
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

Shalom - Modern Spacious Home, 4BR + 4Beds + 3BA
Nice quiet place to stay after long day at work. Great hosts and easy to communicate with. We will return to their place again. Includes all amenities and has all the comforts to feel like home.

The Whimsical Inn
Super responsive, super nice host. Will stay again the next time I'm in town.

Cheerful & cozy downtown 2-bedroom home
Una estadía perfecta para relajarse

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.

S - Stylish 4BR Retreat – Comfort Meets Elegance
This home is completely beautiful, my family felt right at home! Definitely saved the address for future trips we loved it 😊

Cozy corner home in Windsor
Marina is truly the sweetest lady. Last year, a couple of friends and I rented out this house for a weekend, and it became such a symbolic place for us that we HAD to come back. Marina was EXTREMELY helpful during the process of us wanting to come back for a second year in a row, and we are truly so grateful for her and her hospitality! This home is truly perfect. Marina is perfect. The front porch is lovely. And we highly recommend it to anyone wanting to stay in the Windsor area. Thank you, Marina! :)
Dog friendly vacation rentals in Windsor

The Coziest Cottage in Essex County's Wine Country
Stayed for 2 nights with my young family and dog, couldn’t be more happy! Beautiful place, amazing yard, fully stocked with everything you would need plus more ! Enjoyed the fire pit in the evening. Such a cute cottage, I wish I could live there. I will 100% be back

*KID & FAMILY FRIENDLY* Shores of Erie Guest House
We travelled to Colchester with two kids under 8 for a wedding. Taylor’s space was clean, had everything we needed to make our stay comfortable and was a close walk to the beach, park and icecream! Taylor is a great host and we will definitely stay again next time we are in the area.

Lakeside getaway
The house is very cozy, clean, comfy and is in a safe and quite neighborhood steps away from the beach. My husband is a chef and he enjoyed cooking in the spacious kitchen and outdoor BBQ area. Great private backyard. The host is very prompt in responding to inquiries and very helpful.

Navy Yard Flats (Flat A) - Historic Amherstburg
We really enjoyed our stay at the Navy Yard Flats. Prime location, beautiful unit, responsive host. Jason was lovely. Very helpful and went above & beyond. We liked the central location. Parking was manageable for us. Our boys loved playing in the park across the street and ice cream shop next door. I loved the cafes close by. If you are a light sleep or have Littles, I would bring a fan for the one bedroom. Overall it was a great stay and we will be booking again with Jason this summer.

Sawiak Waterfront Haven
This was a great spot for our annual Girl's weekend away.

Main on Main ~ Stylish Studio Downtown Kingsville
Thank-you so much for hosting us in your beautifully decorated space. Steps from great restaurants and watering holes. Lots to do in this area, and a great spot to come back and relax in.

Stylish Getaway steps to DT Kingsville, Spa & Lake
Queen and Mill is a fabulous find! The location is perfect and an easy walk to friendly downtown Kingsville for shops and restaurants. The house itself was exactly as advertised - very tastefully decorated and welcoming. Thoughtful touches such as a welcome basket, wine and a bonfire starter kit made our stay extra special. The house easily accommodated a 3 generation family of 6 adults and the fenced in backyard offers extra space to visit, relax and have fun. Lindsey was quick to respond to the few questions we had; instructions were clear and easy to follow. It was a smooth stay from start to finish! We wouldn’t hesitate to stay here again - don’t pass it up!

Spacious Bi-Level Loft w/ Gated Parking!
David's place was a perfect location for the training I was in town for. The Q Line which is free was just one block away which was super convenient. The place has a beautiful large window in the front which allows for lots of natural light which I love. Also, David was super accommodating to my late check out request which was really nice and the snacks and water in the suite along with the high tech bed were unexpected bonuses!
Dog friendly homes in Windsor

Stay on Larkin
We really enjoyed our stay. The place was as described. The location was right next to a park which added to our overall experience. The place had everything that we needed and more. Thank you for making our trip a memorable one.

Luxury water front 3BR house
Very clean, beautiful and quiet house located Front Rd. Very convenient to downtown. The backyard deck is very beautiful in front of water. We really enjoyed staying for two nights. The host is very kind and responsive. She sent us messages everyday to ask whether we need any help and satisfy staying over there. We definitely come back again if we come to Windsor in the future.

Cozy 1919 House, River Rouge/Detroit.
This place was everything I needed it to be for my family! It was walking distance to my grandparents house which made this vacation sooo much easier! The house was very spacious and our big girls loved the rooms in the basement. The little ones we had definitely enjoyed the little swings set in the backyard also. I also love the fact that Connie is very easy to communicate with and very responsive! I will absolutely be back to stay at this place next time we come back to visit!!

3BD Cozy Chic Home Near *Airport*Beaumont*Downtown
We loved the home and the peaceful neighborhood. Make sure to walk over to Dellah Coffee & Brunch House for unique breakfast items and coffee. Great location and access to freeways and attractions in the area.

Quiet LaSalle Newly Renovated Entire Country Home
John is a very courteous and caring host! If you are looking for a quiet peaceful getaway then this is the place!

David's Dwelling: Spa-like bathrooms, Full Wetbar!
Had a truly comfortable and memorable stay. The amenities were well maintained and thoughtfully provided. Everything was clean and organized upon arrival. We highly recommend.

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs
The place was absolutely gorgeous! also the neighborhood was quiet that it was a nice change of pace for us to rest after working at a noisy environment. Felt like home 🏡

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt
We had a great stay at this house. It was clean, updated and located in a nice, quiet neighborhood. We had 2 dogs with us and the backyard was perfect for them. Pictures of the home are accurate and all the amenities you need are supplied. The host is professional, replies quickly to any questions/concerns and I wouldn't hesitate to rent this place again.
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
- Warren Community Center
- Oakland Hills Country Club
- University of Michigan Museum of Art
- Detroit Zoo
- Roseland Golf & Curling Club
- Grosse Ile Golf & Country Club
- Maumee Bay State Park
- Rolling Hills Water Park
- Seven Lakes State Park
- Motown Museum
- Country Club of Detroit
- Coachwood Golf & Country Club
- Ambassador Golf Club
- Essex Golf & Country Club
- Franklin Hills Country Club
- Bloomfield Hills Country Club
- Mt. Brighton Ski Resort