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
4.91 out of 5 average rating, 274 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 spacious deck is featured in front of the cottage, equipped with a seating area and umbrellas for shade. The sandy beach leads to the lakefront, while the cottage's large windows provide views of the outdoors and the surrounding trees contribute to a serene setting.
Cottage in Kingsville
4.99 out of 5 average rating, 119 reviews

"Willow Soul" newly renovated beach front cottage

Willow Soul sits on a beautiful sandy beach, facing breathtaking views of Lake Erie. This quaint little Island is located with just a 5-minute drive to uptown Kingsville. Bustling with amazing restaurants, specialty shops, salons, winery, marina, golfing, and charter fishing services. The cottage has high-speed fibre optics, cable, air conditioning, antenna and open4 seasons Free 2 car parking diagonally on 5th boulevard. At the end of your day relax in this newly renovated beachfront cottage.

Guest favourite
An aerial view captures the charming cottage situated along a rocky shore, surrounded by vibrant autumn foliage. The cottage features a red roof and a spacious outdoor area, with the serene water of Lake Erie creating a picturesque backdrop.
Cottage in Leamington
4.9 out of 5 average rating, 128 reviews

Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly

Welcome to your private 3-bedroom waterfront retreat in Leamington. Enjoy stunning sunrises and sunsets with breathtaking water views from both the front and back of the cottage, visible from every room. Relax with your morning coffee or evening beverage, or unwind in the indoor hot tub with lake view. Nearby attractions include Point Pelee National Park, wineries, golf courses, and many more. Leamington’s vibrant food scene - its authentic Mexican cuisine adds a flavorful touch to your stay.

Guest favourite
A cozy interior space features floor-to-ceiling windows overlooking the lake, offering stunning views at sunset. A soft, inviting mat is placed on the floor, surrounded by various plants and decorative pillows. Warm light emanates from a lamp, creating a serene ambiance.
Cottage in Essex
4.93 out of 5 average rating, 411 reviews

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

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, 239 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.

Top guest favourite
A serene lakeside view features a decorative heron perched on a rocky outcrop. Adirondack chairs are positioned on the grass, inviting relaxation. A weathered stump decorated with a sign adds character, while a peaceful sunset reflects on the calm lake water in the background.
Cottage in Wheatley
4.98 out of 5 average rating, 166 reviews

Free Night! Book Wine Sinker Lakefront-Hot tub

FREE NGHT!! Book 2 weeknights in November and get a third weeknight free. Message me and I will send you the offer! New bookings only! Escape to our charming lakeside cottage and enjoy the crisp air, colourful leaves and peaceful water views. Whether you're sipping coffee on the patio, hanging out by the firepit or in the hot tub, this is the perfect spot to soak in the beauty of the season. Close to Wineries and many restaurants. PET FRIENDLY! Point Pelee and Hillman Marsh passes included

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, 192 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, 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 house is situated on a spacious lawn, featuring a wooden deck that extends across the back. Large glass doors provide a view into the living area, framed by an array of colorful chairs. Mature trees surround the property, offering privacy.
Cottage in Essex
4.93 out of 5 average rating, 145 reviews

North Shore Retreat

Welcome to North Shore Retreat! Our house sits atop an elevated bluff overlooking Lake Erie and is adjacent to a beautiful ravine surrounded by mature trees. It is a warm, modern, rustic home with a view you will never forget. Our home is walking distance to three of the most established wineries along Lake Erie (Viewpoint Estate Winery, North 42 Degrees and CREW). This space has everything you need to unwind, cook, disconnect, relax, enjoy wildlife and take care of yourself.

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, 122 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!

Top guest favourite
A charming cottage is presented with a welcoming front porch and a neatly paved pathway leading to the entrance. Lush greenery and carefully arranged landscaping surround the home, while a tall chimney adds character. Bright blue skies peek through the trees, creating a serene setting.
Cottage in Essex
4.79 out of 5 average rating, 174 reviews

Lakeside getaway

Welcome to Lake Erie and the village of Colchester. Enjoy this premier location with views of the lake and easy access to many local amenities. Families will enjoy the splash pad, play center, public beach, harbour and public changerooms/toilets so close you can see from the window. Friends and couples are well situated to explore local wineries and breweries, 3 of which are less than 10 minutes away by bicycle, and many more accessible via bike lanes along the HWY 50 wine route

Guest favourite
An outdoor patio area overlooks Lake Erie, featuring several Adirondack chairs positioned for sunset views. The sky is painted in shades of pink and orange, with the calming water in the distance. Steps lead down from the patio to the shoreline, framed by lush greenery.
Cottage in Leamington
4.89 out of 5 average rating, 110 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.

Popular amenities for Leamington cottage rentals

When is the best time to visit Leamington?

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Avg. price$188 CAD$177 CAD$224 CAD$226 CAD$290 CAD$268 CAD$327 CAD$344 CAD$288 CAD$240 CAD$198 CAD$201 CAD
Avg. temp-4 °C-2 °C2 °C8 °C15 °C20 °C23 °C21 °C18 °C11 °C5 °C-1 °C

Quick stats about cottage rentals in Leamington

  • Total vacation rentals

    Explore 70 vacation rentals in Leamington

  • Nightly prices starting at

    Leamington vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,540 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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