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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

Guest favorite
The kitchen features a large island with modern seating, complemented by sleek cabinetry and stainless steel appliances. A brick accent wall adds texture, while natural light floods the space through a nearby window overlooking the quiet neighborhood.
Home in Riverside
4.95 out of 5 average rating, 127 reviews

Windsor Castle is Waiting for You

brianRating, 5 stars1 month ago
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.
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 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 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!
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.
Top guest favorite
A modern two-story home displays a light grey façade with a distinct peaked roof. A large central entrance is framed by elegant stone accents. A vehicle is parked in the driveway, while the surrounding area features unlandscaped grounds and nearby homes, enhancing the neighborhood feel.
Home in Riverside
5 out of 5 average rating, 26 reviews

Happy Trails Inn

CédricRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Kingsville
4.99 out of 5 average rating, 248 reviews

La Perla - Lakefront Retreat in Wine Country!

MarkRating, 5 stars1 week ago
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.
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
4.75 out of 5 average rating, 111 reviews

stylish house in south windsor-2 bedrooms

AmeliaRating, 5 stars1 month ago
Always completely satisfied with any of there beautiful brand new homes! Thanks as always guys!
Top guest favorite
A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.
Home in Belle River
4.98 out of 5 average rating, 48 reviews

Lake Louise With hot tub

MikeRating, 5 stars3 days ago
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

Top guest favorite
A vibrant neon sign displaying 'The Bitcoin Building' is prominently featured above the entrance. The signage is illuminated in orange, contrasting with the cool blue tones of the building’s windows, highlighting the modern architecture of the property.
Apartment in Downtown Windsor
4.97 out of 5 average rating, 32 reviews

Farmer's Market, Balcony, 24/7 Gym, IPTV

TujuanaRating, 5 stars7 months ago
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!
Top guest favorite
A view into a spacious bedroom showcases a handcrafted built-in queen bed framed by large windows, allowing natural light to illuminate the room. Decorative antique-style lighting fixtures hang above, complemented by intricate glass details on the door. Polished hardwood floors reflect the warm tones of the interior.
Home in Walkerville
4.96 out of 5 average rating, 46 reviews

Boutique Suite on the River

SuzanneRating, 5 stars1 week ago
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
Top guest favorite
An open game room features a ping pong table centrally located on a light wood floor. Soft lighting enhances the space, which includes a casual seating area with two armchairs and a small table. A staircase leads to other levels of the home.
Home in South Windsor
5 out of 5 average rating, 29 reviews

South Windsor Luxury Home - Private Gym/Sauna

CathrynRating, 5 stars3 days ago
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.
Top guest favorite
A modern lower-level space features an open dining area with a dark wooden table surrounded by light chairs. A writing desk with a chair is positioned nearby. Recessed lighting brightens the area, with muted wall art adding a subtle touch to the neutral surroundings.
Home in Windsor
5 out of 5 average rating, 91 reviews

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

NicoleRating, 5 stars3 days ago
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!!
Guest favorite
A modern kitchen is featured, showcasing sleek white cabinets and contrasting black countertops. Stainless steel appliances are visible, including a refrigerator and oven. Four high-backed chairs are arranged at the kitchen island, creating a functional space for dining or meal preparation.
Apartment in Windsor
4.88 out of 5 average rating, 16 reviews

Luxury Unit Windsor (4-plex)

MohamedRating, 5 stars1 month ago
Great host, great home! The process was very smooth and we felt right at home.
Superhost
A contemporary kitchen features dark cabinetry and a spacious wooden countertop. Appliances include a microwave, oven, stovetop, and coffee maker. A wooden dining chair is positioned at the counter, while gray tiles cover the floor, providing a clean and functional cooking space.
Bungalow in Windsor
4.76 out of 5 average rating, 42 reviews

One bed room house with one Qween bed

AndrewRating, 5 stars2 weeks ago
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.
Guest favorite
A narrow hallway is depicted, featuring three small mirrors on a white wall. At the end of the hallway, a dining area is highlighted with a round table and two chairs, accompanied by a modern artwork and a tall indoor plant.
Apartment in Windsor
4.88 out of 5 average rating, 43 reviews

Rare find by the Riverside

SydneyRating, 5 stars1 week ago
Always such a pleasure staying here. Amazing place and super peaceful I love staying!
Top guest favorite
A modern kitchen features sleek white cabinetry contrasted by a black tile backsplash. Natural light filters through a window above the stainless steel sink, illuminating the granite countertops. Kitchen appliances, including a refrigerator and stove, are positioned neatly, with organized utensils nearby.
Home in South Windsor
4.97 out of 5 average rating, 66 reviews

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

NikRating, 5 stars1 week ago
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.

Destinations to explore

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