House holiday rentals in Leamington

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Quick stats about house rentals in Leamington

  • Total holiday rentals

    Explore 90 holiday rentals in Leamington

  • Nightly prices starting at

    Leamington holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Leamington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leamington rentals

  • 4.8 Average rating

    Leamington stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated house rentals in Leamington

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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 Windsor
4.98 out of 5 average rating, 166 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 favourite
A bright dining area features a wooden table surrounded by chairs, positioned beside a large bay window. On the opposite side, a modern kitchen is showcased with sleek cabinetry and bar seating at the island, illuminated by pendant lights.
Home in Plymouth
4.97 out of 5 average rating, 195 reviews

Charming Plymouth retreat • hot tub • fire pit

Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

Top guest favourite
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.
Home in Leamington
4.96 out of 5 average rating, 114 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!

Top guest favourite
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
4.91 out of 5 average rating, 225 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 .

Top guest favourite
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.
Home in Kingsville
4.93 out of 5 average rating, 277 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 favourite
Home in Kingsville
4.99 out of 5 average rating, 141 reviews

Walk to Downtown | Fire-pit, TVs, Games, Mini-put

Walk to downtown Kingsville, local restaurants, wineries, and the ferry—perfect for midweek escapes, work-from-anywhere stays, or a relaxing getaway. This fully renovated home blends modern comfort with a clean, stylish design, offering plenty of space to unwind, connect, or get ready for a day exploring wine country. Whether you’re here for a couple’s retreat, a small group stay, or a longer visit, this space is designed to feel easy, comfortable, and elevated.

Top guest favourite
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.
Home in Leamington
4.92 out of 5 average rating, 102 reviews

Lakefront sunrise home near Point Pelee.

Tucked along the shores of Lake Erie, this peaceful cottage offers stunning sunrises, rustic charm, and cozy comfort. Ideal for couples, nature-lovers, and quiet getaways, it’s just minutes from Point Pelee National Park and Hillman Marsh, a haven for birdwatchers and wildlife enthusiasts. Unplug, unwind, and enjoy easy access to nearby wineries, golf, and dining. Fresh linens, towels, and all the essentials provided for a relaxed and memorable stay.

Top guest favourite
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.
Home in Kingsville
4.98 out of 5 average rating, 108 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!

Top guest favourite
A dark blue home stands surrounded by greenery, featuring large windows that provide natural light. Two yellow jet skis are parked on a trailer in the foreground, showcasing readiness for water activities. A shed is visible in the background, adding to the outdoor appeal.
Home in Wheatley
4.99 out of 5 average rating, 179 reviews

Quiet home by the lake, Point Pelee, Hillman Marsh

Great 3-bedroom home near the lake with beach rights located ~80 meters from the water. The home is about 1000 sqft and completely renovated top to bottom. We provide firewood on request now! Just tell us prior to your stay roughly how much you’d like. This is free of charge! We compiled some menus from local restaurants into a nice book available at checkin. ** Admission to Point Pelee National Park is free from Dec 12, 2025 to Jan 15, 2026 **

Guest favourite
A hot tub is positioned on a wooden deck, surrounded by safety fencing and a blue canopy that offers shade. Soft blue lights are draped overhead, providing a gentle ambiance. In the background, a grassy area and quaint homes can be seen, creating a relaxed outdoor setting.
Home in Harrison Township
4.96 out of 5 average rating, 241 reviews

Lake St. Clair Boathouse

HOT TUB IS OPEN AND HOT YEAR ROUND! (YES EVEN WINTER!) Cozy canal home on beautiful Lake St. Clair! Keep your boats out of the elements in the huge covered boathouse (27' & 25') or on the 60 foot seawall (with electricity and water!). Park your trucks and trailers on site! Located just around the corner from Lake St. Clair Metro Park. Light a fire and relax in the BRAND NEW hot tub or dual rainfall shower after a long day of fishing!

Top guest favourite
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, 215 reviews

Lakeside escape: Hot tub, fireplace&local wineries

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.

Top guest favourite
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.
Home in Leamington
4.95 out of 5 average rating, 152 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 Leamington

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Avg. price$187 SGD$165 SGD$155 SGD$195 SGD$233 SGD$225 SGD$246 SGD$262 SGD$233 SGD$222 SGD$194 SGD$206 SGD
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