Cottage holiday rentals in Leamington

A welcome mat rests at the entrance, displaying the phrase 'WELCOME TO THE LAKE' in bold, black lettering. The mat is set against a backdrop of light-colored decking, inviting guests into the home.

4.93 out of 5 average rating, 113 reviews

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Welcome to Lakeside Hydeaway...truly your home away from home. We are located along Erie Shoreline and tucked away on a quiet street within Essex County Wine Country. Our unique and cozy home is the perfect place to venture out and make memories. Enjoy afternoons playing games on the lawn, soaking your feet in the sand and watching the sunset from your balcony or waterside deck, our home is sure to leave you feeling relaxed. Enjoy late night bonfires or soaks in the hot tub amidst the stars.

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.

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.

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.

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.

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.

4.9 out of 5 average rating, 126 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.

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.

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! ♥️

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.

5 out of 5 average rating, 238 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.

4.98 out of 5 average rating, 166 reviews

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

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

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.

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!

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!

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.

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.

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.

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!

Cottage in Madison Heights

4.99 out of 5 average rating, 134 reviews

*King bed+Pet Friendly+fenced yard*

This small adorable house is conveniently located just a short drive to lots of major retail, dining, and lots of metro Detroit attractions . *Clean, cozy home with back patio *Fully stocked kitchen *Soft, comfortable linens *King in the Primary w/TV *Queen bed *Dog Friendly home with fenced in yard, stainless steel bowls & dog beds *WFH desk/fast WiFi *older established neighborhood with quick access to restaurants and stores *Easy access to major venues

Popular amenities for cottage rentals in Leamington

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A charming cottage exterior is seen, featuring a well-maintained front yard with a mixture of grass and decorative stones. A concrete driveway leads up to the entrance, where red seating is positioned on a covered porch, providing a welcoming sight for visitors.

4.96 out of 5 average rating, 72 reviews

2-bedroom with hot tub,200 steps from the beach

Cottage in Brownstown Charter Township

A tranquil sunset over the water is captured, where warm orange and yellow hues blend into the soft blue of the evening sky. A wooden dock is visible in the foreground, with trees silhouetted along the shoreline, providing a serene backdrop.

4.92 out of 5 average rating, 138 reviews

Waterfront home with amazing views & great fishing

Cottage in Berlin Charter Township

A cozy bedroom features a vibrant chevron-patterned bedspread with matching cushions. Natural light filters through the window, adorned with aqua curtains. A bedside lamp with an aqua shade sits next to a wooden nightstand, adding functional charm to the space.

5 out of 5 average rating, 22 reviews

Eddie's dream on the lake

4.96 out of 5 average rating, 283 reviews

A private outdoor space is highlighted by a hot tub and seating areas, featuring contemporary furniture in neutral tones. Red lounge chairs are positioned on a sandy beach area, with a waterfront view stretching to the horizon, bordered by trees and a pier in the distance.

Cottage in Amherstburg

Year Round Hot Tub, The Beach House

4.95 out of 5 average rating, 37 reviews

A serene lakeside view captures the calm waters of Lake St. Clair, reflecting soft, muted clouds and a setting sun. Sandy beach stretches along the shore, complemented by scattered branches. Lush trees line the background, providing a natural border to the tranquil scene.

Cottage in Saint Joachim

Moe’s on the Lake: 2 bedroom waterfront cottage

A charming cottage is situated on a landscaped lawn, flanked by well-maintained shrubbery. Two Adirondack chairs are placed in front of the home, inviting relaxation. A gravel driveway leads alongside the cottage, while trees and greenery create a serene atmosphere.

4.81 out of 5 average rating, 86 reviews

Yellow Cardinal Lake Cottage

A wooden deck extends from the entrance of the cottage, featuring two blue Adirondack chairs. The exterior is adorned with wood paneling and stone accents. An air conditioning unit is mounted beside the door, while a grassy area is visible around the deck.

4.82 out of 5 average rating, 95 reviews

East beach cottage

A shaded outdoor area features a hot tub under a canopy, surrounded by wooden bar stools. Light beige curtains frame the space, creating a comfortable atmosphere. A wooden table and steps lead to the hot tub, with ample room for relaxation.

