Kid-friendly vacation rentals in Windsor

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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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Guest favorite

Apartment in Windsor, Canada

4.94 out of 5 average rating, 185 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.

Dec 15 – 22

$75 per night

Guest favorite

Guesthouse in Kingsville, Canada

4.96 out of 5 average rating, 216 reviews

Cozy Kingsville Country Guest House

Enjoy your stay in this cozy guest house on the main strip of the charming village of Cottam, within the town of Kingsville. This attached suite will be all for you. Separated from the main house with your own private entrance in the front and rear. Relax on the spacious deck overlooking the lush green mature treed backyard, roast marshmallows at the fire pit or take a nice nap on the hammock. Located a short drive to downtown Kingsville, beaches, wineries, restaurants, craft breweries and more!

Dec 13 – 20

$71 per night

Guest favorite

Home in Windsor, Canada

4.89 out of 5 average rating, 182 reviews

Stunning Top Tier Modern Home Is Ready To Host You

Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!

Oct 17 – 24

$121 per night

Guest favorite

Guesthouse in Kingsville, Canada

4.98 out of 5 average rating, 597 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Jan 31 – Feb 7

$98 per night

Guest favorite

Guesthouse in Essex, Canada

4.99 out of 5 average rating, 293 reviews

Private Wine Route Getaway with Hot Tub

The heart behind The Vineyard Retreat is to help our guests relax, restore, and reconnect. Located on County Road 50 we're conveniently placed on the wine route between Kingsville, Colchester, and Harrow. Our guest house is steps away from Lake Erie and close by to wineries, breweries, restaurants, tours, fruit stands, national parks, conservation areas, beaches, orchards, golf courses, bike paths, and more. Read more about what our guest house has to offer in the detailed description below.

Nov 17 – 24

$138 per night

Guest favorite

Guest suite in Windsor, Canada

4.92 out of 5 average rating, 105 reviews

Covid Clean 2 bdrm Entire Lower Level Sport Themed

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Sep 1 – 8

$53 per night

Guest favorite

Home in Kingsville, Canada

4.95 out of 5 average rating, 155 reviews

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

Dec 11 – 18

$128 per night

Guest favorite

Cottage in Lakeshore, Canada

5.0 out of 5 average rating, 116 reviews

Beau Chalet de Pointe-aux-Roches (No Cleaning Fee)

Bienvenue / Welcome to the village of Pointe-aux-Roches / Stoney Point in Lakeshore, Ontario. Available May thru October, this cozy lakefront cottage-home is fully furnished for your comfort on the southeastern shore of Lake St. Clair, offering beautiful summer sunrises and sunsets. Shallow and warm Lake St. Clair, part of the Great Lakes system, is the connector lake between Lakes Huron and Erie, and has among the largest variety of fresh-water fish and aquatic species in the world.

Oct 1 – 8

$140 per night

Guest favorite

Guest suite in Windsor, Canada

4.97 out of 5 average rating, 159 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.

Jun 22 – 29

$73 per night

Guest favorite

Guest suite in Windsor, Canada

4.92 out of 5 average rating, 309 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 late March to early November at 32°C (90°F). The hot tub is open year round.

Jun 10 – 17

$81 per night

Guest favorite

Guesthouse in Flat Rock, Michigan

4.98 out of 5 average rating, 137 reviews

Steve’s Barn Lodge, Detroit River/Erie fishing

Beautiful and fun family-friendly retreat! Close to Metro Airport! Pet friendly. Perfect for out of town Detroit River/Lake Erie fisherman. Very private rural location with private access to Metro Park. An “Up North feel”. Lots of safe parking for your boat(s). 10 miles from Lake Erie Metro Park boat launch to fish the river or Erie. Quick 16 mile drive to Sterling State Park. Close to restaurants. Full kitchen and bathroom.

Nov 4 – 11

$111 per night

Superhost

Apartment in Windsor, Canada

4.86 out of 5 average rating, 159 reviews

Downtown Chic / Newly Renovated

Close to River Walk (1 block) Located in CANADA Detroit Convention Center / Comerica Park / New Little Caesars (Red Wing Arena) 1 Block to Bus Service to all Detroit functions from this residence. PARKING FREE RIGHT OUTSIDE YOUR DOOR! Aquatic Centre/Art Gallery-1 Block. Caesars Palace Casino just a short walk down the River Walk = Netflix

Jul 16 – 23

$98 per night