Cottage holiday rentals in Windsor

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, 114 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, 275 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.

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.

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.

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

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

4.94 out of 5 average rating, 155 reviews

A spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.

Cottage in Lakeshore

Waterfront Luxurious Cottage in Lakeshore, Ontario

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

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, 193 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!

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, 140 reviews

Waterfront home with amazing views & great fishing

Beautiful and private backyard looking out at picturesque water views. Has a private dock to pull your boat up to. There is a marina, as well as a public boat launch less than 5 minutes away and Lake Erie is only a 10-minute boat ride from the house. You can also access the Huron River using kayaks within 5 minutes from our dock. The backyard has a patio and a built-in fire pit with a hot tub to enjoy both summer and winter nights with gorgeous sunsets over the water as your backdrop.

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!

Two wooden Adirondack chairs are positioned on a wooden deck, facing Lake Erie's calm waters. A simple wooden bench is situated nearby, all set against a clear blue sky, creating a peaceful environment for relaxation.

4.89 out of 5 average rating, 148 reviews

Erie Shores Cottages

Welcome to the Cottage Located on the waterfront of Lake Erie in beautiful Leamington Ontario and only a few minutes from Point Pelee National Park. Point Pelee National Park is world renowned for it's bird watching and monarch butterfly migration. Also enjoy canoeing, kayaking, hiking, biking, endless beaches, picnic areas/pavillions and boardwalks. Three restaurants within walking distance and wine tours available from local wineries No Smoking.

4.96 out of 5 average rating, 284 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

Welcome to The Beach House! This home features a private hot tub plus your very own private beach. The house will accommodate 8 people. Mins from Windsor, Lasalle and downtown Amherstburg. Close to dining, shopping and Essex's beautiful wineries. Enjoy gorgeous sunsets, sipping your coffee on the back deck in the mornings, relaxing in the lounge chairs catching some rays, splashing your toes in the water! Come with your family and friends.

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.

4.86 out of 5 average rating, 119 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.

Popular amenities for Windsor cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A hot tub is positioned on a deck overlooking Lake Erie, with a person’s foot visible in the bubbling water. The horizon reveals a vibrant sunset, blending golden and orange hues. The silhouette of a railing and tree branches frames the relaxing scene.

4.85 out of 5 average rating, 105 reviews

The Julia Kennedy Beach House with Hot tub

A serene outdoor seating area features two dark wooden chairs facing the shimmering lake. A small round table with a potted plant stands between the chairs. The background showcases a vast expanse of water under a bright blue sky, dotted with fluffy white clouds.

4.87 out of 5 average rating, 109 reviews

The KingFisher Lakehouse: Your Lakeside Haven

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, 73 reviews

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

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

4.95 out of 5 average rating, 40 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

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.

4.89 out of 5 average rating, 110 reviews

Erie Shores Lakehouse! · Sunsets & Hot Tub

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 waterfront view showcases the Casa del Lago, highlighting its spacious deck and outdoor sitting area. Two kayaks are securely mounted on the wall, while the sandy beach leads to the tranquil waters of Lake Erie, offering a scenic backdrop of nearby homes and greenery.

4.88 out of 5 average rating, 121 reviews

Hot Tub, Sunsets and Moon lit Lakehouse!

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, 89 reviews

Reveries on the Lake- Kingsville cottage

4.98 out of 5 average rating, 53 reviews

A view of Lake Erie is framed by a lush tree, with a wooden deck visible in the foreground. A table with black chairs is positioned by the water, inviting relaxation with a serene backdrop of the lake's calm surface.

Cottage in Amherstburg

A Lakeside View

4.95 out of 5 average rating, 37 reviews

The modern cottage features a combination of dark blue and wood paneling, surrounded by greenery and decorative shrubs. A vibrant red umbrella offers shade near the entrance, while flat stones create a pathway leading to the front door, enhancing the welcoming exterior.

Cottage in Lakeshore

Beautiful modern cottage located on a golf course

4.98 out of 5 average rating, 44 reviews

Cozy Cottage on Cedar Creek with Game Room

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, 90 reviews

Sauna, stunning Lake Erie view, lakefront retreat

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.

4.94 out of 5 average rating, 99 reviews

Lake Erie Escape Cottage - escape and explore

5 out of 5 average rating, 55 reviews

The outdoor area features a smooth stone patio surrounded by trees and grass. A brick wall provides privacy, while a wooden bench and two chairs offer seating options. A sliding glass door leads to the interior, enhancing the connection between indoor and outdoor spaces.

Cottage in Belle River

Urban Cottage Adorable Shabby Chic Getaway for 2

A spacious dining area features a round wooden table surrounded by white chairs, complemented by woven placemats. A decorative pendant light hangs above the table, while a cozy fireplace adds warmth to the space. Large windows provide natural light and views of the patio area.

4.66 out of 5 average rating, 68 reviews

Belle Landing | Private Waterfront

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 inviting interior showcases a cozy sleeping area with a spacious bed, complemented by light-colored wood paneling. The kitchen features vibrant blue cabinets and modern appliances, while a clean bathroom is equipped with essential toiletries and stylish fixtures. Natural light enhances the overall ambiance.

5 out of 5 average rating, 251 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

4.95 out of 5 average rating, 22 reviews

The modern kitchen features white cabinetry, stainless steel appliances, and a large island with seating for four. A unique light fixture hangs above the island, while natural light fills the space through the nearby window, enhancing the clean design.

Cottage in Spring Garden

Spring Garden Suite | Nature | Family | Comfort

An outdoor view features two cottages set against a backdrop of trees and green grass. A stone pathway leads to red chairs arranged on a patio area, inviting relaxation. The cottages display a contemporary design, and Lake Erie's shoreline is indicated in the distance.

5 out of 5 average rating, 15 reviews

Hideaway on the Lake, 2nd Cottage Available!

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!

4.87 out of 5 average rating, 45 reviews

A view of Lake Erie is captured from the cottage's porch, showcasing vibrant greenery and a serene shoreline. Comfortable outdoor seating faces the water, while the sunset casts warm hues across the sky. A wooden dock extends into the lake, enhancing the tranquil setting.

Cottage in Amherstburg

Lakeside Living

A two-story lakefront cottage is depicted, featuring a grey exterior and a welcoming front porch. A paved pathway leads to the entrance, with grassy areas surrounding the home. Outdoor grilling equipment is positioned near the entrance, and other cottages are visible in the background.