Kid-friendly holiday rentals in Windsor

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!

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. Tv's in all rooms.

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.

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.

Luxurious Lakeside Oasis *NEW*

Escape to our waterfront oasis, a newly constructed Airbnb designed for ultimate relaxation and fun. Featuring 6 bedrooms, a sprawling gaming room for kids, abundant parking, and a fully equipped kitchen, every aspect caters to your comfort. This waterfront retreat is near 10 local wineries, 7 golf courses, and Canada's finest pizza. Unwind by the water, make cherished memories and experience luxury and leisure like never before. Book now!

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

This beautiful tranquil cottage is the perfect escape from your everyday frenzied life. Perfect for a couple's getaway, girls’ weekend or just a space to be on your own. Located on a quiet road, close to beaches, walking trails, fishing harbour, restaurants, wineries & breweries. Well behaved dogs are welcomed. Renters must be over the age of 30. Annual Family Pass to Point Peele National Park is available for all guests to use.

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.

Pelee Way Cottage

On Lake Erie with great views of the lake. Minutes to Point Pelee National Park, Freddy's Restaurant, Mersea Park, Erie Shores Golf & Country Club and the Ferry to Pelee Island. Great place to vacation. The house is equipped with a full kitchen, linens and towels. Available year round!

Sawiak Waterfront Haven

Relax with the whole family, or friends, at the private Lake Erie Country Club with outdoor amenities. Located in Wine Country where you can experience the many wineries around Windsor Essex County. Close to many restaurants, activities, golf courses, and serene beaches.