Kid-friendly holiday rentals in Lakeshore

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Top-rated family-friendly rentals in Lakeshore

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Guest favourite

Guest house in Kingsville, Canada

4.96 out of 5 average rating, 217 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!

1–8 Oct

$113 SGD per night

Guest favourite

Home in Windsor, Canada

4.88 out of 5 average rating, 117 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

Welcome to this Stylish Home Away From Home! 1 King Bed & Ensuite on the 2nd Floor. 2 Bedrooms (2 Queens+1 Top Twin Bunk) & Full Bath on the Main Floor + 1 Queen Bed in the Basement. Bring Together 1 or 2 Families of up to 9 people for your next visit to Windsor ON. Located in the Very Desirable Neighbourhood of South Walkerville. Enjoy an evening Soak in the Hot-Tub & a Relaxing Experience by the Gas Fire-Pit in the Backyard. Please note the basement has a kitchenette not currently functional.

22 Feb – 1 Mar

$204 SGD per night

Guest favourite

Cottage in Kingsville, Canada

4.97 out of 5 average rating, 261 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to sharing our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

25 Nov – 2 Dec

$208 SGD per night

Guest favourite

Guest house in Kingsville, Canada

4.98 out of 5 average rating, 598 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.

31 Oct – 7 Nov

$155 SGD per night

Guest favourite

Home in Windsor, Canada

4.93 out of 5 average rating, 105 reviews

Waterfront Home in Central City -KING BED 4 guests

Unwind in the newly renovated stylish WATERFRONT Home on Riverside Drive St of Windsor. Central City is full of Casino, restaurants, bars, shops, historic landmarks, and attractions. Adventure through Windsor and the region easily from this prime location. Once you are ready to relax, retreat to our comfy Home. ✔ 1.5 Rooms with King - 1 Twin size Beds ✔ Scenic Living room ✔ 2 Full washrooms ✔ Open Concept Living Area ✔ Office Space ✔ High-Speed Wi-Fi ✔ Central AC/HEAT ✔ Parking for 4 cars

26 Oct – 2 Nov

$250 SGD per night

Guest favourite

Cottage in Belle River, Canada

4.92 out of 5 average rating, 114 reviews

2 bedroom Getaway on the River/close to marina

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

29 Aug – 5 Sep

$212 SGD per night

Guest favourite

Home in Kingsville, Canada

4.96 out of 5 average rating, 157 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.

15–22 Oct

$215 SGD per night

Guest favourite

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.

1–8 Oct

$221 SGD per night

Guest favourite

Guest suite in Kingsville, Canada

4.99 out of 5 average rating, 109 reviews

Shoreline Serenity, Private Suite

Due to Covid-19 I have extended the minimum stay to 3 nights and time between check-out and check-in to 24 hours to ensure proper disinfection. I have added an air purifier that recycles the air every 3 hours. Cozy, clean and comfortable open concept suite located on the beautiful shores of Lake Erie just one mile from downtown Kingsville where you will find excellent restaurants and eclectic shopping. The suite has its own entrance so that you have complete privacy during your stay.

15–22 May

$147 SGD per night

Guest favourite

Loft in Tilbury, Canada

5.0 out of 5 average rating, 111 reviews

2 br upper Creekside Cottage near Lake St Clair

Our cottage is a 2br upper waterfront unit ,originally set up for Musky fishing. Not suitable for swimming , free launch 3 minutes down the road. 7 - 10 mins to LSC from our 130 feet of dock with electricity . 5 mins to Lighthouse Cove by car or 7 - 10 mins by boat to Lake St Clair s popular Musky fishing area . 5 mins to 401 , or shopping, groceries, LCBO ,C Tire and more . 30 mins to Pelee Island Ferry or 40 mins to Point Pelee National Park , 25 mins to wine country .

12–19 Oct

$135 SGD per night

Guest favourite

Cottage in Kingsville, Canada

5.0 out of 5 average rating, 143 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

WALK EVERYWHERE! Beach\park\restaurants. Gateway to all WINERIES. Greenway located 100' from front door. Kingsville's famous eateries, amazing bakeries, trendy shops, award winning breweries & wineries minutes away. Pelee Island Ferry(Aug-Dec)5min walk. Golf courses, POINT PELEE NAT'L PK, Estate of Health day spa a 10m walk, Lakeside Park. Come enjoy our cozy beautifully decorated 2 bdrm cottage situated steps from the heart of Kingsville. Many discounts n codes inc'd in stay.

5–12 Dec

$202 SGD per night

Guest favourite

Home in Kingsville, Canada

4.99 out of 5 average rating, 182 reviews

La Perla - Lakefront Retreat in Wine Country!

Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience the perfect harmony of contemporary comfort and vintage allure in every corner of our space. Nestled in Canada's most southern wine region, we're minutes from craft breweries, golf, dining, and Point Pelee National Park. Enjoy zero-contact check-in, pristine cleaning, luxurious linens and a chefs kitchen! Contact us today to begin planning your unforgettable getaway!

25 Feb – 4 Mar

$229 SGD per night