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House vacation rentals in Leamington

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Top-rated house rentals in Leamington

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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.

Home in Kingsville

4.93 out of 5 average rating, 331 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to sharing 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

Top guest favorite

A bright living area features light-colored walls and wooden flooring, with a comfortable gray sofa adorned with green throw pillows. A wooden coffee table is centered on a light rug, and nearby, a dining area with a wooden table and chairs is visible.

Home in Wyandotte

4.98 out of 5 average rating, 168 reviews

Detroit/DTW | 2BR Ranch | Perfect Family Retreat

*Rental certified by City of Wyandotte 📋✅ 🪴The 18th Dotte will provide you a great experience with a cozy design located in a quiet neighborhood. We have a specious back patio and firepit for you to relax while visiting friends & family, business trip, or traveling! ✅ 5 mins: supermarkets and downtown Wyandotte for restaurants and bars ✅ 30 mins: DT Detroit and DTW (Detroit Metro Airport) ✅ 50 mins: main cities such as Ann Arbor, and Toledo, OH 🛻⛓️‍💥🚤 🎣Driveway is about 92 ft length

4.94 out of 5 average rating, 111 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!

Top guest favorite

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

4.98 out of 5 average rating, 184 reviews

The Lakeside house-unwind & explore local wineries

Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

Top guest favorite

Home in Kingsville

4.99 out of 5 average rating, 266 reviews

La Perla - Lakefront Retreat in Wine Country!

LA PERLA will be with AMAZING NEW HOSTS as of Sept 10. Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience our harmony of contemporary comfort and vintage allure in every corner of our home . Nestled in Canada's most southern wine region, we're minutes from craft breweries, golf, dining, and Point Pelee National Park. Enjoy zero-contact check-in, pristine cleaning, luxurious linens and a chefs kitchen! Look for THEIR new listing today!

A cozy living area features a modern stone fireplace, with a large flat-screen television mounted above. Natural light floods the space through a window, illuminating the warm tones of furniture and decor, including a comfortable brown armchair and a stylish shelving unit.

Home in Riverside

4.97 out of 5 average rating, 122 reviews

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

Top guest favorite

A single-story, 70's style house features white siding and dark brown trim. A well-maintained front yard showcases manicured shrubs and seasonal colorful foliage. Windows allow for natural light, and a welcoming entrance is visible, offering a glimpse of the home’s comfortable ambiance.

Home in Leamington

4.9 out of 5 average rating, 217 reviews

Mary's "Fly Away Home" 4 bedrooms

(Cleaning fee has increased due to Covid-19) We will also start requiring a 24 hour separation between guests in order to make a safe thorough cleaning. (Maximum 8guests)Plentiful fruits and vegetables at nearby roadside stands when in season. My place is in a great convenient location - 2 minute drive to Seacliff Park and beach and ferry to Pelee Island , 5 minutes to hospital ,stores ,banks ,restaurants .20 minutes to Point Pelee National Park . Conservation areas and Provincial parks .

Home in Kingsville

4.92 out of 5 average rating, 243 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.

Top guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.

Home in Windsor

4.99 out of 5 average rating, 105 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Top guest favorite

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.

4.95 out of 5 average rating, 167 reviews

*KID & FAMILY FRIENDLY* 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!

A spacious living area with modern furnishings is visible. A dark sectional sofa and a matching ottoman are arranged near a large window, with natural light illuminating the space. A mounted television is positioned on the wall opposite a dining table set with plates and glasses.

Home in Downtown Windsor

4.9 out of 5 average rating, 206 reviews

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Top guest favorite

The entrance hall features original woodwork that highlights the craftsmanship of the Victorian era. A grand staircase ascends to the upper level. Light is filtered through a circular window on the left, illuminating the space, while a wooden chair is placed against the wall.

Home in Leamington

4.97 out of 5 average rating, 116 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!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Leamington house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A private pool is surrounded by a wooden deck, featuring steps leading into the water. The lush greenery adds to the tranquil environment, with two red chairs positioned nearby for relaxation. The house and outdoor seating area are visible in the background.

Home in Amherstburg

4.86 out of 5 average rating, 93 reviews

Cottage Escape by the Water

Top guest favorite

An inviting backyard features a spacious heated in-ground pool surrounded by a deck and lounge area. Colorful float items rest on the water, while lush greenery is visible in the background. The scene is enhanced by a clear blue sky and a well-maintained open field beyond the pool.

Home in Tilbury

5 out of 5 average rating, 38 reviews

Magical, Oasis Heated inground pool, hottub &fun

A brick exterior showcases large windows flanked by modern lantern-style lighting. The entrance features a stone façade and is bordered by neatly trimmed shrubs and decorative plantings. A wooden water wheel adds a rustic touch to the inviting landscape.

