
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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Popular amenities for Windsor vacation rentals
House rentals in Windsor

Windsor Castle is Waiting for You
The Windsor Castle was perfect for our stay. We were 5 adults and there was plenty of space for everyone. The rooms were spacious and the little details were really appreciated (fresh flowers)! All the amenities were exactly as expected and we did enjoy the sauna for a few minutes! The neighborhood was quiet which is exactly what we were looking for. Good pubs and conveniences were very walkable. I would recommend this location and hosts if going to Windsor.

Turkey Creek Hideaway
This airbnb is top notch. So comfortable. So close to everything and yet tucked away, private and practically a nature reserve. My pup and I enjoyed mornings lounging by the river, walks on all the nearby trails, the fire pit. There are all kinds of birds including blue herons in the area…we had the most surreal encounter with a fawn on one of our walks. Truly magical place. Home is very comfortable. Hosts are next door and very helpful/responsive and also respectful of privacy. Highly recommend.

Beautiful 3Bedroom 2Bath Home free parking&laundry
Shastina was a wonderful host and the house was perfect!! She responded promptly to any questions or messages, and was incredibly kind and helpful. The house felt safe and comfortable, it was easy to walk to the city or there were always Ubers around to pick up for further distances. I would 100% stay here again!

Stylish Apt Near Downtown- Ideal for Long Stays!
Great location, good value, clean. Nice residential neighborhood. Check-in was easy and host was responsive. Solid internet. Lots of nice places to eat and get coffee in Little Italy to the south and a little north on Wyandotte. Very walkable which was important to me because I didn’t have a car. Would stay there again.

Happy Trails Inn
We stayed for 2 nights everything was perfectly clean! The basement is new and clean ,the check-in was easy . We really enjoyed our stay. We recommend.

La Perla - Lakefront Retreat in Wine Country!
Has a real “Wow”factor as soon as you walk in the door. The upper bedroom area is amazing. The beds were very comfortable and the kitchen had everything you could possibly need. The back deck and yard, the view….Wow again. Along with the usual suspects we regularly saw Bald eagles, Osprey, Egrets and a Pelican. The surrounding area is beautiful. I highly recommend Red Door Retreat. Despite how wonderful it shows in the photos. It exceeded our expectations. Would not hesitate to return.

stylish house in south windsor-2 bedrooms
Always completely satisfied with any of there beautiful brand new homes! Thanks as always guys!

Lake Louise With hot tub
I stayed here last fall when I was in town for work and really fell in love with the place. Very clean, cosy and accommodating! Everything on the property is well-maintained. beautiful views from the back of the house of the lake and the canal in the front with a well-maintained dock was great for relaxing and fishing.
Other great vacation rentals in Windsor

Farmer's Market, Balcony, 24/7 Gym, IPTV
Ray’s place was amazing! It had everything you could want for a delightful weekend. The apartment was elegantly decorated, providing a cozy atmosphere, ideal for a romantic getaway. There were many charming restaurants and bars in the area, such as Maiden Lane Wine & Cocktail Bar. Parking was convenient as well. I'm really happy we chose Ray’s place!

Boutique Suite on the River
We really enjoyed our stay in this home, which has a great location near the waterfront. The house itself is cozy and beautifully decorated, perfectly blending charm with modern amenities. I particularly appreciated the comfortable bed, which ensured restful nights after long walks exploring the waterfront and the town of Walkerville. The host is very attentive and friendly, making us feel welcome. Thank you, Michele! If we come back to Windsor, we would look forward to staying here again! Suzanne & Dave

South Windsor Luxury Home - Private Gym/Sauna
Thank you for making us feel welcome! We thoroughly enjoyed our stay in your beautifully decorated space. The flowers, snacks, water and slippers were a personal touch. Lots of room to spread out and celebrate with family. The location was perfect for getting around Windsor easily. A peaceful oasis close by everywhere you wanted to go.

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!
Absolutely wonderful stay! We had originally booked another Airbnb and had a terrible experience and needed to find a place to stay in a pinch. Olivia responded so quickly to our inquiry to spend the weekend. The Airbnb was in such a quaint neighborhood. It was clean and spacious and perfect for my boyfriend and I! Will definitely book again when we are in Windsor. Would give 6 stars if I could!!

Luxury Unit Windsor (4-plex)
Great host, great home! The process was very smooth and we felt right at home.

One bed room house with one Qween bed
The skylight in the kitchen is very cozy, the bed is comfortable, and the bathroom is clean and spacious. The living room is a bit bland though, so I stayed in the kitchen until bed time.

Rare find by the Riverside
Always such a pleasure staying here. Amazing place and super peaceful I love staying!

Luxury 2BR home with high ceilings and BBQ w/patio
Ebrahim was the best host I have ever had on Airbnb. Very responsive and accommodating, made us feel very welcome. The place is a great size and very safe and secure, and Ebrahim had some great food and drink recommendations as well.
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.
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 500 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 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 Golf Club
- Wesburn Golf & Country Club
- Oakland Hills Country Club
- Warren Community Center
- University of Michigan Museum of Art
- Detroit Zoo
- Grosse Ile Golf & Country Club
- Roseland Golf & Curling Club
- Maumee Bay State Park
- Rolling Hills Water Park
- Motown Museum
- Seven Lakes State Park
- Coachwood Golf & Country Club
- Essex Golf & Country Club
- Ambassador Golf Club
- Franklin Hills Country Club
- Bloomfield Hills Country Club
- Country Club of Detroit
- Mt. Brighton Ski Resort