Kid-friendly holiday rentals in Windsor

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Windsor

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Flat in Walkerville

4.95 out of 5 average rating, 265 reviews

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.

Top guest favourite

Flat in Downtown Windsor

4.97 out of 5 average rating, 32 reviews

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

Welcome to the beautiful & luxurious Boutique apartment building - The Bitcoin Building - located in the heart of the city. Enjoy a rejuvenating sleep on our BeautyRest hotel style mattresses, TV w/ Amazon fire stick w/ 1000s of channels/Movies. Elegant furniture, a cool LED fireplace & fully stocked kitchen will leave you wanting to stay longer. Includes access to 24/7 Fitness Gym. Perfectly situated on Downtown Windsor's nicest street you are a short walk away from everything the core offers.

Guest favourite

Guest suite in Windsor

4.87 out of 5 average rating, 47 reviews

Private/Quiet Perfect for professionals!

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix and Amazon Prime from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

Top guest favourite

Home in Riverside

4.97 out of 5 average rating, 105 reviews

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

Guest favourite

Flat in Windsor

4.87 out of 5 average rating, 15 reviews

Luxury Unit Windsor (4-plex)

Welcome to our stylish retreat in a brand-new four-plex! This spacious two-bedroom unit is perfect for both short and extended stays, offering comfort and modern amenities. Ambassador bridge is 5 minutes away. In our unit you'll find a bright living room with contemporary furnishings. The unit includes a fully equipped kitchen. Both bedrooms are spacious and filled with natural light. The unit includes two elegantly designed bathrooms (1 shower). Guests are able to park right at front

Guest favourite

Home in Walkerville

4.94 out of 5 average rating, 158 reviews

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.

Top guest favourite

Guest suite in Riverside

4.98 out of 5 average rating, 214 reviews

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

Top guest favourite

Flat in Walkerville

4.96 out of 5 average rating, 127 reviews

"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

Guest favourite

Guest suite in Windsor

4.92 out of 5 average rating, 374 reviews

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.

Superhost

Apartment in Walkerville

4.8 out of 5 average rating, 5 reviews

Modern Riverside Escape | Stylish & Cozy Stay

Welcome to our Modern Escape by the River in Walkerville! This stylish retreat is perfect for Business Travelers, Couples, or Solo Guests. Located just minutes from Riverside, Downtown, and Top Attractions, it offers both comfort and convenience. Our home offers: ✨ Bright & Cozy Space 🍽 Fully Equipped Kitchen 🛏 Ultra-Comfy Bed 📶 High-Speed WiFi & Workspace Whether you're here for work or leisure, this is your perfect home base. 📅 Book Your Stay Today!

Top guest favourite

Flat in Walkerville

4.93 out of 5 average rating, 30 reviews

Come and relax at the BlueByU!

Beautifully decorated, blue-themed upper one-bedroom Executive Apartment. Ideal for business travel or romantic getaways. Conveniently located in the heart of Walkersville, the bright unit has a queen-sized bed, a beautiful kitchen and bathroom, a spacious dining area, a stunning living room, and a small office. We are located only 15 minutes from downtown Detroit via the tunnel, 15 minutes from Windsor’s airport, and 5 minutes from the Via train station.

Top guest favourite

Home in Walkerville

4.96 out of 5 average rating, 46 reviews

Boutique Suite on the River

If you are in town to work, longer stays are possible. Experience the historic charm of our restored 1902 Victorian Queen Anne home. Admire the gas lanterns on the front porch and watch ships pass by. Steps away from the riverfront trail and popular Olde Walkerville establishments. Immerse yourself in history, beauty, and convenience during your stay.