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Cottage vacation rentals in Leamington

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Top-rated cottage rentals in Leamington

Guests agree: these cottages 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, 292 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
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, 183 reviews

Book Wine And Sinker Lakeview Pet Friendly, Hottub

FREE! Book 2 week nights in April, get a third FREE**Send me a message, I’ll send you a special offer. Shake off winter and welcome spring at our serene lakeside getaway, where fresh air, quiet mornings and nature waking up around you create the perfect reset. Sit by the fire or enjoy the view from the hot tub, this is the perfect spot for anyone craving quiet comfort . Close to Wineries and restaurants. PET FRIENDLY! Point Pelee and Hillman Marsh passes included**weekdays and new bookings only

Top guest favourite
The exterior of the cottage presents a charming white façade, highlighted by a prominent compass decoration on the porch. A welcoming sign stands near the entrance amid lush greenery, with views of the lake visible in the background under clear skies.
Cottage in Kingsville
4.91 out of 5 average rating, 104 reviews

Sauna, stunning Lake Erie view, lakefront retreat

Welcome to Ironwood Cottages! NEW Starting Nov 5, 2024—experience our cedar sauna with stunning lake views, ideal for sunrise meditations or sunset relaxation. This pet-friendly, renovated 1920s lakefront cottage is perfect for making memories. Minutes from unique dining and the Epic Wine Country route, enjoy cozy beach fires, and unforgettable lake views. Just a short drive from the 401 or the border, come relax and unwind in a truly scenic, welcoming atmosphere. Kingsville License #STR25-013

Top guest favourite
A spacious backyard is presented, featuring a red hammock resting on green grass. Surrounding the fire pit are several adirondack chairs, providing an inviting space for relaxation. The deck, equipped with a BBQ, overlooks the outdoor area, promoting easy access to outdoor dining and leisure.
Cottage in Kingsville
4.96 out of 5 average rating, 144 reviews

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.

Top guest favourite
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, 271 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.

Guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a textured blanket. Natural light enters through the window, illuminating the soft grey walls. A bedside table holds a lamp, and a framed landscape image of water and clouds hangs above the bed.
Cottage in Leamington
4.94 out of 5 average rating, 108 reviews

Bird's Nest at Hillman Marsh - One Bedroom Cottage

Welcome to the Bird's Nest at Hillman Marsh in Leamington, Ontario! Available all year round you can enjoy this one bedroom cottage . Whether you are here to bird watch, enjoy the beach or just to relax, this cottage has it all. Located just 5 mins from Hillman Marsh, 10 mins from Wheatley Provincial Park, 15 mins from Point Pelee and downtown Leamington. Public boat launch and beach nearby. Large back deck has a covered gazebo and includes a BBQ and fire pit. Wifi is now available!

Guest favourite
A cozy outdoor space is presented, featuring a large deck with seating and an umbrella for shade. Two lounge chairs in white are positioned in the sandy area, next to two kayaks resting on the beach. The blue cottage is visible in the background.
Cottage in Essex
4.89 out of 5 average rating, 196 reviews

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!

Guest favourite
Cottage in Leamington
4.87 out of 5 average rating, 352 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
Adirondack chairs are arranged on a spacious deck overlooking Lake Erie, with a fire pit nearby. Lush greenery frames the scene, enhancing the connection to nature, while the calm water reflects the sky, creating a serene view.
Cottage in Essex
5 out of 5 average rating, 127 reviews

Waterside Lakehouse - Lake Erie & EPIC Wineries

Welcome to Waterside Lakehouse on the shores of Lake Erie and nestled among the EPIC Wineries of Essex County. Take in the magnificent views of Lake Erie from the 'infinity deck' or take a short walk (5 min.) to the public beach, harbour and marina in the Village of Colchester. The harbour features a park with a splash pad for the kids, pirate ship climbers and a pier that can be the perfect spot for fishing. You are minutes away from a number of the best Ontario wineries. Enjoy!

Guest favourite
A welcoming exterior view of the beach house reveals a spacious deck with comfortable seating options, including colorful chairs. A well-maintained lawn surrounds the home, highlighted by lush greenery and decorative stones. The large glass doors provide a glimpse into the bright interior.
Cottage in Kingsville
4.96 out of 5 average rating, 113 reviews

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway

Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water.

Top guest favourite
A serene outdoor deck with comfortable seating is shown, framed by a large tree. The sun rises over the calm waters of Lake Erie, casting a warm glow. Lush greenery and flowers enhance the tranquil atmosphere, inviting moments of relaxation.
Cottage in Kingsville
4.99 out of 5 average rating, 108 reviews

Reveries on the Lake- Kingsville cottage

Serene Lakeview Getaway Peaceful cottage with stunning Lake Erie views, in a quiet, family-friendly Kingsville neighborhood. Relax on the deck, watch the ferry to Pelee Island, and enjoy cozy, comfortable spaces. Close to wineries, dining, golf courses, and just a short drive to Point Pelee National Park. Ideal for guests who value calm, connection, and the beauty of nature-perfect for morning coffee, sunset chats, and starry skies.

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, 201 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.

Popular amenities for Leamington cottage rentals

When is the best time to visit Leamington?

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Quick stats about cottage rentals in Leamington

  • Total vacation rentals

    Explore 60 vacation rentals in Leamington

  • Nightly prices starting at

    Leamington vacation rentals start at $95 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Leamington vacation 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!

Destinations to explore

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