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 historic two-story home is framed by well-kept gardens and lush greenery. A pathway leads to the entrance, surrounded by a white picket fence. A spacious porch extends over the entrance, providing shade and inviting outdoor space.
Guest suite in Kingsville
4.88 out of 5 average rating, 209 reviews

Uptown Kingsville Suite

This suite is to be used as an alternative to a small hotel room located on the second floor of this historical home. There is a private entrance, once you climb the stairs to your suite which includes a sleeping area, eating space, kitchenette with a sink, bar fridge, microwave, kettle and coffee maker, a full bathroom and washer/dryer. There is no oven or stove in this suite - it’s not large, but has everything you need inside of a cozy space. There are two common seating areas to relax in outside of your private space. Your suite is just a two blocks away from the lake and lakeside park and just a 10 minute walk to restaurants, bars and the Kingsville Jiiman dock. Enjoy yourself!

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
4.91 out of 5 average rating, 277 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, 168 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, 727 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.

Top guest favourite
A cottage exterior showcases a welcoming front deck with two comfortable chairs beside a small table. Large windows allow natural light to illuminate the interior. A decorative planter, filled with green plants, adorns the base of the windows, enhancing the cottage's charm.
Cottage in Essex
4.97 out of 5 average rating, 176 reviews

The Mayaswell - All Year - Hot Tub - Lake Views

This cottage is nestled in a small cottage community. It is now being offered year round, and features a 2-4 person hot tub. The Mayaswell sits atop a bluff with stunning Lake Erie views. Colchester beach is a 10 min walk away with swimming & relaxation on a clean sandy beach. Award winning wineries are within walking distance or a short bike ride away. Fresh produce stands, hiking trails, restaurants and nature at its finest complete the perfect picture of The Mayaswell and its surroundings.

Guest favourite
Cottage in Leamington
4.87 out of 5 average rating, 339 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!

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, 401 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 serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.
Guest suite in Windsor
4.93 out of 5 average rating, 406 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 mid March to early November at 32°C (90°F). The hot tub is open year round.

Top guest favourite
A small wooden cabin is nestled among lush trees on a grassy lawn. In front, a picnic table with benches invites outdoor dining, while a charcoal BBQ sits nearby. A white car is parked on a gravel area, with the road and landscape visible in the background.
Cabin in Merlin
4.95 out of 5 average rating, 111 reviews

𖦹 Chakra Shack 𖦹 Bunkie on Lake Erie

Welcome to the Chakra Shack. A quaint and simple camping getaway off highway 3 (15 minutes from Blenheim, Ontario) intended to allow you a moment to realign with nature, and disconnect from the rest. A small 100sq ft cabin & outhouse, situated on 4 acres of wooded property. You are steps away from a raised overview of lake erie. The sounds of the waves accompany you in immersing yourself in the present moment, and create a wholesome and charming camping experience.

Top 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
4.89 out of 5 average rating, 148 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
Two wooden chairs are positioned on a grassy area, facing the tranquil waters of Lake Erie. Smooth rocks outline the shore near the dock, which extends into the calm lake. The sky above is softly painted in pastel hues, enhancing the serene setting.
Loft in Amherstburg
4.86 out of 5 average rating, 191 reviews

LOFT Escape Apartment Onsite Beach Dock Waterfront

Full Water view (front and back), boat dock and beach access This 82’ waterfront property provides an infinite view of Lake Erie, Ohio & Michigan. Jump off the dock into the lake, direct access to the lake from our private boat ramp. Full Water view on both front & back yard. The newly renovated 350 square feet 2nd floor loft APARTMENT with modern cottage theme. Perfect place for couple (up to 3 person capacity).

Top guest favourite
A stone pathway leads through a lush green lawn, bordered by well-maintained gardens. A table and chairs with an umbrella are visible, along with a large tree providing shade. The area features a tranquil atmosphere, inviting relaxation and enjoyment of the outdoors.
Guest suite in Kingsville
4.95 out of 5 average rating, 240 reviews

The English Garden Suite

Hidden Oasis on the edge of town, complete with private English style garden and large pond with many feathered visitors. Just far enough from the hustle and bustle to feel private while being close enough to walk across town and stroll back home. Enter your quarters from a private entrance through the garden, past the dogwood tree. There is tea and coffee available in the cupboard under the microwave.

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 £45 per night before taxes and fees

  • Verified guest reviews

    Over 9,000 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 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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