House holiday rentals in Kingsville

A spacious rear deck features a dining area with a table and chairs, accompanied by two umbrellas. Surrounding greenery enhances the outdoor setting, while a hot tub is positioned to one side. A hammock is also visible, inviting relaxation in the serene backyard.

4.94 out of 5 average rating, 118 reviews

Wine Down by the Lake -Hottub, Wineries,Lake Views

Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!

A bright sunroom features large windows allowing natural light to fill the space. A hanging macramé chair is presented alongside a cozy white sofa with accent pillows. A vintage trunk is visible, while a potted plant adds a touch of greenery.

4.93 out of 5 average rating, 346 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to share our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

4.97 out of 5 average rating, 152 reviews

A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.

Home in Riverside

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

A cozy bedroom features a spacious bed adorned with light-coloured linens. Adjacent, a dining area showcases a table set with glasses and fresh flowers. The kitchen is visible with modern appliances and ample storage. A welcoming atmosphere is portrayed throughout the cottage.

4.95 out of 5 average rating, 102 reviews

CJ's is lakefront, pet friendly

You'll fall in love with this cozy 2 bedroom, 1 bath lakefront cottage. Situated directly on Lake Erie, CJ’s Lake House offers all the comforts of home with the charm & serenity of lakefront living. Located less than 1km from Point Pelee National Park, fun & adventure are steps away. If it's calm and relaxation you're looking for, we have a huge backyard with a large upper and smaller lower beach and a great firepit. CJ’s is all about loving the lake life, your furry family members Included!

A comfortable living room area is shown, featuring a gray sectional sofa and a blue armchair. A round wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Soft lighting enhances the inviting atmosphere.

4.93 out of 5 average rating, 138 reviews

little cozy house 2 bedroom

Cozy 2-Bedrooms dwelling unit with Spacious Living Area – Perfect for Relaxing Welcome to our charming two-bedrooms dwelling unit , thoughtfully designed to offer you a warm and inviting stay. Ideal for couples, small families, or business travelers, our home provides a comfortable retreat with all the amenities you need. Our home is fully equipped with all the essentials our guests may need. We use white towels, bedding, and pillows to reflect our high standards of cleanliness and care.

An open-concept living and dining area features a modern kitchen with stainless steel appliances and a brick backsplash. Comfortable seating is provided by a teal couch, while a dining table with wooden chairs accommodates gatherings. A large TV is mounted on the wall above an entertainment unit.

5 out of 5 average rating, 131 reviews

Family Friendly Gem • Walk to Restaurants & Parks

Stay in style at Queen & Mill — your ideal home base in Kingsville for group getaways or work travel. Steps from The Estate of Health Spa, restaurants, cafés, shops and Lake Erie views at Lakeside Park. Experience comfort & convenience with Netflix equipped smart TVs, fast Wi-Fi, a workspace, parking, and easy self check-in. Enjoy the fenced yard with BBQ, fire pit, screened gazebo, putting green, and yard games — perfect for relaxing after a day of exploring or working in the area.

A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.

4.92 out of 5 average rating, 259 reviews

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.

4.96 out of 5 average rating, 179 reviews

Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

The historic brick exterior of the house is highlighted by white trim and a welcoming porch. Lush greenery surrounds the property, with large trees providing shade. Large windows allow natural light to illuminate the facade, contributing to the home's charming character.

4.93 out of 5 average rating, 180 reviews

Elm St. Gardens! Birdwatchers & Brides!

Welcome to Elm St. Gardens, this historic retreat built-in 1900 is the perfect getaway in Downtown Kingsville. Walking distance to town, the beach, and the Pelee Island Ferry dock and a short drive to the many Wineries. We host 4 bedrooms, 2 full bathrooms and a pullout couch, along with a spacious entertaining space, very large yard and all the amenities to host your girls weekend, bachelorette party, shower, wedding or family reunion... plenty of room for all.

The historic Manor on Main is displayed, showcasing a classic red brick facade. A neat pathway leads to the black front door, flanked by elegant lanterns. Stately windows and a blooming tree enhance the welcoming entrance, suggesting a blend of charm and modernity.

4.98 out of 5 average rating, 102 reviews

The Manor on Main

Welcome to the historic Manor on Main located in the downtown core of Kingsville, Ontario. This home built in 1913 holds all its original Victorian charm with the addition of modern comfort. The space is perfect for gathering family or a large group of friends. Located on Main Street and walking distance from the town center, you will have all the best Kingsville has to offer right at your doorstep. Relax, unwind, explore, sip some local wines and enjoy!

