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, 111 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 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, 118 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.

4.94 out of 5 average rating, 34 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

Moe’s place on the lake is the perfect sized space just far enough to feel the peace of nature’s escape, yet close enough to all of life’s conveniences. All seasons highlight a different slice of nature’s beauty. Summer brings picturesque sunsets, swimming, and listening to the glistening waves of Lake St.Clair. “Fall” in love with a crackling fire on the deck, sip some wine and let go. Explore a winter wonderland and warm up with a soak in the hot tub feeling the drops of sparkling snowfall.

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, 154 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.

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, 137 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.

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

★ “Life is better in the garden! “ Welcome to the Spring Garden Suite. This meticulously restored cozy home is nestled in the serenity woods of Spring Garden Natural Area. Has all the comforts of home ,full size kitchen and living area with unlimited fiber internet, spacious 3 bedrooms and a modern chic bathroom. In addition, enjoy your evening sitting on our backyard patio enjoying the tranquil views of the prairie and catching a glimpse of the many deers running through the woods.

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, 244 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

WALK EVERYWHERE! Kingsville's famous eateries, bakeries, coffee houses, trendy shops, breweries, Estate of health spa, Lakeside park, Pelee Ferry(Aug - Dec) accessible from the greenway. GATEWAY to all Wineries, Golf courses, Point Pelee park & surrounding communities. Enjoy our cozy 2 Queen bd cottage inside & out. BBQ, covered patio dining area. Ample parking, quiet street. Special Coupons & discounts incl'd for our guests. We look forward to hosting you STR25-022 STR

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

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.

A lakeside deck features two black Adirondack chairs, positioned for unobstructed views of the tranquil water. The blue horizon meets a clear sky, while surrounding greenery and rocks enhance the natural setting.

4.99 out of 5 average rating, 71 reviews

The Stranded Paddle Getaway

Enjoy the winding drive through Big Creek Marsh and admire all the local wildlife leading to our lakefront cottage. Our cottage is a charming 2 bedroom 1 bath property with hot tub (new) available year-round. Sleeps five guests comfortably. Fully equipped kitchen and BBQ to prepare all your favourite recipes. Lakeside deck, hot tub and fire table to enjoy evening sunsets. A steel ladder on the break wall provides easy access into and out of the lake.

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.

4.96 out of 5 average rating, 279 reviews

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.

A riverfront area features comfortable seating arrangements, including wicker chairs and red Adirondack chairs. Lush greenery surrounds the space, with a view of the river and a string of lights overhead. The scene invites relaxation and social gatherings by the water.

4.9 out of 5 average rating, 60 reviews

Wolfe Island Cottage

Whether you are coming to fish, relax, meet up with family or old friends, our quaint 2 bedroom riverfront cottage is a great place to unpack and call home. With a beautiful view of Gros Isle just across the river, surrounded by a canal, it's a perfect spot to enjoy an outdoor bonfire with a spectacular sunset. The master bedroom features a King size bedroom with a grand sitting area and fireplace. This cottage sleeps up to six people.

Popular amenities for cottage rentals in Windsor

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, 70 reviews

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

A spacious backyard is depicted, featuring lush green grass and a variety of flowering plants along the fence. A well-maintained hedge borders the garden area, while a pathway meanders through the yard, leading to the house visible in the background.

4.87 out of 5 average rating, 39 reviews

Casa Azul : Your Lake Erie Cottage Oasis

A wooden deck features several black Adirondack chairs arranged to face the serene lake. A large tree provides shade, and a hot tub is visible nearby. Lush green grass and vibrant foliage create a natural and inviting outdoor space.

4.85 out of 5 average rating, 40 reviews

The Rose Cottage: on the Lake - Stay with Us!

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

Superhost

An aerial view captures a serene landscape featuring expansive green lawns and mature trees, leading to the tranquil waters of the lake. The distant horizon is marked by calm waves under a clear blue sky, emphasizing the property's secluded lakeside location.

4.79 out of 5 average rating, 78 reviews

Serenity On The Bluff ~ Lakefront Home

Pet-friendly cottage rentals

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.

4.98 out of 5 average rating, 52 reviews

A Lakeside View

A comfortable living area is presented with a light-colored sofa and armchair, paired with a sleek coffee table. Natural light filters through expansive windows framed by elegant curtains, highlighting the room's spaciousness. A decorative lamp and minimalistic decor enhance the inviting ambiance.

Cottage in Belle River

4.64 out of 5 average rating, 11 reviews

Rochester Place Resort 527

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

An aerial view showcases the Canal-side Cottage's location near Cedar Island, highlighting nearby attractions and amenities, such as Cedar Island Beach and the Municipal Boat Ramp. The surrounding landscape displays green fields and tree-lined areas, emphasizing the cottage's proximity to nature and waterways.

4.63 out of 5 average rating, 43 reviews

Cedar Island Marina, Newly Renovated & New HVAC

A modern cottage is nestled among trees, featuring a light exterior with large windows. Outdoor seating areas are set with metallic chairs and tables, while a patio umbrella stands nearby. The surrounding greenery enhances the serene outdoor setting.

Cottage in Lakeshore

4.81 out of 5 average rating, 91 reviews

Rochester Place Golf Club& Resort #715 (#16) WIFI

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, 97 reviews

Lake Erie Escape Cottage - escape and explore

A wooden signboard displays the name 'Paradise on 5th' along with a graphic of a house and sun. The sign is mounted on a light green wall, contributing to the beachy atmosphere of the cottage.

4.95 out of 5 average rating, 20 reviews

Paradise On 5th

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.

4.64 out of 5 average rating, 64 reviews

Belle Landing | Private Waterfront

Private cottage rentals

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 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.

4.86 out of 5 average rating, 44 reviews

Lakeside Living

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

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.

4.95 out of 5 average rating, 105 reviews

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

5 out of 5 average rating, 31 reviews

Parkview Boho Cottage 4 - Birch Burrow

A wooden dock extends towards Lake Erie, flanked by two black Adirondack chairs. The dock is surrounded by green grass and plants, with a large tree providing shade. The serene lake view is visible in the background under a clear sky.

5 out of 5 average rating, 15 reviews

Blue Break Cottage

A two-story blue cottage is visible, featuring large windows and a covered deck. The surrounding area is landscaped with trees and seating arrangements. A gravel pathway leads to the entrance, with sandy areas and outdoor decor elements evident in the foreground.