
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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Vacation rentals for every style
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Popular amenities for Windsor vacation rentals
Windsor house rentals

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Private Luxury Inlaw Suite with Private Entrance

Shalom - Modern Spacious Home, 4BR + 4Beds + 3BA

Windsor Castle is Waiting for You

Beautiful 3Bedroom 2Bath Home free parking&laundry

Hot Tub, TV & Sound bar with fire pit to enjoy.

Comfy dream • 2 beds • Netflix • work desk

Stylish South Walkerville Home w Hot-Tub & Firepit
Windsor apartment rentals

BORNU-2nd Flr Spacious, Location, Clean, 1BDr, A/C

Navy Yard Flats (Flat A) - Historic Amherstburg

Private Apartment near Lakeside Park

Private 2 bedroom apartment in Prime Location

Rare find by the Riverside

Detroit/Grosse Pointe Oasis

Charming 2 Bedroom in Art & Culture Neighborhood

48 on the Ave.
Other great vacation rentals in Windsor

Spacious 1BD Apartment | Prime Location | Parking

Spacious 3-Bed Home in S windsor

Private Patio, Farmers Mrkt, 24/7Gym

Happy Trails Inn

Newly Renovated Cozy Studio in Fontainbleu - WiFi

Private/Quiet Perfect for professionals!

Architectural Gem | Heated Pool

Shopping centres, Movie theatre, Restaurants, Gym
Quick stats about vacation rentals in Windsor
Total rentals
1.6K properties
Total number of reviews
81K reviews
Family-friendly rentals
650 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
910 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Windsor?
Windsor has a humid continental climate with four distinct seasons. Summers can be hot, reaching up to 86°F (30°C), while winters are cold with temperatures dropping to around 20°F (-6°C). Snowfall is common in winter, which makes for great winter sports activities.
What are some of the best things to do in Windsor?
In Windsor, you can explore the unique outdoor art at Windsor Sculpture Park, tour the historic Willistead Manor, or enjoy a day of fun at the Adventure Bay Family Water Park. Nature lovers also enjoy hiking the trails in Devonwood Conservation Area.
What is the best time of year to visit Windsor?
The most popular time to visit Windsor is during the summer months from June to August. This is when you can enjoy the Windsor Summer Fest, an annual festival with carnival rides, concerts, and fireworks. The warm weather also allows for exploration of the city's outdoor attractions.
What are the best places to stay in Windsor?
Downtown Windsor is a popular area to stay due to its easy access to restaurants, shops, and attractions like the Art Gallery of Windsor. Walkerville, known for its historic charm, and Riverside, with its waterfront views, are also frequently suggested.
What are the best places to visit in Windsor?
Visitors often enjoy exploring the Windsor Sculpture Park, filled with quirky outdoor art, or touring the historic Willistead Manor. The Adventure Bay Family Water Park is also a frequent favorite, especially for those traveling with children.
What are some hiking trails in Windsor?
Windsor is home to several hiking trails. The Ganatchio Trail, running along the Detroit River, is perfect for waterfront views, while the Little River Extension offers winding paths through lush greenery. For a forested hike, try the Devonwood Conservation Area.
What are some family activities to do in Windsor?
Take the family for a fun-filled day at the Adventure Bay Family Water Park, or explore the exhibits at the Windsor Science Centre. For a more relaxed day, pack a picnic and head to the Peche Island, a 100-acre island with trails, wildlife, and picnic spots.
What are some of the best day trip ideas in Windsor?
You could take a day trip to Point Pelee National Park, an excellent destination for bird watching and hiking, located just 60 minutes (60 miles/97 km) away. Alternatively, visit the Detroit Science Centre, a quick 10 minutes (3 miles/5 km) trip across the Detroit River.
What types of vacation rentals are available in Windsor?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Windsor. From over 720 house rentals to over 520 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there pet-friendly vacation rentals in Windsor?
Four-legged friends are welcome in Windsor. Choose from more than 390 vacation rentals for guests traveling with pets.
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- Plum Creek Cellars
- University of Michigan Museum of Art
- Indianwood Golf & Country Club
- Oakland Hills Country Club
- Warren Community Center
- Wesburn Golf & Country Club
- Rolling Hills Water Park
- Motown Museum
- University of Michigan Golf Course
- Ambassador Golf Club
- Grosse Ile Golf & Country Club
- Roseland Golf & Curling Club
- Bloomfield Hills Country Club
- Coachwood Golf & Country Club
- Seven Lakes Championship Golf & Estates
- Seven Lakes State Park
- Country Club of Detroit
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