4.98 out of 5 average rating, 196 reviews

A year-round hot tub is positioned under a wooden pergola, with views of a sunset reflecting on the calm waters of Lake Erie. Adirondack chairs are visible nearby, providing a relaxing spot to enjoy the surrounding natural beauty.

Home in Amherstburg

The Lakeside House | Lakefront Cabin + Hot Tub

Private lakefront retreat with a year-round hot tub overlooking Lake Erie. Enjoy direct lake access, golden-hour sunsets from the deck, or cozy evenings by the fireplace. Inside, the home blends cozy cabin-style charm with modern comforts, offering multiple sitting areas designed for relaxation and connection. Please review our House Rules before booking, including important details regarding pet allowances.

The exterior of a restored Victorian home is framed by lush greenery and colorful trees, including red and gold leaves. A welcoming porch with elegant railings is visible, leading to a stone pathway lined with vibrant flowers.

4.95 out of 5 average rating, 134 reviews

The Fitz-Albert Manor

Welcome to The Fitz-Albert Manor! This beautifully restored Victorian home is located right in the heart of uptown Leamington! With 3 large bedrooms & 2 full bathrooms, 2 large wraparound porches, parking for two vehicles, and a gorgeous backyard, there is plenty of room for the perfect family getaway or romantic retreat! Enjoy the whole house to yourself—no cleaning fees, and we cover the HST!

Popular amenities for house rentals in Kingsville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated sports pool, surrounded by a spacious patio area, is complemented by comfortable seating options including loungers and umbrellas. A contemporary pool house with large windows is visible in the background, featuring a clean design that enhances the outdoor space.

4.87 out of 5 average rating, 23 reviews

The Grand River Retreat. Pool/ hot tub avail Sep

4.59 out of 5 average rating, 34 reviews

The exterior of a single-story home is shown, featuring a spacious driveway lined with paving stones. Lush greenery, including a large evergreen tree and manicured shrubs, frames the entrance, which includes a blue door and large front windows under a lightly clouded sky.

Home in Windsor

Luxury at its finest (Windsor) Swimming Pool

5 out of 5 average rating, 3 reviews

A two-story brick house is framed by lush green landscaping. Large front windows allow natural light to fill the interior. A driveway leads to a two-car garage, while decorative stones and various shrubs add visual interest to the front yard.

Home in Windsor

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

4.85 out of 5 average rating, 74 reviews

A vibrant outdoor area features a pool surrounded by sun loungers and colorful chairs. String lights adorn the space, enhancing the evening ambiance. A pool table is positioned nearby, offering additional recreational options. The backdrop includes a spacious house with multiple windows reflecting soft twilight.

Home in Remington Park

Staycation Windsor

4.92 out of 5 average rating, 118 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in Malden

The Ambassador Estate Inn

4.94 out of 5 average rating, 80 reviews

A stylish living area features a red-orange accent wall, complemented by original hardwood flooring. A mid-century modern sofa is paired with a blue accent chair and a small coffee table. Light filters through window coverings, creating a bright and inviting space.

Home in Ferndale

Eclectic 3 BD/3 BA Home Ferndale *Pool* Spacious

4.71 out of 5 average rating, 28 reviews

A modern retreat is highlighted by a sleek, heated pool reflecting the evening sky. Floor-to-ceiling windows provide glimpses of illuminated indoor spaces, while a rooftop terrace is accessible. A landscaped patio is bordered by a wooden fence, offering privacy.

Home in Windsor

Architectural Gem | Direct-Entry Pool

The exterior of the home features a brick facade complemented by vibrant green landscaping. Lush trees and shrubs create a welcoming entrance, while a well-maintained lawn adds to the overall appeal. The front door, framed by natural stone accents, invites guests into the property.

4.94 out of 5 average rating, 89 reviews

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

Weekly house rentals

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

4.98 out of 5 average rating, 88 reviews

Lakeshore Park lakeside getaway.

4.97 out of 5 average rating, 65 reviews

A charming exterior view of a two-story house, framed by lush greenery and colorful flower beds. The front porch features wooden railings and steps, providing access to the entrance. A Canadian flag is displayed prominently in the well-maintained yard, enhancing the landscape.

Home in Harrow

Hideaway in Harrow with 2 person Air-jet Tub

5 out of 5 average rating, 58 reviews

A modern kitchen features light wood cabinetry and a spacious island with seating for four. Pendant lights hang above the counter, illuminating the area. Stainless steel appliances, including a refrigerator and oven, are visible, while the open layout extends into a bright living space with large windows.

