110925241.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105570000/105560900/105560806/ddd8dffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/106000000/105570000/105560900/105560806/e6a872be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105570000/105560900/105560806/d8eb3e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105570000/105560900/105560806/4efc3be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private beach. Amazing Chesapeake Bay views. Luxury Home near major attractions Suffolk 10/10 Exceptional (2) "We absolutely love spending time at the house on the Chesapeake Bay—it feels like a peaceful retreat where the beauty of nature surrounds us every day. The gentle sound of the waves, the breathtaking sunrises and sunsets reflecting off the water, and the cool bay breeze create an atmosphere that is both calming and refreshing. Whether we’re watching boats pass by, enjoying fresh seafood on the deck, or simply sitting with family and friends while taking in the view, every moment felt special.... CA $945 CA $1,416 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Suffolk-Hotels-Private-Beach-Amazing-Water-View-Of-TheJames-River-Andthe-Chesapeake-Bay.h105560806.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98490000/98489400/98489384/d42017da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games](https://images.trvl-media.com/lodging/99000000/98490000/98489400/98489384/70c0ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98490000/98489400/98489384/76bc2daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98490000/98489400/98489384/b204597e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 99) Massive home with Hot Tub! Downtown Hampton 5.0/10 (6) "The house served its purpose for a weekend stay. Quite a few quirks to the property. Close to downtown Hampton. " CA $339 CA $775 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hampton-Hotels-99-Massive-Home-With-Hot-Tub.h98489384.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110140000/110135000/110134958/8ebd80d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110140000/110135000/110134958/7924cfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110140000/110135000/110134958/3f376496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/111000000/110140000/110135000/110134958/1ff70dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Massive 6 bedroom home in a great neighborhood! Norfolk 4.6/10 (4) "They advertised a pool that doesn’t work, the kitchen is missing allot of items and the place was still dirty. Roof had a huge hole in the living room " CA $441 CA $970 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Norfolk-Hotels-Massive-6-Bedroom-Home-In-A-Great-Neighborhood.h110134958.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110164900/110164879/b84e4e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110164900/110164879/1d667d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110164900/110164879/dd9cc8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110164900/110164879/cda645e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 homes that sleep 16! Wythe 2.0/10 (1) "We arrived to NewPort news around 2:30 and checked into the home on 245 Chapel St. @ 3pm. Once I got my mother and family members settled in my husband and I went to the other home 701 Smith St. without complications. My husband and I were not impressive about the neighborhood or the distance from the home on Chapel St., which they stated that the homes were walking distance; approximately 7 minute drive across the town. The home on Smith St. was nicely clean on the inside. We slept there... CA $1,525 CA $2,253 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hampton-Hotels-2-Homes-That-Sleep-16.h110164879.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=2025-10-26&endDate=2025-10-27®ionId=3000460770&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.d3000460770-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.d3000460770-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Hilton Norfolk The Main](//images.trvl-media.com/lodging/17000000/16420000/16417400/16417334/ec9c304d_y.jpg) ### Hilton Norfolk The Main 10/10 Excellent "No time for breakfast-early conference. Room was clean, Staff was professional and helpful. parking was easy. thank you. Yes, I would stay again" [](https://expedia.ca/Norfolk-Hotels-Hilton-Norfolk-The-Main.h16417334.Hotel-Information) ![Relax Inn](//images.trvl-media.com/lodging/113000000/112790000/112787600/112787567/85dfc32d_y.jpg) ### Relax Inn 10/10 Excellent "Decent for the price" [](https://expedia.ca/Hampton-Hotels-Relax-Inn.h112787567.Hotel-Information) ![Courtyard by Marriott Norfolk Downtown](//images.trvl-media.com/lodging/1000000/890000/885900/885842/4fb817e1_y.jpg) ### Courtyard by Marriott Norfolk Downtown 10/10 Excellent "The woman at the front desk was incredibly helpful! " [](https://expedia.ca/Norfolk-Hotels-Courtyard-By-Marriott-Norfolk-Downtown.h885842.Hotel-Information) ![Hampton Inn & Suites Chesapeake-Square Mall](//images.trvl-media.com/lodging/2000000/1490000/1489300/1489263/026638ac_y.jpg) ### Hampton Inn & Suites Chesapeake-Square Mall 10/10 Excellent "Unbelievably comfortable beds! " [](https://expedia.ca/Chesapeake-Hotels-Hampton-Inn-Suites-Chesapeake-Square-Mall.h1489263.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](//images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 10/10 Excellent "All was fine " [](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Sonesta Simply Suites Hampton](//images.trvl-media.com/lodging/1000000/70000/67800/67734/975448f7_y.jpg) ### Sonesta Simply Suites Hampton 10/10 Excellent "Staff was very friendly at check in and check out. Easy stay. Had more amenities than I needed for 2 nights, but would be a great hotel for a long term stay. " [](https://expedia.ca/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information) ![The Landing at Hampton Marina, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/10000/3800/3729/eeb2b058_y.jpg) ### The Landing at Hampton Marina, Tapestry Collection by Hilton 10/10 Excellent "Clean room " [](https://expedia.ca/Newport-News-Hotels-The-Landing-At-Hampton-Marina.h3729.Hotel-Information) ![Norfolk Waterside Marriott](//images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "Beautiful Bay view from our window. Staff were very helpful." [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ![Holiday Inn Express Hampton - Coliseum Central by IHG](//images.trvl-media.com/lodging/1000000/20000/18000/17974/050485cd_y.jpg) ### Holiday Inn Express Hampton - Coliseum Central by IHG 10/10 Excellent "Check in was easy and the room had everything we needed" [](https://expedia.ca/Newport-News-Hotels-Holiday-Inn-Express-Hampton-Coliseum-Central.h17974.Hotel-Information) ## Find out more about Windsor ## Windsor Vacation Homes information | Number of reviews | 276 | | --- | --- | | Accommodation | 231 Vacation Homes | | Lowest Price | CA $225 | | Highest Price | CA $2,253 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Red Roof Inn Hotels in Bacons Castle](https://www.expedia.ca/Bacons-Castle-Hotels-Red-Roof-Inn.0-0-d553248635976006750--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Vacation Homes in Battery Park](https://www.expedia.ca/Battery-Park-Private-Vacation-Homes.d3000459809-aaPrivateVacationHomes.Travel-Guide-Accommodation) - 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