Become a host

Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Windsor

  • Total vacation rentals

    Explore 1,380 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 75,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    590 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 310 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    870 properties have a dedicated workspace

  • Wi-Fi availability

    1,350 of Windsor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Windsor rentals

  • 4.7 Average rating

    Windsor stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor's top spots, include Little Caesars Arena, Comerica Park, and Ford Field

Top-rated vacation rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Apartment in Walkerville

OLDE WALKERVILLE Windsor Ontario

Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

ValueFamilyWalkability

4.96 out of 5 average rating, 325 reviews
Top guest favorite
An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.
Home in Windsor

Luxury 2BR Lodge with high ceilings and BBQ&patio

Enjoy a bright and peaceful home featuring two spacious bedrooms, high ceilings, and abundant natural light. Surrounded by majestic trees, the retreat is minutes from Riverside and the entertainment district  Explore nearby cafés, restaurants, and local attractions, or take a day trip to Pelee Island, home to Canada’s southernmost point. Enjoy high-speed internet, two Smart TVs with your favourite streaming apps, and an outdoor dining and seating area for your coffee or evening relaxation.

ValueLocationOutdoor spaces

4.96 out of 5 average rating, 195 reviews
Superhost
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

Beautiful 3Bedroom 2Bath Home free parking&laundry

Welcome to our spacious Midtown home away from home featuring 2 floors of living(main & upper stairs) that have been beautifully updated offering 3 bdrms 2 full baths, 2 living rms w/65”&55” TVs w/Netflix. Full kitchen w/stainless appliances, granite counters, covered front porch for enjoyment, shared fenced backyard. On a quiet block, close to transit, shopping, restaurants, ECRow, 401&Windsor-Detroit Tunnel. Private drive Ideal for families, out of town workers or large groups. Come & Relax!

FamilyLocationSleep quality

4.89 out of 5 average rating, 186 reviews
Top guest favorite
A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.
Home in Windsor

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

FamilyValueCheck-in

4.98 out of 5 average rating, 188 reviews
Guest favorite
A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.
Home in Walkerville

Charming Old Walkerville 2-Bedroom Luxury Suite

Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

FamilyLocationCheckout

4.94 out of 5 average rating, 233 reviews
Guest favorite
A spacious backyard is presented, showcasing a hot tub situated on a concrete pad. Green grass lines the space, complemented by wooden fencing and ambient lighting. A small tree is visible in the corner, and utility lines are present in the sky against a colorful sunset backdrop.
Home in Walkerville

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

FamilyValueKitchen

4.98 out of 5 average rating, 161 reviews
Top guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.
Home in Windsor

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

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

FamilyValueIndoor spaces

4.98 out of 5 average rating, 152 reviews
Top guest favorite
A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.
Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

ValueLocationLayout

4.93 out of 5 average rating, 467 reviews
Top guest favorite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Apartment in Walkerville

"The Modern Loft" in Walkerville / 2Bed - 1 Bath

Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

LocationValueCheckout

4.97 out of 5 average rating, 176 reviews
Superhost
A living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A stylish armchair and dining table for four are visible. Bright light filters through the blinds covering the windows, highlighting the warm color palette and wooden flooring.
Home in Windsor

Chillin' at Chilver w King Beds

Visit us for a relaxing escape in this spacious & cozy home. Unwind in front of the fireplace. With 2 king beds and 2 queen beds, there’s plenty of space for everyone to sleep comfortably. This property features 2 full bathrooms, a fully stocked kitchen for all your cooking needs, and a finished basement with a quiet office nook and a large family room. Whether you're gathering with loved ones or looking for a getaway, you'll have a great time Chillin' at Chilver!

FamilyValueLong stay

4.84 out of 5 average rating, 122 reviews
Guest favorite
A cozy living area features a light-colored sectional sofa adorned with patterned pillows. A modern glass coffee table sits in the center, complemented by a decorative plant on the side. Exposed brick walls add texture, while a window with an arch design enhances natural light.
Townhouse in Walkerville

Cozy Downtown Walkerville Home

Welcome to your perfect home away from home in the heart of Windsor! This charming and cozy residence offers the perfect blend of comfort, style and convenience making it an ideal spot for both short and long stays. Whether you're in town for business, leisure, or a family visit, you'll find everything you need to feel right at home. Situated downtown Windsor just minutes from the VIA train station, Casino Windsor, Detroit tunnel and great popular restaurants

LocationFamilyGetting around

4.96 out of 5 average rating, 149 reviews
Guest favorite
Villa in LaSalle

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of Windsor at our waterfront home. This is the best time of year to visit! Watch the sun glisten across the waves or unwind after a perfect day with a relaxing dip in our bubbling hot tub. We’ve curated the perfect space for you to disconnect and recharge. Bring a good book, a bottle of local wine, and enjoy the blissful peace of air by the water.

