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Cottage holiday 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, 290 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, 182 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
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, 269 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
Cottage in Leamington
4.87 out of 5 average rating, 350 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, 125 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, 112 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, 105 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 serene outdoor space overlooking the lake features a concrete patio with a fire pit at the center. Wooden chairs are positioned nearby, complemented by large rocks along the water's edge. A staircase leads to a deck, providing access to the stunning lakeside view.
Cottage in Leamington
4.95 out of 5 average rating, 167 reviews

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

This beautiful tranquil cottage is the perfect escape from your everyday frenzied life. Perfect for a couple's getaway, girls’ weekend or just a space to be on your own. Located on a quiet road, close to beaches, walking trails, fishing harbour, restaurants, wineries & breweries. Well behaved dogs are welcomed. Renters must be over the age of 30. Annual Family Pass to Point Peele National Park is available for all guests to use.

Guest favourite
The image captures a serene beach scene along Lake Erie, featuring soft sand and gentle waves lapping at the shoreline. Rocky outcrops are visible in the foreground, while the clear blue sky meets the calm waters of the lake, creating a peaceful atmosphere.
Cottage in Kingsville
4.86 out of 5 average rating, 127 reviews

Erie Haven Cottage

Our cozy Erie Haven Cottage in Kingsville Ontario, right on the beautiful shores of Lake Erie is a charming retreat that offers the perfect getaway for those seeking tranquility and relaxation. Our cottage features a warm, inviting atmosphere, providing a comfortable space to unwind and enjoy the stunning lake views. With its prime location, you'll have direct access to a sandy beach just steps away from your doorstep.

Guest favourite
Cottage in Leamington
4.94 out of 5 average rating, 186 reviews

Point Pelee Beach Retreat | Hot Tub | Lake Erie

Escape to the shores of Lake Erie close to wine country, just minutes from Point Pelee National Park. This cozy retreat is perfect for couples, families, or weekend getaways. Unwind in your private lakeside hot tub, explore nearby wineries and beaches, and take in stunning sunsets—all in a peaceful setting designed for relaxation and connection.

Popular amenities for Leamington cottage rentals

When is the best time to visit Leamington?

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Avg. price$231 NZD$217 NZD$276 NZD$277 NZD$357 NZD$329 NZD$402 NZD$422 NZD$353 NZD$345 NZD$324 NZD$327 NZD
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Quick stats about cottage rentals in Leamington

  • Total holiday rentals

    Explore 60 holiday rentals in Leamington

  • Nightly prices starting at

    Leamington holiday rentals start at $121 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Leamington holiday rentals include Wi-Fi 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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  4. Essex County
  5. Leamington
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