
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

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

Windsor Castle is Waiting for You

Quiet LaSalle Newly Renovated Entire Country Home

Beautiful 3Bedroom 2Bath Home free parking&laundry

Happy Trails Inn

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

Full house - 5 bed, 2 bath
Windsor apartment rentals

Navy Yard Flats (Flat A) - Historic Amherstburg

Private Apartment near Lakeside Park

Private 2 bedroom apartment in Prime Location

Rare find by the Riverside

Come and relax at the BlueByU!

Detroit/Grosse Pointe Oasis

Charming 2 Bedroom in Art & Culture Neighborhood

48 on the Ave.
Other great vacation rentals in Windsor

Private Luxury Inlaw Suite with Private Entrance

Cozy Little One Bedroom Oasis (upper unit)

Private Patio, Farmers Mrkt, 24/7Gym

Newly Renovated Cozy Studio in Fontainbleu - WiFi

Private/Quiet Perfect for professionals!

Architectural Gem | Heated Pool

Shopping centres, Movie theatre, Restaurants, Gym

The Boho Oasis: Studio Apartment
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.
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.
Are there vacation rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 910 vacation rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
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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
- Rolling Hills Water Park
- Wesburn Golf & Country Club
- Motown Museum
- University of Michigan Golf Course
- Grosse Ile Golf & Country Club
- Ambassador Golf Club
- Bloomfield Hills Country Club
- Roseland Golf & Curling Club
- Seven Lakes State Park
- Country Club of Detroit
- Seven Lakes Championship Golf & Estates
- Coachwood Golf & Country Club
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