LocationValueGrill

4.88 out of 5 average rating, 236 reviews

Popular amenities for Windsor vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Windsor's top sights

Ford Field

330 locals recommend

Little Caesars Arena

335 locals recommend

Detroit Institute of Arts

784 locals recommend

Comerica Park

374 locals recommend

Detroit Historical Museum

234 locals recommend

Hart Plaza

112 locals recommend

Windsor house rentals

Superhost
A private outdoor space is highlighted by a covered gazebo, featuring a hot tub and relaxing seating options. Lush greenery surrounds the area, complemented by well-placed planters. Natural light filters through, creating a soothing environment for leisure and relaxation.
Home in Walkerville

Couple's Romantic Retreat with hot tub, fire pit.

FamilyLocationCleanliness

4.85 out of 5 average rating, 140 reviews
Top guest favorite
A landscaped outdoor area showcases a serene pool surrounded by lush greenery and decorative rocks. A pathway of stone pavers leads to a shaded seating area with an outdoor gazebo. Vibrant fall foliage frames the scene, adding warm color to the tranquil setting.
Home in LaSalle

The Ambassador Estate Inn

ValueFamilyTV

4.92 out of 5 average rating, 129 reviews
Guest favorite
An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.
Home in Windsor

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

LocationFamilyIndoor spaces

4.82 out of 5 average rating, 246 reviews
Guest favorite
Home in Walkerville

Luxury 2BR Entire Home Near Riverside & Casino

LocationCleanlinessRiver

5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Walkerville

Windsor Casino and International Swim Meet AirBnb

ValueFamilyBackyard

5.0 out of 5 average rating, 43 reviews
Guest favorite
Home in Windsor

Beautiful Charm & Character Exec. 3BR Retreat.

LocationValueSleep quality

5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Windsor

Entire Home in Quiet Area: 3 Bed 2 Bath

LocationFamilyLaundry

4.86 out of 5 average rating, 28 reviews
Guest favorite
Home in Windsor

Modern Windsor Home | Stylish 4BR, 3BA | Sleeps 8

FamilyLocationCleanliness

5.0 out of 5 average rating, 12 reviews

Other great vacation rentals in Windsor

Top guest favorite
The loft showcases an open living space with warm wooden floors and a cozy sofa. A stylish chandelier hangs above the kitchen area, which features wooden cabinetry and colorful tile accents. A kitchen island is positioned near the seating area, providing an inviting space for dining or working.
Loft in Walkerville

OldeWalkerville Loft Gem on the River

ValueFamilyLong stay

4.95 out of 5 average rating, 124 reviews
Guest favorite
Apartment in Walkerville

Walkerville Urban Oasis, Exec. King 2BR W/Parking

FamilyValueLayout

4.89 out of 5 average rating, 53 reviews
Superhost
A bright living room is filled with natural light from tall windows. Two pieces of abstract artwork adorn the wall above a dark coffee table, which is surrounded by light-colored seating. Textured rugs cover the floor, adding warmth to the space.
Home in Windsor

Charming Urban Retreat in Quiet Area | 3BD 2BA

ValueLocationPets

4.76 out of 5 average rating, 54 reviews
Guest favorite
Apartment in Windsor

Spa retreat, Suana, Free Massages, Rooftop Deck!

LocationValueIndoor spaces

4.98 out of 5 average rating, 45 reviews
Superhost
Apartment in Windsor

Zulu-1BR, Queen+Sofa Bed, AC, Next to Tunnel to US

ValueLocationView

4.81 out of 5 average rating, 189 reviews
Top guest favorite
Home in Walkerville

Clean 4 BR Home with Karaoke and Arcades

LocationValueTV

4.94 out of 5 average rating, 83 reviews
Top guest favorite
A serene lake view is captured, showcasing lush green lawns reaching the water's edge. Gentle waves reflect the sky, filled with fluffy clouds. The scene includes well-maintained properties lining the opposite shore, with trees providing a natural backdrop.
Home in Windsor

Stunning Lakeview Dreamy Getaway

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 24 reviews
Superhost
Home in LaSalle

C-Elegant and comfortable 4BR Retreat Movie-Themed

FamilyLocationComfort

4.8 out of 5 average rating, 10 reviews

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 290ﺩ.ﺇ 301ﺩ.ﺇ 312ﺩ.ﺇ 316ﺩ.ﺇ 364ﺩ.ﺇ 342ﺩ.ﺇ 320ﺩ.ﺇ 342ﺩ.ﺇ 316ﺩ.ﺇ 316ﺩ.ﺇ 301ﺩ.ﺇ 305
Avg. temp-3°C-2°C3°C9°C16°C21°C23°C22°C18°C12°C5°C0°C

Frequently Asked Questions

  • What are the best places to stay in Windsor?

