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Vacation rentals in Windsor

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Windsor vacation rentals

Monthly stays
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Stay near Windsor's top sights

Little Caesars Arena144 locals recommend
Ford Field128 locals recommend
Detroit Institute of Arts208 locals recommend
Eastern Market74 locals recommend
Campus Martius Park District134 locals recommend
Motown Museum141 locals recommend

Windsor house rentals

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, 161 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Guest favorite
A compact sleeping area features a wall-mounted bed and soft bedding. A modern circular mirror is mounted above a vanity, reflecting the light. A small desk and chair are positioned nearby, with a view into an adjoining room illuminated by natural light.
Home in South Windsor
5 out of 5 average rating, 7 reviews

Private Luxury Inlaw Suite with Private Entrance

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, 200 reviews

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

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, 130 reviews

Windsor Castle is Waiting for You

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
4.86 out of 5 average rating, 140 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

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 The Core
4.85 out of 5 average rating, 143 reviews

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

Guest favorite
A living area showcases a modern design with a blue accent wall featuring geometric gold lines. A large smart TV is positioned on a wooden entertainment unit. A glass coffee table is centered in front of the TV, while a tall plant adds a touch of greenery.
Home in Windsor
4.94 out of 5 average rating, 31 reviews

Comfy dream • 2 beds • Netflix • work desk

Guest favorite
A charming two-story home is set within a leafy environment, featuring a welcoming entrance with a stone pathway leading to the front door. Purple shutters frame the windows, and a small porch area is visible, enhancing the inviting curb appeal.
Home in The Core
4.86 out of 5 average rating, 180 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

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Windsor apartment rentals

Superhost
A bright living area features a dark sectional couch adorned with patterned cushions. A glass coffee table sits in front, while a flat-screen TV is mounted on the wall opposite. Large windows offer views of the surroundings and allow natural light to illuminate the space.
Apartment in The Core
4.7 out of 5 average rating, 186 reviews

BORNU-2nd Flr Spacious, Location, Clean, 1BDr, A/C

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, 108 reviews

Navy Yard Flats (Flat A) - Historic Amherstburg

Top guest favorite
A cozy living area is presented with a light color palette. A comfortable sofa and an accent chair create a relaxed seating arrangement. A small table sits nearby, while a potted plant adds a touch of greenery. Natural light filters through the window, enhancing the space.
Apartment in Kingsville
4.97 out of 5 average rating, 117 reviews

Private Apartment near Lakeside Park

Superhost
A classic brick house showcases a two-story design with a gabled roof. Notable features include bay windows and a porch with decorative columns. The surrounding yard is lined with trees, and fallen leaves blanket the ground, indicating the season.
Apartment in The Core
4.78 out of 5 average rating, 50 reviews

Private 2 bedroom apartment in Prime Location

Guest favorite
A modern living area features a plush orange sofa facing a wall-mounted television. Natural light enters through large windows, which are framed by light grey curtains. A neutral-toned area rug lies beneath a coffee table, enhancing the spacious feel of the room.
Apartment in Windsor
4.88 out of 5 average rating, 51 reviews

Rare find by the Riverside

Top guest favorite
A brightly colored living room features a large, flat-screen television and a round coffee table topped with magazines. Two couches in contrasting shades of blue and green are complemented by vibrant artwork on the walls. Sunlight is visible through the doorway, creating a welcoming atmosphere.
Apartment in Grosse Pointe Park
4.97 out of 5 average rating, 465 reviews

Detroit/Grosse Pointe Oasis

Guest favorite
A welcoming living space features a round table surrounded by modern chairs. The bright room is complemented by a stylish vase with dried flowers on the table. Windows with patterned curtains provide natural light, enhancing the warm ambiance, while a radiator adds vintage charm.
Apartment in Hamtramck
4.91 out of 5 average rating, 200 reviews

Charming 2 Bedroom in Art & Culture Neighborhood

Top guest favorite
A welcoming front yard features a manicured green lawn, bordered by decorative rocks. A wooden bench and two Adirondack chairs offer seating, complemented by a red umbrella providing shade. The home's entrance is visible, set amidst lush trees and well-kept landscaping.
Apartment in Leamington
4.96 out of 5 average rating, 139 reviews

48 on the Ave.

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Other great vacation rentals in Windsor

Guest favorite
A spacious living area features wooden paneled walls alongside a comfortable sectional couch, adorned with colorful decorative pillows. A coffee table sits in front, and a modern electric fireplace adds warmth. A wall-mounted TV displays the Netflix logo, creating a cozy entertainment space.
Apartment in Windsor
4.86 out of 5 average rating, 37 reviews

Spacious 1BD Apartment | Prime Location | Parking

Guest favorite
A living room is shown with light-colored walls and hardwood flooring. A beige sofa is positioned in the center, with two patterned yellow chairs flanking a simple wooden coffee table. A framed artwork with a floral design hangs above the sofa, and greenery is visible from a nearby window.
Home in Windsor
5 out of 5 average rating, 11 reviews

Spacious 3-Bed Home in S windsor

Top guest favorite
A cozy bedroom features a spacious bed with a light-colored duvet and a decorative throw. Flanking the bed are two nightstands with modern lamps, while a large mirror enhances the room's openness. A patterned area rug adds texture and warmth to the hardwood floor.
Apartment in The Core
5 out of 5 average rating, 37 reviews

Private Patio, Farmers Mrkt, 24/7Gym

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, 31 reviews

Happy Trails Inn

Guest favorite
An open floorplan is visible, featuring a sleek black sofa accented with decorative pillows. A textured area rug covers the floor, while a floor lamp and TV stand add functionality. Sliding barn doors lead to a modern bathroom with a shower and alcove style tub.
Guest suite in Windsor
4.85 out of 5 average rating, 39 reviews

Newly Renovated Cozy Studio in Fontainbleu - WiFi

Guest favorite
A private guest suite features a spacious bed with a dark blue coverlet, a cozy sofa, and a TV mounted on the wall. Natural light enters through large sliding doors, complemented by dark blue curtains. A small round table stands nearby, adding to the inviting atmosphere.
Guest suite in Windsor
4.89 out of 5 average rating, 64 reviews

Private/Quiet Perfect for professionals!

Superhost
A modern retreat is highlighted by a sleek, heated pool reflecting the evening sky. Floor-to-ceiling windows provide glimpses of illuminated indoor spaces, while a rooftop terrace is accessible. A landscaped patio is bordered by a wooden fence, offering privacy.
Home in Windsor
4.33 out of 5 average rating, 3 reviews

Architectural Gem | Heated Pool

Guest favorite
A modern kitchen is presented with stainless steel appliances, including a refrigerator and microwave. An island countertop is decorated with a small plant and candle, while under-cabinet lighting illuminates the workspace. A muted color palette creates a calm atmosphere.
Condo in Windsor
4.92 out of 5 average rating, 13 reviews

Shopping centres, Movie theatre, Restaurants, Gym

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Quick stats about vacation rentals in Windsor

  • Total rentals

    1.6K properties

  • Total number of reviews

    81K reviews

  • Family-friendly rentals

    650 properties are a good fit for families

  • Pet-friendly rentals

    390 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    910 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 520 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 pet-friendly vacation rentals in Windsor?

    Four-legged friends are welcome in Windsor. Choose from more than 390 vacation rentals for guests traveling with pets.

Destinations to explore

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