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Vacation rentals in Windsor

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Windsor vacation rentals

Stay near Windsor's top sights

Little Caesars Arena140 locals recommend
Ford Field124 locals recommend
Detroit Institute of Arts200 locals recommend
Eastern Market72 locals recommend
Campus Martius Park District132 locals recommend
Motown Museum139 locals recommend

House rentals in Windsor

Top guest favorite
Home in Devonshire
5 out of 5 average rating, 6 reviews

Modern & Cozy Home Retreat

RachnaRating, 5 stars1 day ago
We had really great experience. Alin is a great host we got response in 5 to 10mins. Place was clean and had everything we needed. Felt like home.
Guest favorite
An open living area is featured, showcasing a dining table with black chairs and a modern design. A corner sectional sofa and large wall-mounted TV are visible. Light-colored walls and a wood-like floor create a seamless flow between the spaces.
Home in Windsor
4.87 out of 5 average rating, 133 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

GillianRating, 5 stars2 weeks ago
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!
Top guest favorite
A well-maintained putting green is showcased in a spacious backyard, surrounded by lush greenery and decorative string lights illuminating the area. A cozy fire pit area is visible, along with a wooden shed, creating a relaxed outdoor atmosphere ideal for gatherings.
Home in Kingsville
5 out of 5 average rating, 100 reviews

Stylish Getaway steps to DT Kingsville, Spa & Lake

ChristineRating, 5 stars3 weeks ago
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!
Superhost
A cozy living room is presented, featuring a modern leather sofa and a minimalist coffee table on a natural fiber rug. A floor lamp and potted plant add warmth, while light filters through sheer curtains, enhancing the inviting space.
Home in Walkerville
4.88 out of 5 average rating, 40 reviews

Stylish Apt Near Downtown- Ideal for Long Stays!

FredRating, 5 stars3 weeks ago
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.
Superhost
An outdoor space is defined by a wooden gazebo containing a hot tub, surrounded by greenery from hanging ferns. A small table and adirondack chairs are positioned nearby on a paved area, providing a comfortable spot for relaxation.
Home in Walkerville
4.86 out of 5 average rating, 140 reviews

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

KiranjotRating, 5 stars1 month ago
Gregory’s Place was amazing. Me and my friends had a great time. We enjoyed some time in the hot tub and it was amazing. The place was clean and really beautiful. We played a lot of Pacman which was really awesome. Thanks for having us Gregory!!
Superhost
A modern living area features a light gray sectional sofa paired with decorative pillows. A round wooden coffee table is positioned in front, while a wall-mounted TV and shelving with plants add visual interest. Natural light enters through stylish window treatments.
Home in Windsor
4.76 out of 5 average rating, 110 reviews

stylish house in south windsor-2 bedrooms

AmeliaRating, 5 stars3 weeks ago
Always completely satisfied with any of there beautiful brand new homes! Thanks as always guys!
Guest favorite
An outdoor seating area includes multiple Adirondack chairs arranged around a stone fire pit. A lush lawn leads to a view of the sunset over the water, with string lights hanging from a trellis above. The modern home is visible in the background amid greenery.
Home in Amherstburg
4.96 out of 5 average rating, 112 reviews

The Lake House Ontario

ErinRating, 5 stars1 month ago
Our stay here was amazing! Very well stocked home- ample kitchen stuff, towels, blankets, games etc. Backyard is beautiful, with many seating options! Beds were comfortable. We are able to check early which was appreciated! Joan was easy to deal with and responsive. Newly renovated bathroom with jetted and tub and large shower was so nice!
Top guest favorite
A comfortable living room area is shown, featuring a gray sectional sofa and a blue armchair. A round wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Soft lighting enhances the inviting atmosphere.
Home in Belle River
4.94 out of 5 average rating, 63 reviews

little cozy house 2 bedroom

JoelRating, 5 stars1 week ago
Nice and clean place. Would definitely stay there again.