Home in South Windsor

Luxury South Windsor Home- Gym & Sauna / Arcades

A bright living area features a comfortable sectional sofa adorned with blue accent pillows. A coffee table made from natural wood is positioned in front, with magazines casually arranged on top. Decorative wall art and a round mirror enhance the inviting atmosphere, alongside greenery from a potted plant.

4.82 out of 5 average rating, 22 reviews

Hot Tub & Winter Fun

A spacious wooden deck features several lounge chairs arranged towards a vibrant sunset over Lake Erie. The calm waters reflect warm hues, while overhanging trees provide gentle shade. The scene evokes a serene atmosphere perfect for relaxation and watching the sunset.

4.91 out of 5 average rating, 91 reviews

Lakefront sunrise home near Point Pelee.

The collage showcases various areas of Mill Creek Cottage. A spa-like bathroom features modern amenities, while a cozy bedroom displays a neatly made bed. The living room highlights a stylish seating arrangement with a fireplace and a large TV, complemented by warm decor.

5 out of 5 average rating, 86 reviews

Mill CREEK Cottage ~ Luxurious *Kingsville* gem!

A hot tub is visible with bubbling water under clear skies. The lake glimmers in the background, reflecting sunlight. Nearby, benches offer seating, surrounded by a landscaped area. The peaceful atmosphere is enhanced by the expansive view of the water.

4.77 out of 5 average rating, 56 reviews

Lakehouse Getaway. Point Pelee

The exterior of a cottage is shown, featuring a light grey facade and a bright yellow front door. A welcoming sign is positioned by the entrance, with flourishing flower beds on either side. A well-maintained lawn is bordered by wooden fencing and trees provide a natural backdrop.

5 out of 5 average rating, 29 reviews

Waterfront Lake House Oasis in EPIC Wine Country

Private house rentals

A neatly arranged bedroom features a spacious bed with white linens and decorative pillows. Two bedside lamps provide soft lighting, and a nautical-themed print is displayed above the bed against light gray walls. Wood flooring complements the calm and inviting space.

4.97 out of 5 average rating, 38 reviews

Ruscom River Retreat Co.

Home in Municipality Of Leamington

A wooden deck extends towards Lake Erie, featuring two red Adirondack chairs facing the water. Green trees provide shade, and a stone fire pit is centrally located, creating a serene outdoor space with open lake views and a clear blue sky.

5 out of 5 average rating, 22 reviews

Cottonwood Lake Houz (4 seasons Getaway!)

4.98 out of 5 average rating, 43 reviews

The historic brick duplex displays a classic architectural style with a welcoming porch and three prominent front windows. Lush greenery surrounds the entrance, enhancing the outdoor space. A charming balcony above offers additional character to the building's facade.

Home in Henry Ford

Renovated cozy home for working professionals

5 out of 5 average rating, 40 reviews

The exterior of The Stone Cottage is highlighted by its striking stone façade and black shutters. A covered porch extends across the front, supported by decorative beams. Potted plants flank the entrance, while a brick-paved walkway leads to the entry door, enhancing the inviting atmosphere.

Home in Amherstburg

The Stone Cottage

5 out of 5 average rating, 21 reviews

A bright living area features a stone fireplace framed by an elegant mantel. Large windows allow natural light to fill the space, while sliding glass doors provide access to a scenic outdoor area. A comfortable sofa and a wooden coffee table add to the inviting ambiance.

Home in Merlin

Large Waterfront Home With View and Game Room

5 out of 5 average rating, 4 reviews

Two Scandinavian A-frame structures are elevated among leafy trees, showcasing modern architectural design. Floor-to-ceiling windows reflect natural light and offer expansive views. The buildings are positioned on stilts, allowing for an unobstructed outlook towards the surrounding greenery and beach area.

Home in Pelee

The Frame Beach Retreat 2

Two white Adirondack chairs are positioned on a wooden deck, facing a grassy area leading to a sandy space by the lake. A small metal table sits between the chairs. The serene lake and clear blue sky serve as a backdrop.

4.96 out of 5 average rating, 83 reviews

Lakeview Cottage

A modern kitchen is showcased with sleek white cabinetry and a central island. Ingredients for a meal are spread across the counter, including fresh produce, wine bottles, and glasses. A decorative plant adds a touch of greenery, and a chandelier provides soft illumination.