Family-friendly holiday rentals in Leamington

The "Weekend” House - where every day is a weekend

3 bedrooms, 4 beds, 2 bathrooms, with a large beautiful backyard overlooking Lake Erie. Enjoy the private beach & park, a 1 minute walk away and owned by the local family-friendly neighbourhood. Outdoor BBQ, firepit, loungers, lawn games, and pergola with awning. Ideally situated along "Wine County's" scenic drive, it's a short bike or drive to Kingsville's historic downtown, epic wineries, restaurants, breweries, boutiques, bakeries, cafes, golf courses, parks, & spas. 3-car driveway on-site.

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 .

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.

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!

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.

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.

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.

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.

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.

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.

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!

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.