Dog friendly vacation rentals in Windsor

Guest favorite
Cottage in Essex
4.93 out of 5 average rating, 127 reviews

The Coziest Cottage in Essex County's Wine Country

DylanRating, 5 stars2 weeks ago
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
Guest favorite
A charming cottage is presented with a welcoming front porch and a neatly paved pathway leading to the entrance. Lush greenery and carefully arranged landscaping surround the home, while a tall chimney adds character. Bright blue skies peek through the trees, creating a serene setting.
Cottage in Essex
4.78 out of 5 average rating, 153 reviews

Lakeside getaway

LucieRating, 5 stars2 weeks ago
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.
Top guest favorite
A comfortable living area features a leather sofa and patterned armchairs, with a glass coffee table at the center. A ceiling fan hangs above, and the space is illuminated by recessed lighting. An open kitchen with modern appliances is visible in the background.
Apartment in Amherstburg
5 out of 5 average rating, 107 reviews

Navy Yard Flats (Flat A) - Historic Amherstburg

DawnRating, 5 stars2 weeks ago
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.
Guest favorite
The upstairs bedroom features two double beds, each dressed in white linens with soft, fur throws draped on top. Light fills the space through large sliding glass doors leading to a balcony, with nature-themed wall art accentuating the neutral decor.
Home in LaSalle
4.86 out of 5 average rating, 154 reviews

Quiet LaSalle Newly Renovated Entire Country Home

AaronRating, 5 stars1 week ago
John is a very courteous and caring host! If you are looking for a quiet peaceful getaway then this is the place!
Guest favorite
Cottage in Amherstburg
4.91 out of 5 average rating, 148 reviews

Sawiak Waterfront Haven

EricRating, 5 stars1 week ago
This is my second time staying at Lukas’s lake house. As long as it’s there, I’ll be back. Thanks Lukas!
Guest favorite
A spacious bedroom features a king-size bed with soft linens, placed alongside a decorative fireplace. Natural light enters through two windows, and a green armchair accentuates the space. A colorful area rug and potted plants add warmth and texture to the inviting atmosphere.
Guest suite in Kingsville
4.9 out of 5 average rating, 143 reviews

Main on Main ~ Stylish Studio Downtown Kingsville

ValerieRating, 5 stars2 weeks ago
Elaine's place has the interesting character of an old house but with modern amenities. The location is great - quiet, but a very short walk to coffee shops, grocery stores, restaurants, etc. She responded immediately when I communicated with her - she's a great host.
Top guest favorite
A unique metal sculpture resembling a bird stands beside a blue adirondack chair on the shoreline. The lake stretches out in the background under a clear blue sky, creating a serene waterfront setting.
Cottage in Leamington
4.99 out of 5 average rating, 308 reviews

It's a 'Shore' thing - Executive Retreat

NaderRating, 5 stars1 week ago
We recently stayed at this beautiful cottage on the lake, and it was truly the perfect escape. From the moment we arrived, it was clear that the host had thought of everything. The cottage was very clean , cozy, and fully stocked with all the essentials—and then some. Fresh linens, kitchen supplies, firewood, even board games and snacks were waiting for us. The view of the lake was stunning, especially at sunrise. We spent our days enjoying meals on the deck while watching the water. In the evenings, we relaxed by the fire pit We didn’t have to worry about a single thing the whole time we were there—it really felt like a home away from home.
Guest favorite
A shaded outdoor area features a hot tub under a canopy, surrounded by wooden bar stools. Light beige curtains frame the space, creating a comfortable atmosphere. A wooden table and steps lead to the hot tub, with ample room for relaxation.
Cottage in Essex
4.96 out of 5 average rating, 118 reviews

Chardonnay Bay- June Special! stay 2 get 1 free!

JeffRating, 5 stars3 weeks ago
Sarah & Joes place , Chardonnay Bay was perfect for a little getaway. They were very friendly , and always responded promptly. The instructions made finding it and checking in a breeze. The home was spotless and very well equipped. The bed was comfy with all the linens and towels and comforts of home. A very short walk to the quiet cute beach , and a great local restaurant/ bar - the wreck. Would stay again and would recommend to anyone. Thanks for everything!

