Family-friendly vacation rentals in Lakeshore

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Top-rated family-friendly rentals in Lakeshore

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

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Top guest favorite
The exterior features a rustic wooden facade with archways framing the entrance. A stone pathway leads to the front door, surrounded by grassy areas and decorative landscaping elements. Two windows, with trimmed edges, are positioned symmetrically beside the door.
Barn in Tilbury
4.95 out of 5 average rating, 101 reviews

Cowbarn Cabin

We have converted this cow barn into a charming open concept country cabin, 5 mins from the 401. Relax with your morning coffee on the patio or on the raised pool deck watching the sun rise overlooking the countryside. Enjoy the warm glow of the gas fireplace while watching TV and sitting on the leather reclining loveseat. For the fishermen, you are 5 mins to 2 boat launches that enter the Thames River into Lake St. Clair, ample parking for vehicles, boats, trailers and outside hydro outlets.

Guest favorite
A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.
Cottage in Kingsville
4.9 out of 5 average rating, 290 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Superhost
A charming two-story home is set within a leafy environment, featuring a welcoming entrance with a stone pathway leading to the front door. Purple shutters frame the windows, and a small porch area is visible, enhancing the inviting curb appeal.
Home in South Walkerville
4.86 out of 5 average rating, 214 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.

Top guest favorite
A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.
Home in Riverside
4.97 out of 5 average rating, 155 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

Top guest favorite
A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.
Cottage in Essex
5 out of 5 average rating, 261 reviews

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Top guest favorite
A cozy bedroom features a spacious bed adorned with light-coloured linens. Adjacent, a dining area showcases a table set with glasses and fresh flowers. The kitchen is visible with modern appliances and ample storage. A welcoming atmosphere is portrayed throughout the cottage.
Home in Leamington
4.95 out of 5 average rating, 104 reviews

CJ's is lakefront, pet friendly

You'll fall in love with this cozy 2 bedroom, 1 bath lakefront cottage. Situated directly on Lake Erie, CJ’s Lake House offers all the comforts of home with the charm & serenity of lakefront living. Located less than 1km from Point Pelee National Park, fun & adventure are steps away. If it's calm and relaxation you're looking for, we have a huge backyard with a large upper and smaller lower beach and a great firepit. CJ’s is all about loving the lake life, your furry family members Included!

Guest favorite
A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.
Cottage in Belle River
4.91 out of 5 average rating, 169 reviews

2 bedroom Getaway/lake St.Clair/boatslip

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.

Guest favorite
A spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.
Cottage in Lakeshore
4.94 out of 5 average rating, 162 reviews

Waterfront Luxurious Cottage in Lakeshore, Ontario

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

Guest favorite
A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.
Home in Kingsville
4.92 out of 5 average rating, 260 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.

Guest favorite
A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.
Home in Walkerville
4.94 out of 5 average rating, 195 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 favorite
Four red Adirondack chairs surround a stone fire pit on a grassy lawn, offering views of the lake and distant sailboat. Large rocks line the shore, with greenery framing the scene beneath a clear blue sky.
Cottage in Wheatley
4.98 out of 5 average rating, 181 reviews

Book Wine And Sinker Lakeview Pet Friendly, Hottub

Early Spring reset! Book 2 nights in March and get a third FREE**Send me a message. Our lakeside cottage transforms to a warm, serene getaway for the colder months. Whether you're sipping hot cocoa by the fireplace or warming up in the hot tub, this is the perfect spot for anyone craving quiet comfort. Close to Wineries and many restaurants. PET FRIENDLY! Point Pelee and Hillman Marsh passes included** March Break requires 4 nights booked for free night. Valid on new reservations only

Top guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.
Home in East Riverside
4.98 out of 5 average rating, 126 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Popular amenities for Lakeshore family-friendly rentals

When is the best time to visit Lakeshore?

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Avg. priceﺩ.ﺇ470ﺩ.ﺇ551ﺩ.ﺇ529ﺩ.ﺇ562ﺩ.ﺇ566ﺩ.ﺇ591ﺩ.ﺇ610ﺩ.ﺇ602ﺩ.ﺇ525ﺩ.ﺇ521ﺩ.ﺇ521ﺩ.ﺇ533
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Quick stats about vacation rentals that are family-friendly in Lakeshore

  • Total vacation rentals

    Explore 100 vacation rentals in Lakeshore

  • Nightly prices starting at

    Lakeshore vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 4,260 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Lakeshore vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeshore rentals

  • 4.9 Average rating

    Lakeshore stays are highly rated by guests—averaging 4.9 out of 5!

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