    Windsor has a mix of centrally located neighborhoods near the waterfront, Walkerville for its historic vibe, and Riverside for quieter stays close to parks. Consider areas around downtown if you enjoy easy access to restaurants and cultural sites.

  • What are the best things to do in Windsor with kids?

    Windsor has hands-on exhibits at the Chimczuk Museum, outdoor artwork along the Windsor Sculpture Park, and green spaces for picnics or play along the riverfront. Families also spend time exploring local playgrounds and community events throughout the year.

  • What are some of the best things to do in Windsor?

    Explore the Windsor Sculpture Park, stroll the scenic waterfront, and experience the art galleries around downtown. The city also has historical sites rooted in diverse communities and vibrant food markets.

  • How is the weather in Windsor?

    Windsor has cold winters with temperatures from 19–37°F (-7–3°C), and warm summers ranging 63–84°F (17–29°C). Spring and autumn bring milder weather; packing a mix of layers and a rain jacket is often suggested.

  • When is the best time to visit Windsor?

    Late spring through early autumn is often recommended for comfortable temperatures and outdoor festivals. Visitors frequently enjoy riverfront activities and gardens during these months.

  • What are the best places to visit in Windsor?

    Many explore the Windsor Sculpture Park, Jackson Park's seasonal gardens, and the Art Gallery of Windsor. History enthusiasts may appreciate heritage sites in Walkerville and the local museum.

  • What are some hiking trails in Windsor?

    Windsor has nature trails in Ojibway Prairie Complex, scenic riverfront paths, and wooded routes through Malden Park. These are frequently suggested for walking, birdwatching, and enjoying local plants.

  • What are some family activities we can do in Windsor?

    Families in Windsor explore interactive displays at the Chimczuk Museum, stroll through the Windsor Sculpture Park, and gather at riverside parks for outdoor fun. Seasonal community events and local markets also welcome visitors of all ages.

  • What are some of the best day trip ideas from Windsor?

    Consider exploring Point Pelee National Park for nature walks, venturing to local wineries for tastings, or visiting neighboring towns with distinct cultural and culinary experiences. Outdoor enthusiasts also enjoy regional conservation areas and sandy beaches around the region.

  • Are there any pet friendly accommodations available in Windsor?

    Many Windsor vacation rentals and stays are pet-friendly, especially in neighborhoods like Riverside, Walkerville, and near green spaces. Check specific listings for details, as rules may vary by property.

  • What are some local tips for visiting Windsor?

    Locals suggest strolling the waterfront trail at sunset, exploring historic Walkerville for its cafes and shops, and sampling locally made pastries. Packing comfortable walking shoes is helpful, as many highlights are best on foot.

  • What is Windsor known for?

    Windsor is known for its multicultural heritage, automotive history, and vibrant riverfront stretching along the Detroit River. The city has a strong connection to Canadian whisky traditions and is often recognized for its public art installations.

  • What are the best hidden gems to explore in Windsor?

    Seek out street art and indie shops in Ford City, local bakeries with longstanding recipes, and small heritage museums tucked into neighborhood corners. Ojibway Prairie Complex is often recommended for those interested in native plants and quiet walking trails.

  • What are the best foods to try in Windsor?

    Windsor is frequently suggested for its locally made pizza known for signature shredded pepperoni, Lebanese grilled dishes, and classic Canadian butter tarts. Polish, Italian, and Middle Eastern bakeries also feature beloved pastries and breads.

  • What should I bring for a trip to Windsor?

    Pack layers to suit changing seasons, a rain jacket, and comfortable shoes for exploring parks and city strolls. Bringing a reusable water bottle and sun protection is often handy if you plan to spend time outdoors.

  • What is the nightlife in Windsor like?

    Windsor's nightlife has a variety of laid-back pubs, music venues, and cocktail bars, especially around downtown and Ouellette Avenue. Some neighborhoods also have lounges with live bands and dance floors for a mix of experiences.

  • What are the most popular events or festivals in Windsor?

    Windsor hosts a popular summer waterfront fireworks display, the Windsor International Film Festival in autumn, and seasonal multicultural festivals celebrating local communities. Outdoor concerts and food events are frequently suggested during warmer months.

  • Are there family friendly vacation rentals in Windsor?

    Many Windsor vacation rentals are suited to families, with larger spaces available near parks or in Walkerville and Riverside neighborhoods. Check for listings with amenities like kitchens and extra bedrooms for added comfort.

Destinations to explore