Family-friendly vacation rentals in Leamington

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 150 vacation rentals in Leamington

  • Nightly prices starting at

    Leamington vacation rentals start at G$12,539 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,950 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Leamington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Leamington rentals

  • 4.8 Average rating

    Leamington stays are highly rated by guests—averaging 4.8 out of 5!

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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Top guest favorite
A bright dining area features a wooden table surrounded by chairs, positioned beside a large bay window. On the opposite side, a modern kitchen is showcased with sleek cabinetry and bar seating at the island, illuminated by pendant lights.
Home in Plymouth
4.97 out of 5 average rating, 195 reviews

Charming Plymouth retreat • hot tub • fire pit

Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

Top guest favorite
A single-story, 70's style house features white siding and dark brown trim. A well-maintained front yard showcases manicured shrubs and seasonal colorful foliage. Windows allow for natural light, and a welcoming entrance is visible, offering a glimpse of the home’s comfortable ambiance.
Home in Leamington
4.91 out of 5 average rating, 225 reviews

Mary's "Fly Away Home" 4 bedrooms

(Cleaning fee has increased due to Covid-19) We will also start requiring a 24 hour separation between guests in order to make a safe thorough cleaning. (Maximum 8guests)Plentiful fruits and vegetables at nearby roadside stands when in season. My place is in a great convenient location - 2 minute drive to Seacliff Park and beach and ferry to Pelee Island , 5 minutes to hospital ,stores ,banks ,restaurants .20 minutes to Point Pelee National Park . Conservation areas and Provincial parks .

Top guest favorite
Guest suite in Leamington
4.9 out of 5 average rating, 104 reviews

Modern 2BR Basement Suite • Near Point Pelee

Spacious and comfortable private 2-bedroom basement suite, perfect for families, workers, or long stays. ✔ 2 Bedrooms (ideal for groups or families) ✔ Fully equipped kitchen ✔ Private washroom ✔ Free parking The suite is completely private inside, giving you your own living space to relax and unwind. Please note: The main entrance is shared, but the basement suite itself is fully separate and designed for your privacy and comfort. Ideal for extended stays, work trips, or family visits.

Guest favorite
Cottage in Leamington
4.87 out of 5 average rating, 361 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 favorite
A serene view is captured through a large picture window, showcasing bare trees and a distant body of water on a clear day. Two armchairs are positioned beside a small, round table, inviting relaxation while taking in the surrounding natural beauty.
Apartment in Leamington
4.95 out of 5 average rating, 116 reviews

Coastal Suite #1 - Seacliff Beach Suites

The Coastal Suite is a luxurious suite located in Leamington, Ontario. Situated just steps from the sandy shores of Seacliff Beach and Park, it offers breathtaking views and unbeatable convenience. Boasting all the modern amenities needed for a comfortable stay. Offers easy access to popular attractions such as the Pelee Island Ferry, Leamington Marina, shopping outlets, and a variety of restaurants. Nearby Point Pelee National Park and 12 wineries are just a short drive away.

Top guest favorite
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
4.78 out of 5 average rating, 427 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.

Guest favorite
Cottage in Leamington
4.89 out of 5 average rating, 117 reviews

Erie Shores Lakehouse! · Sunsets & Hot Tub

This spacious 3-bed, 2-bath rental on Lake Erie's waterfront has aircon, wifi, and smart TVs. The kitchen has all supplies needed for cooking, and the din rm is quaint. Bdrms are comfortable with a washer/dryer in one bathroom. The living room has ample seating, a smart TV with access to Amazon Prime. Outdoor patio with a 6-person jacuzzi, patio table, and lounge chairs. Close to Point Pelee National Park, Leamington's Marina, Seacliff Beach, and wineries/restaurants.

Top guest favorite
Home in Kingsville
4.99 out of 5 average rating, 141 reviews

Walk to Downtown | Fire-pit, TVs, Games, Mini-put

Walk to downtown Kingsville, local restaurants, wineries, and the ferry—perfect for midweek escapes, work-from-anywhere stays, or a relaxing getaway. This fully renovated home blends modern comfort with a clean, stylish design, offering plenty of space to unwind, connect, or get ready for a day exploring wine country. Whether you’re here for a couple’s retreat, a small group stay, or a longer visit, this space is designed to feel easy, comfortable, and elevated.

Top guest favorite
A spacious wooden deck features several lounge chairs arranged towards a vibrant sunset over Lake Erie. The calm waters reflect warm hues, while overhanging trees provide gentle shade. The scene evokes a serene atmosphere perfect for relaxation and watching the sunset.
Home in Leamington
4.92 out of 5 average rating, 102 reviews

Lakefront sunrise home near Point Pelee.

Tucked along the shores of Lake Erie, this peaceful cottage offers stunning sunrises, rustic charm, and cozy comfort. Ideal for couples, nature-lovers, and quiet getaways, it’s just minutes from Point Pelee National Park and Hillman Marsh, a haven for birdwatchers and wildlife enthusiasts. Unplug, unwind, and enjoy easy access to nearby wineries, golf, and dining. Fresh linens, towels, and all the essentials provided for a relaxed and memorable stay.

Top guest favorite
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
5 out of 5 average rating, 211 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 favorite
The exterior of a restored Victorian home is framed by lush greenery and colorful trees, including red and gold leaves. A welcoming porch with elegant railings is visible, leading to a stone pathway lined with vibrant flowers.
Home in Leamington
4.95 out of 5 average rating, 152 reviews

The Fitz-Albert Manor

Welcome to The Fitz-Albert Manor! This beautifully restored Victorian home is located right in the heart of uptown Leamington! With 3 large bedrooms & 2 full bathrooms, 2 large wraparound porches, parking for two vehicles, and a gorgeous backyard, there is plenty of room for the perfect family getaway or romantic retreat! Enjoy the whole house to yourself—no cleaning fees, and we cover the HST!

Guest favorite
A modern living area features a cozy sofa and a round coffee table on a soft area rug. A television is mounted on a white entertainment unit, while a potted plant adds a touch of greenery. A doorway leads to a well-lit kitchen.
Home in Leamington
4.91 out of 5 average rating, 148 reviews

Cozy 2 bedroom home

You just found the perfect place to book for your trip to Leamington. Enjoy a cozy peaceful stay at this centrally located place. Very clean. Modern. Peaceful. Quick host response. Free parking in driveway. We take absolute pleasure in welcoming you to our inviting 2Bedroom 1Bathroom home. This modern gem offers all you need for a perfect care-free stay.

Popular amenities for Leamington family-friendly rentals

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