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Vacation rentals in Windsor

Book unique homes, vacation rentals, 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

Guest favorite
A spacious living area features a sectional sofa and a coffee table, with soft lighting provided by a pendant light. A dining table with white chairs sits nearby, and an image of a bridge adorns the wall, contributing to a modern and inviting atmosphere.
Home in Windsor
4.97 out of 5 average rating, 194 reviews

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

YvetteRating, 5 stars1 week ago
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.
Guest favorite
A spacious living area features a comfortable sectional sofa and a decorative coffee bar. Brightly colored artwork and a large light fixture enhance the atmosphere. A vintage popcorn machine and dining table are visible, alongside a view into the kitchen area.
Home in Windsor
4.98 out of 5 average rating, 60 reviews

The Whimsical Inn

ShawnRating, 5 stars1 month ago
Super responsive, super nice host. Will stay again the next time I'm in town.
Guest favorite
A well-lit sleeping area features a spacious bed with crisp white linens and decorative pillows. Two soft-lit lamps illuminate the bedside, and green plants add a natural touch. A serene artwork hangs above the bed, depicting a boat against a tranquil background.
Home in The Core
4.93 out of 5 average rating, 67 reviews

Cheerful & cozy downtown 2-bedroom home

LuisRating, 5 stars2 weeks ago
Una estadía perfecta para relajarse
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 LaSalle
5 out of 5 average rating, 58 reviews

Turkey Creek Hideaway

MeaghanRating, 5 stars1 week 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
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 The Core
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!
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 The Core
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
A spacious living area features two large sofas facing a wooden coffee table, set on a soft rug. High ceilings allow natural light to fill the room. A stone fireplace adds character, while a dining area with multiple chairs is visible in the background.
Home in Tecumseh
5 out of 5 average rating, 3 reviews

S - Stylish 4BR Retreat – Comfort Meets Elegance

TalarishaRating, 5 stars1 week ago
This home is completely beautiful, my family felt right at home! Definitely saved the address for future trips we loved it 😊
Superhost
A welcoming exterior view of a charming house features a covered front porch with wooden railings. The entrance is highlighted by a white door, flanked by bouquets of colorful flowers in hanging pots. Lush green landscaping surrounds the stone pathway leading to the porch.
Home in The Core
4.78 out of 5 average rating, 46 reviews

Cozy corner home in Windsor

MackenzieRating, 5 stars1 week ago
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

Guest favorite
Cottage in Essex
4.93 out of 5 average rating, 128 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
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.
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 stars3 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
Cottage in Amherstburg
4.91 out of 5 average rating, 149 reviews

Sawiak Waterfront Haven

MaureenRating, 5 stars2 days ago
This was a great spot for our annual Girl's weekend away.
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, 145 reviews

Main on Main ~ Stylish Studio Downtown Kingsville

KateRating, 5 starstoday
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.
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 stars4 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!
Guest favorite
A spacious living area is highlighted by a blue sofa and a wooden coffee table on a patterned rug. The open kitchen features modern appliances and a dining area with black chairs. Decorative art adorns the green walls, creating an inviting atmosphere.
Loft in Midtown
4.77 out of 5 average rating, 180 reviews

Spacious Bi-Level Loft w/ Gated Parking!

CamelliaRating, 5 stars2 weeks ago
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

Guest favorite
A single-story home features light gray siding and a welcoming front porch with decorative railing. Two large windows illuminate the entryway, while a small bush adds greenery to the landscape. The well-maintained lawn is bordered by mature trees, providing shade.
Home in Windsor
4.96 out of 5 average rating, 26 reviews

Stay on Larkin

VenkatRating, 5 stars4 days ago
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.
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
4.7 out of 5 average rating, 27 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 stars6 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 stars5 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
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
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 stars1 week 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.
Superhost
A spacious living room features a large sectional couch and a coffee table, with a television displaying a beach scene. Bright natural light enters through the window, which is complemented by light curtains. The polished wooden floor adds warmth to the space.
Home in Riverside
5 out of 5 average rating, 4 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Da SungRating, 5 stars7 months ago
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 🏡
Guest favorite
A bright living room features two modern sofas facing a coffee table, with a large window dressed in sheer curtains allowing natural light. A functional bar area with stools is visible in the background, connecting to the kitchen, while light wood flooring enhances the space.
Home in Windsor
4.94 out of 5 average rating, 97 reviews

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

WayneRating, 5 stars3 days ago
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.

Destinations to explore

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