Dog friendly house rentals Windsor

Top guest favorite
The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.
Home in Essex
4.95 out of 5 average rating, 154 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

MandyRating, 5 stars3 weeks ago
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.
Superhost
A bright living area features a sectional sofa adorned with dark blue and neutral cushions. A wooden coffee table sits in front, complemented by a potted plant. A wall-mounted television is present, and a staircase leads to the upper floor, with bookshelves visible in the background.
Home in Windsor
4.73 out of 5 average rating, 26 reviews

Luxury water front 3BR house

JingRating, 5 stars3 weeks ago
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.
Top guest favorite
The exterior of a two-story brick house is visible, featuring a covered front porch with white railings. Windows are adorned with simple treatments, and a small staircase leads to the main entrance. A wooden fence partially encloses the yard, with greenery enhancing the setting.
Home in River Rouge
4.91 out of 5 average rating, 216 reviews

Cozy 1919 House, River Rouge/Detroit.

NicoleRating, 5 stars4 days ago
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!!
Top guest favorite
The living room features a bright blue sofa with yellow accent pillows, complemented by a modern area rug. A multi-functional table sits in front of a stylish armchair. A flat-screen TV is mounted on the wall opposite large windows, adorned with golden drapes, allowing natural light.
Home in Dearborn
4.99 out of 5 average rating, 101 reviews

3BD Cozy Chic Home Near *Airport*Beaumont*Downtown

GreggRating, 5 stars3 days ago
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.
Guest favorite
A tranquil outdoor space is seen with a view of Lake Erie, featuring a wooden deck lined with seating areas. A colorful rug adds interest, while an umbrella offers shade. The Canadian flag stands prominently against the serene backdrop of the water and sky.
Home in Wheatley
4.94 out of 5 average rating, 119 reviews

Erie's Edge lakefront, Point Pelee, Hillman Marsh

JanetRating, 5 stars1 week ago
This house is amazing! Patsy and Charlsie put a lot of thought into creature comforts - chargers for electronics in strategic locations, plenty of blankets for lounging, lots of seating, Keurig with kcups, as well as shampoo/conditioner. Not to mention plenty of reading material for those early mornings. The house is very cozy and well maintained. We felt immediately at home. We never felt like we were in someone else’s home. The deck area is beautiful but the weather was uncooperative so we were not able to enjoy it as much as we wanted. Wheatley itself is very quaint with a few excellent options for food - iScreams, and Renny’s to name a couple- but Leamington is a short drive away and has more choices. We had a great time and had no trouble communicating with Patsy or Charlsie. They were proactive in getting information to us and very responsive when we had questions. I highly recommend this location! Patsy and Charlsie really know how to host an AirBnB! Two thumbs up!
Guest favorite
A spacious backyard is surrounded by greenery and trees, featuring a cozy seating area under a gazebo. A fire pit is situated next to a wooden bench, inviting outdoor gatherings. The house's exterior displays a combination of wood and modern finishes, creating an inviting atmosphere.
Home in Spring Garden
5 out of 5 average rating, 58 reviews

Turkey Creek Hideaway

MeaghanRating, 5 stars6 days ago
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.
Guest favorite
A grassy shoreline park features a picnic table under a tree, overlooking the lake. The clear blue water is visible in the background, with distant trees and recreational boats creating a peaceful environment.
Home in Frenchtown Charter Township
4.82 out of 5 average rating, 105 reviews

JEN's DEN / Lake Erie Resort/Fishermens Delight!

MichaelRating, 5 stars1 month ago
Great spot for couple days of fishing. Local bar was the spot to walk to for dinner
Guest favorite
A modern bathroom features a spacious deep soaking tub and a walk-in shower with clear glass doors. Sleek gray tiles cover the floor and walls, while a large vanity with storage provides ample space. Soft lighting creates a calming ambiance.
Home in Ecorse
4.93 out of 5 average rating, 194 reviews

David's Dwelling: Spa-like bathrooms, Full Wetbar!

KylerRating, 5 stars6 days ago
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.

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.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Windsor