Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
Flat in Windsor
4.94 out of 5 average rating, 182 reviewsOLDE WALKERVILLE Windsor Ontario
Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.
10–17 Nov
Guest house in Kingsville
4.96 out of 5 average rating, 208 reviewsCozy Kingsville Country Guest House
Enjoy your stay in this cozy guest house on the main strip of the charming village of Cottam, within the town of Kingsville. This attached suite will be all for you. Separated from the main house with your own private entrance in the front and rear. Relax on the spacious deck overlooking the lush green mature treed backyard, roast marshmallows at the fire pit or take a nice nap on the hammock. Located a short drive to downtown Kingsville, beaches, wineries, restaurants, craft breweries and more!
30 Oct – 6 Nov
Home in Windsor
4.89 out of 5 average rating, 177 reviewsStunning Top Tier Modern Home Is Ready To Host You
Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!
3–10 Nov
Holiday rentals for every style
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Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Flat in Windsor
4.89 out of 5 average rating, 36 reviewsROOF TOP 2-Bedroom PentHouse ! ! !
13–20 Mar
Home in The Core
4.8 out of 5 average rating, 76 reviews3 Bed Bright Modern Home in Heart of Walkerville
7–14 Apr
Home in The Core
5.0 out of 5 average rating, 27 reviewsBoutique Suite on the River
9–16 Sept
Home in Windsor
4.94 out of 5 average rating, 54 reviewsThe Boho Oasis
9–16 Jul
Home in Windsor
5.0 out of 5 average rating, 22 reviewsThe Spot - Luxury Living
22–29 Oct
Guest house in Windsor
4.89 out of 5 average rating, 35 reviewsCozy Guesthouse in South Windsor
30 May – 6 Jun
Flat in The Core
4.96 out of 5 average rating, 67 reviews"The Modern Loft" in Walkerville / 2Bed - 1 Bath
26 Aug – 2 Sept
Townhouse in Windsor
4.88 out of 5 average rating, 8 reviewsComfy house near shopping mall.
29 Apr – 6 May
Home in West Side
5.0 out of 5 average rating, 41 reviewsThe Whimsical Inn
9–16 Sept
Flat in Windsor
5.0 out of 5 average rating, 3 reviewsnewly built 2BR/2BA condo
7–14 Jun
Farm stay in Essex County
5.0 out of 5 average rating, 78 reviewsThe Fir&Feather Tree Farm 1Bedroom Suite & Hot tub
3–10 Sept
Flat in Windsor
4.94 out of 5 average rating, 62 reviewsWalkerville Loft (Main floor unit)
23–30 May
Quick stats about holiday rentals in Windsor
Total rentals | 1.4K properties |
---|---|
Rentals with dedicated workspaces | 770 properties have a dedicated workspace |
Rentals with a pool | 100 properties have a pool |
Pet-friendly rentals | 330 properties allow pets |
Family-friendly rentals | 560 properties are a good fit for families |
Total number of reviews | 64K reviews |
Destinations to explore
- Apartment rentals Windsor
- Rentals with lake access Windsor
- Flat rentals Windsor
- Fitness-friendly rentals Windsor
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- Monthly Rentals Windsor
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- House rentals Windsor
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- Private suite rentals Windsor
- Smoking-friendly rentals Windsor
- Rentals with a patio Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with a sauna Windsor
- Rentals with a fireplace Windsor
- Pet-friendly rentals Windsor
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