
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
House rentals in Windsor

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Navy gold dream - 2 bedroom house w/ work station

Luxury 2BR home with high ceilings and BBQ w/patio

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

Comfy dream • 2 beds • Netflix • work desk

Luxury Escape for Professionals

Cozy 2BR w/ Parking, mins from Highway & Chrysler

Cozy Lakefront Retreat
Other great vacation rentals in Windsor

Paradise Home Riverside Stay

Spacious 1BD Apartment | Prime Location

Spring Garden Suite | Nature | Family | Comfort

Modern guest suite downtown

Eastcourt Escape Presidential Suite w Soaker Tub

Luxury Unit Windsor (4-plex)

Welcome to the urban retreat !

Free Parking! Private Patio, Farmers Mrkt, 24/7Gym
Quick stats about vacation rentals in Windsor
Total rentals
1.6K properties
Total number of reviews
77K reviews
Family-friendly rentals
620 properties are a good fit for families
Pet-friendly rentals
400 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
890 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 400 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 890 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
- Oakland Hills Country Club
- University of Michigan Museum of Art
- Wesburn Golf & Country Club
- Warren Community Center
- Rolling Hills Water Park
- Grosse Ile Golf & Country Club
- Roseland Golf & Curling Club
- Motown Museum
- Bloomfield Hills Country Club
- Seven Lakes Championship Golf & Estates
- Ambassador Golf Club
- Indianwood Golf & Country Club
- Maumee Bay State Park
- University of Michigan Golf Course
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- Coachwood Golf & Country Club
- Riverview Highlands Golf Course
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