Home in Kingsville

4.9 out of 5 average rating, 29 reviews

Modern lake-town cottage

The inviting outdoor space features a hot tub in the foreground, surrounded by a wooden deck. Comfortable seating areas are present, including a sofa and chairs adorned with colorful cushions. Potted flowers and sunflowers add vibrant touches to the peaceful garden setting.

Home in Royal Oak

4.81 out of 5 average rating, 233 reviews

♥️ of 👑 🌳 Entire 2BR House!

An above-ground pool is centered in a private backyard, surrounded by lush greenery and wooden decking. The clear blue water reflects the sky, providing a refreshing space for relaxation. Nearby seating can be seen within the fenced area, enhancing the outdoor atmosphere.

Home in Riverside

4.95 out of 5 average rating, 22 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Home in Kingsville

4.8 out of 5 average rating, 45 reviews

The Orchard House With Salt Water Pool

4.91 out of 5 average rating, 115 reviews

The Ambassador Estate Inn

Top guest favorite

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

4.93 out of 5 average rating, 75 reviews

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

Weekly house rentals

Top guest favorite

A quaint cottage is displayed, featuring light pink siding and white shutters. The front door is centered, flanked by two windows. Flower beds with various greenery are visible in the yard, while a gray vehicle is parked nearby on a grassy area.

Home in Kingsville

5 out of 5 average rating, 34 reviews

Piece by Peace Place

Top guest favorite

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.

Home in Belle River

4.97 out of 5 average rating, 36 reviews

Ruscom River Retreat Co.

Top guest favorite

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.

Home in Belle River

4.98 out of 5 average rating, 81 reviews

Lakeshore Park lakeside getaway.

A modern living area features a gray sofa, a glass coffee table, and a large ceiling fan. Natural light floods the space through expansive glass doors leading to a deck, while a tall potted plant adds a touch of greenery.

Home in Belle River

5 out of 5 average rating, 10 reviews

Key West Cottage

Top guest favorite

The exterior of the cottage is depicted, featuring a two-tone facade with dark brown and light gray siding. A wooden deck welcomes guests, with a bright red door serving as a focal point. Lush green grass complements the gravel driveway, while a scenic landscape is visible in the background.

Home in Tilbury

4.97 out of 5 average rating, 30 reviews

Cove Cabin in Lighthouse

Top guest favorite

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

5 out of 5 average rating, 35 reviews

The Stone Cottage

A well-appointed bedroom features a queen bed dressed in fresh white linens, accented by decorative pillows. Two nightstands with soft-lit lamps flank the bed, while framed artworks are displayed above, adding a touch of style to the serene environment.

Home in Chatham

4.88 out of 5 average rating, 83 reviews

Cozy Blue Hideaway

Top guest favorite

A modern cottage features a striking wood and black exterior with large windows that allow natural light to stream in. A wooden deck wraps around the entrance, with stairs leading up to it from the ground level, surrounded by greenery.

Home in Kingsville

5 out of 5 average rating, 45 reviews

Modern A Frame: The Kingsville Escape

Private house rentals

Top guest favorite

The cottage exterior is showcased, featuring a spacious lawn with well-maintained grass. A covered gazebo with seating is positioned next to a fire pit, while a propane BBQ stands nearby. Large windows illuminate the home, set against a backdrop of surrounding trees.

Home in Leamington

4.98 out of 5 average rating, 62 reviews

Canadian owned & operated, ErieJewel $299 a night

Top guest favorite

A contemporary living area showcases an open concept design with high ceilings and ample lighting. A dark sofa and beige armchairs are arranged around a wooden coffee table, complemented by decorative accents. A neutral area rug adds warmth to the polished hardwood floor.

Home in South Windsor

5 out of 5 average rating, 39 reviews

South Windsor Luxury Home - Private Gym/Sauna

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.

Home in Municipality Of Leamington

5 out of 5 average rating, 21 reviews

Cottonwood Lake Houz (4 seasons Getaway!)

An outdoor signboard is displayed, shaped like a lake alongside a ship's wheel and anchor emblem. The name 'R-Lake Retreat' is prominently featured in bold letters, providing a clear indication of the property.

Home in Belle River

4.86 out of 5 average rating, 21 reviews

R Lake Retreat

Top guest favorite

5 out of 5 average rating, 23 reviews

Waterfront Lake House Oasis in EPIC Wine Country

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.

4.93 out of 5 average rating, 43 reviews

Lake Erie Wine Route Home: Private HotTub Retreat

Top guest favorite

A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.

Home in Belle River

4.97 out of 5 average rating, 67 reviews

Lake Louise With hot tub

A two-story white home features large front windows allowing natural light to fill the interior. The well-maintained garden includes green shrubs and decorative landscaping stones. A covered front porch provides access to the front door, enhancing the welcoming appearance of the property.

Home in Leamington

4.93 out of 5 average rating, 27 reviews

Point Pelee Birdhouse

Quick stats about house rentals in Leamington

Total rentals
80 properties
Nightly prices starting at
G$8,356 GYD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore