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Kid-friendly holiday rentals in Windsor

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Windsor

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

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Home in Leamington

4.9 out of 5 average rating, 199 reviews

Mary's "Fly Away Home"

(Cleaning fee has increased due to Covid-19) We will also start requiring a 24 hour separation between guests in order to make a safe thorough cleaning. (Maximum 8guests)Plentiful fruits and vegetables at nearby roadside stands when in season. My place is in a great convenient location - 2 minute drive to Seacliff Park and beach and ferry to Pelee Island , 5 minutes to hospital ,stores ,banks ,restaurants .20 minutes to Point Pelee National Park . Conservation areas and Provincial parks .

Cottage in Essex

4.89 out of 5 average rating, 184 reviews

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!

Cottage in Essex

4.93 out of 5 average rating, 153 reviews

Bright, Peaceful Lakefront ~Sunporch, BBQ, firepit

Welcome to A Day at the Lake! Relaxation, a cozy space and comfortable beds located here. Enjoy the light and airy feel of this lakefront cottage with plenty of natural light and cool breezes off Lake Erie. Located on Clark Beach in Harrow; near wineries, beaches, conservation areas, cycling and paddling routes. Welcome birders, beach goers, winery/brewing enthusiasts, cyclists and runners. Spring and summer dates book fast so be sure to reserve early to avoid disappointment.

Guest favourite

Home in Essex

4.94 out of 5 average rating, 140 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Guest favourite

Apartment in Leamington

4.88 out of 5 average rating, 206 reviews

Park Bungalow #4 - Seacliff Beach Suites

Welcome to the Park Bungalow in Leamington, Ontario. Beautifully renovated flat in Leamington's best location! Welcoming pets and nestled beside Seacliff Park and Beach, and abundant restaurants, this listing has everything you need. A fully equipped kitchen and large living area make this an ideal place for your visit. Front and back yard for your use with large private paved area (fires and loud noises not allowed - please respect our neighbors). Two cars maximum for parking.

Guest favourite

Home in Amherstburg

5 out of 5 average rating, 57 reviews

Lakeside Retreat | Spacious 4 Bed

4-Season Rental - Getaway & experience the beauty and adventures of Lake Erie. Located in the private Lake Erie Country Club surrounded by nature and various outdoor amenities. Just a short drive to nearby wineries, golf courses, restaurants and beautiful beaches. Scrapbook and crafters retreat available with full setup in the sunroom. Enjoy a relaxing stay with the stunning views, warm sun and the sound of the waves brushing up against the shore.

Guest favourite

Apartment in Midtown

4.94 out of 5 average rating, 184 reviews

Charming Victorian Apt: Best Street in Detroit

Our beautiful historic home was built in 1869 and is one of the oldest homes in Detroit. We are located in the heart of Midtown and walking distance to amazing restaurants, shopping, local watering holes and close to all downtown Detroit has to offer. You will have complete access to the second floor, with your own private entrance. This is the perfect spot for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite

Cottage in Leamington

4.97 out of 5 average rating, 145 reviews

Beachfront, Hot tub, Sunsets, Moonlight, Romance,

Check out this magnificent cottage on the Shores of Lake Erie. This cozy, 2 bedroom waterfront property is sparkling clean and extremely comfortable. It's the perfect getaway for any nature lover! It's nestled in a quiet lakefront area with a beach when water levels are not high, and a relaxing hot tub with a view of the stunning sunsets over Lake Erie. A stones throw from Point Pelee National Park & Hillman Marsh

Home in Belle River

4.84 out of 5 average rating, 129 reviews

Beach Town Oasis Home

Located in the town of belle river . Belle River beach and marina are right down the road We have paddle boards and kayaks you can use during your stay . Local wineries , golf , beach , and cute shops are all close by . Take a walk into town and experience all this town has to offer. Please be advised : we charge for a pet fee . We are following Airbnb policies and do not allow 3rd party bookings.

Guest favourite

Cottage in Essex

4.93 out of 5 average rating, 124 reviews

The Coziest Cottage in Essex County's Wine Country

Welcome to our cozy stone cabin by the lake. With the perfect mix of new and old, you can relax and enjoy your loved ones in our little oasis . This century old cottage has a newly renovated & fully equipped kitchen and washroom. No matter the season, you will vibe with the huge property & what the community has to offer. 117 Beverly is right in the middle of the EPIC wine route and steps to Lake Erie.

Guest favourite

Home in Hamtramck

4.95 out of 5 average rating, 111 reviews

Spacious 3 Bedroom Flat Near Downtown Detroit

Enjoy easy access to the Metro Detroit area. 10 minutes from downtown Detroit. This centrally located, 3 bedroom unit is the perfect stay for a quick trip to the city, working from home or home away from home while exploring the city. Hamtramck is a 2-square-mile city. Small in size, but large in population and ethnic diversity. With around 22,000 residents, the city has much to offer and visit in a day.

Guest favourite

Townhouse in Windsor

4.95 out of 5 average rating, 22 reviews

Executive Home Rental

Have fun at this stylish place located centrally. We are near the battery plant, Devonshire mall, the downtown area is only 15 minutes away, and a 5 min drive from the waterfront. Met hospital 5 min away. New bridge being built is a 20 min drive as well as the US border. Lots of grocery stores, bakeries and convenience stores nearby as well as restaurants and shoppers drug mart is walking distance.

Holiday rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Apartments

Convenient locations with everyday essentials

Popular amenities for Windsor kid-friendly rentals

Free parking on premises

Air conditioning

Child-friendly house rentals

Guest favourite

Home in Amherstburg

4.9 out of 5 average rating, 102 reviews

That place by the Lake

Home in The Core

4.87 out of 5 average rating, 134 reviews

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

Guest favourite

Home in The Core

4.86 out of 5 average rating, 161 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

Guest favourite

Home in Dearborn

4.93 out of 5 average rating, 68 reviews

Spacious 3-BR Private Home W/ Office~Near Downtown

Home in West Village

5 out of 5 average rating, 5 reviews

4bd/2.5ba Family Retreat in the Villages

Guest favourite

Home in Dearborn

4.86 out of 5 average rating, 148 reviews

Historic 5-bedroom home, near Greenfield Village

Guest favourite

Home in Detroit

4.89 out of 5 average rating, 46 reviews

Adorable 3 bedroom - large backyard - family fun

Guest favourite

Home in Detroit

4.92 out of 5 average rating, 88 reviews

The Unlimited Experience 1

Kid-Friendly apartment rentals

Guest favourite

Apartment in Kingsville

4.98 out of 5 average rating, 109 reviews

Private Apartment near Lakeside Park

Guest favourite

Apartment in Hamtramck

4.92 out of 5 average rating, 186 reviews

Charming 2 Bedroom in Art & Culture Neighborhood

Apartment in Midtown

4.82 out of 5 average rating, 112 reviews

Rendezvous in Midtown

Guest favourite

Apartment in Midtown

4.87 out of 5 average rating, 650 reviews

Victorian 1890's Midtown Home

Guest favourite

Apartment in Midtown

4.89 out of 5 average rating, 107 reviews

Midtown Magic, *private balcony, gated parking

Guest favourite

Apartment in Midtown

4.91 out of 5 average rating, 115 reviews

Midtown Crow's Nest

Guest favourite

Apartment in Midtown

4.81 out of 5 average rating, 487 reviews

Bright Midtown Corner Apartment with Parking

Guest favourite

Apartment in Kingsville

4.91 out of 5 average rating, 225 reviews

Downtown Loft

Child-Friendly Holiday Condos

Condo in Wyandotte

4.82 out of 5 average rating, 34 reviews

Duplex Near Quiet Downtown

Guest favourite

Condo in Brush Park

4.97 out of 5 average rating, 111 reviews

The Lucien: Historic Condo in Heart of Brush Park

Guest favourite

Condo in Midtown

4.96 out of 5 average rating, 227 reviews

Modern Boutique Condo - "Au coeur de Detroit"

Guest favourite

Condo in Windsor

5 out of 5 average rating, 8 reviews

Executive Condo. 3BR, King Bed w/ Ensuite

Condo in Detroit

4.81 out of 5 average rating, 155 reviews

Artistic Midtown Condo at Dream! steps from Q-Line

Guest favourite

Condo in Amherstburg

4.99 out of 5 average rating, 108 reviews

Navy Yard Flats (Flat B) - Historic Amherstburg

Condo in Grosse Pointe Park

4.82 out of 5 average rating, 141 reviews

★Grosse Pointe Luxury★ ★Downtown Detroit Close★

Guest favourite

Condo in Midtown

5 out of 5 average rating, 280 reviews

Perfect "5-STAR” Condo - Near Little Caesars Arena

Quick stats about holiday rentals that are kid-friendly in Windsor

Total rentals
110 properties
Nightly prices starting at
$32 AUD before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

Destinations to explore