Family-friendly holiday rentals in Leamington

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Top-rated family-friendly rentals in Leamington

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

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Guest favourite
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, 284 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.

Top guest favourite
A covered outdoor seating area features a cozy arrangement of a sofa and decorative pillows, illuminated by string lights. The space is surrounded by lush greenery, with a landscaped patio and wooden railing adding to the inviting ambiance.
Farm stay in Essex County
5 out of 5 average rating, 172 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

Top guest favourite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guest house in Kingsville
4.98 out of 5 average rating, 734 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.

Guest favourite
Cottage in Leamington
4.87 out of 5 average rating, 341 reviews

Lakeshore Cottage Retreat

NEW Sauna and Outdoor Shower! Charming, rustic cottage with many modern updates. Updated kitchen and bathroom, with decorative touches continually being added. Private corner lot with large deck and views of Lake Erie. Lake access to quiet, rocky beach directly across from cottage; other beaches located nearby. Outdoor fire pit for guests. Ideal place for birders, families, couples, nature lovers and wine connoisseurs. Free access to Point Pelee National Park for guests, throughout stay!

Guest favourite
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, 259 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.

Top guest favourite
The exterior of a charming farm homestead is visible, featuring a green house surrounded by lush greenery. A covered porch can be seen at the front, providing a shaded area. Mature trees and an expansive lawn enhance the peaceful rural setting.
Farm stay in Leamington
4.77 out of 5 average rating, 405 reviews

Mothernatures Creation

A lovely farm homestead is the perfect getaway from city life. Located close to beaches, walking trails, and Point Pelee National Park and Hillman Marsh Conservation Area are moments away. Other birding hotspots include Wheatley Provincial Park and Ojibway Nature Centre. Join us for Point Pelee's Festival of Birds, or glimpse the hundreds of Monarch Butterflies. Unwind at the end of the day at one of the several local breweries, distilleries or wineries. Booking year round.

Top guest favourite
A contemporary guesthouse is set against a backdrop of Lake Erie, with large windows allowing for ample natural light. Adirondack chairs are positioned on the lawn, offering a relaxing space for outdoor enjoyment. The surrounding landscape features lush grass and mature trees.
Home in Leamington
4.94 out of 5 average rating, 156 reviews

Bunker by the Bay - Perfect Couples Getaway

The Bunker is the perfect spot for couples to kick back and relax lakeside. A true bachelor pad with all the amenities you could need for your home away from home experience. The queen bed provides a comfortable sleep, and the bonfire awaits you lakeside to let your worries and stresses drift away with the waves. *Please note: there is full house on the property, and that could be rented by a separate group. The driveway is the only amenity shared with the house.

Guest favourite
Two wooden Adirondack chairs are positioned on a wooden deck, facing Lake Erie's calm waters. A simple wooden bench is situated nearby, all set against a clear blue sky, creating a peaceful environment for relaxation.
Cottage in Leamington
4.88 out of 5 average rating, 150 reviews

Erie Shores Cottages

Welcome to the Cottage Located on the waterfront of Lake Erie in beautiful Leamington Ontario and only a few minutes from Point Pelee National Park. Point Pelee National Park is world renowned for it's bird watching and monarch butterfly migration. Also enjoy canoeing, kayaking, hiking, biking, endless beaches, picnic areas/pavillions and boardwalks. Three restaurants within walking distance and wine tours available from local wineries No Smoking.

Top guest favourite
A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.
Farm stay in Essex
4.99 out of 5 average rating, 198 reviews

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20

Top guest favourite
An open living space features light wooden ceilings and warm-toned flooring. A comfortable sectional sofa is positioned beside a wall-mounted television. A sleek kitchen island with bar stools is visible, along with minimalist shelving and essential appliances in the background.
Loft in Kingsville
5 out of 5 average rating, 312 reviews

The Hudson Loft

Loft above our garage, situated along Essex county’s wine route. Guests have a parking spot right outside their separate entrance (Please do not park in front of the garage doors as we need access to them). Please note: no gatherings, events, or video productions. Check out our feature on “Best air bnb” https://www.bestairbnb.ca/properties/hudson-loft-kingsville

Top guest favourite
A spacious, well-maintained lawn is surrounded by a variety of trees and shrubs. The gray cottage is visible in the background, showcasing a welcoming facade. A concrete driveway leads up to the house, providing convenient access.
Cottage in Leamington
4.91 out of 5 average rating, 191 reviews

Lake Front Year Round Private Cottage

In between Wheatley and Leamington this cottage boasts water views on both sides with great fishing right in your back yard. The back yard is on Lake Erie while the front yard faces Hillman Marsh. Concrete patio and driveway posts ample parking and outdoor space. Fire cage can be moved to where you desire outdoors. Plug in or Un plug this is where you go to relax.

Superhost
Cottage in Leamington
4.84 out of 5 average rating, 107 reviews

The Julia Kennedy Beach House with Hot tub

We promise to deliver an Unforgettable lasting impression when you choose to stay at the Julia Kennedy Lakehouse. This place is a charming little 2 bedroom cottage on Lake Erie with a large deck that allows you to see some of the most magnificent sunsets. The best Part of this cottage....when you walk off the deck....you step onto a magnificent private beach.

Popular amenities for Leamington family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Leamington

  • Total holiday rentals

    Explore 150 holiday rentals in Leamington

  • Nightly prices starting at

    Leamington holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,880 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Leamington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leamington rentals

  • 4.9 Average rating

    Leamington stays are highly rated by guests – averaging 4.9 out of 5!

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