4.95 out of 5 average rating, 127 reviews

Chardonnay Bay- Pet Friendly, beach, hot tub!

Pet-friendly cottage rentals

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.

5 out of 5 average rating, 86 reviews

Reveries on the Lake- Kingsville cottage

A cozy stone cabin is set amid lush greenery, showcasing a blend of natural stone and wood siding. The structure features a gently sloping roof and multiple windows, providing a warm and welcoming appearance against the blue sky.

4.93 out of 5 average rating, 136 reviews

The Coziest Cottage in Essex County's Wine Country

The cottage exterior is showcased, featuring a wrap-around deck with outdoor seating. A large umbrella provides shade for the sitting area, while expansive sliding doors invite light into the interior. A grassy landscape is visible in the background, enhancing the tranquil setting.

4.77 out of 5 average rating, 71 reviews

Cozy Cottage

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.

4.79 out of 5 average rating, 174 reviews

Lakeside getaway

4.91 out of 5 average rating, 161 reviews

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

Cottage in Belle River

2 bedroom Getaway/lake St.Clair/boatslip

4.91 out of 5 average rating, 173 reviews

A charming exterior view of the cottage features a stone and wood facade. A pathway leads to a welcoming front porch, decorated with potted flowers. Adjacent seating areas provide cozy spots for relaxation, framed by a canopy of greenery from a nearby tree.

Cottage in Amherstburg

Sawiak Waterfront Haven

4.98 out of 5 average rating, 44 reviews

Cozy waterfront | kayaks, fishing, fire-pit, games

An outdoor fire pit area is surrounded by five red Adirondack chairs, arranged around a circular stone base. Two wooden benches provide additional seating. In the background, the cottage’s exterior is visible with warm lighting, and a cedar sauna can be seen to the left.

4.9 out of 5 average rating, 89 reviews

Sauna, stunning Lake Erie view, lakefront retreat

Private cottage rentals

Stones and gravel line the outdoor area next to the lake, where the sun sets over the water, creating a serene atmosphere. A potted plant adds a touch of greenery to the space, enhancing the natural surroundings.

4.99 out of 5 average rating, 82 reviews

Cozy 2 Bedroom Lakeview Cottage

An expansive wooden deck overlooks the lake, with multiple adirondack chairs arranged for relaxation. A grill is positioned nearby, and an umbrella offers shade. The scene is illuminated by a warm sunset, casting soft light across the surface of the water.

4.96 out of 5 average rating, 91 reviews

Southern Exposure on Lake Erie

4.98 out of 5 average rating, 50 reviews

A serene outdoor space is highlighted by lush green grass and vibrant trees, providing shade. A stone structure sits prominently near the edge of the property, overlooking the calm waters of the lake. A wooden deck steps lead down to the shoreline.

Cottage in Chatham-Kent

SUNRISE BAY with panoramic view of Lake Erie

4.97 out of 5 average rating, 98 reviews

Anchor down on your private Beachfront Cottage

A spacious lakefront deck is presented, featuring a comfortable seating arrangement with four chairs and a central table. The inviting area overlooks the water, providing an unobstructed view of the lake beyond, surrounded by a wooden railing.

5 out of 5 average rating, 49 reviews

Bella Vista - Cedar Island Kingsville, Lakefront!

A charming exterior of a cottage is displayed, showcasing a large wrap-around deck with comfortable seating. Two front-facing windows allow natural light to enter, while a decorative stone accent wall adds texture. Lush green landscaping is present in the foreground, enhancing the inviting atmosphere.

5 out of 5 average rating, 82 reviews

Unique A-Frame Cottage Steps away from the Beach!

A charming lake house is positioned along the shore, framed by lush trees and bordered by large rocks. A spacious outdoor patio is furnished with seating and a red umbrella, complemented by a vibrant sunset sky casting warm tones over the scene.

4.87 out of 5 average rating, 53 reviews

On The Rocks

The exterior of the cottage features a welcoming entrance with a subtle decorative wheel design beside the door. Soft lighting illuminates the walkways and surrounding garden areas, highlighted by plants in decorative pots. Windows frame the entrance, offering glimpses of the interior.