House vacation rentals in Leamington

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Top-rated house rentals in Leamington

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

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Top guest favorite
A spacious hot tub is set beneath a canopy, with multiple jets visible in the water. The serene river view is framed by trees, and the distant shoreline is visible. A gentle light reflects off the water, creating a relaxing ambiance.
Home in Belle River
4.95 out of 5 average rating, 102 reviews

Cozy city escape in Belle River!

Welcome! Kick your feet up and unwind at our newly renovated, 4-season Belle River property. A relaxing and memorable getaway experience for all ages! Stay in and enjoy all of our amenities: hot tub, fire pit, BBQ, indoor fireplace, Smart TV. If you are in the mood to explore, we are perfectly located close to nearby restaurants, shops, parks, trails, and more! We are steps away from the Belle River Marina + SUP & Sun (paddle board, tandem kayaks, canoe, pedal boats, and dinghy boat rentals).

Guest favorite
A cozy home is showcased with a large rear deck featuring outdoor seating and vibrant flower pots. Two bicycles are positioned on the grass, ready for exploration. The setting is surrounded by greenery, contributing to a serene, inviting outdoor space.
Home in Essex
4.94 out of 5 average rating, 119 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 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
4.98 out of 5 average rating, 163 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
4.91 out of 5 average rating, 224 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 favorite
Home in Kingsville
4.99 out of 5 average rating, 138 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.

Guest favorite
A serene bedroom features a spacious bed adorned with decorative pillows. Large windows allow natural light to fill the room, offering a view of the lake and outdoor seating. A flat-screen TV and a dresser are positioned thoughtfully, along with light, flowing curtains.
Home in Leamington
4.94 out of 5 average rating, 161 reviews

Private Lakefront Cottage w/ Hot Tub & Park Pass

Tranquil lakefront cottage with Point Pelee National Park family access pass to use during your stay. Enjoy waterfront views and seclusion throughout the property. The wrap around porch & gazebo overlook Lake Erie. Relax in the hot tub under the string lights and cozy up by the outdoor fire pit or indoor fireplace (wood avail $10/bundle). Entire land property fenced with gate for your privacy and peace of mind. Please disclose all guests and pets upon booking.

Top guest favorite
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, 105 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 favorite
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, 178 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 **

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, 211 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 favorite
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, 147 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!

Guest favorite
A modern living area features a cozy sofa and a round coffee table on a soft area rug. A television is mounted on a white entertainment unit, while a potted plant adds a touch of greenery. A doorway leads to a well-lit kitchen.
Home in Leamington
4.91 out of 5 average rating, 142 reviews

Cozy 2 bedroom home

You just found the perfect place to book for your trip to Leamington. Enjoy a cozy peaceful stay at this centrally located place. Very clean. Modern. Peaceful. Quick host response. Free parking in driveway. We take absolute pleasure in welcoming you to our inviting 2Bedroom 1Bathroom home. This modern gem offers all you need for a perfect care-free stay.

Top guest favorite
A tranquil outdoor space is seen with a view of Lake Erie, featuring a wooden deck lined with seating areas. A colorful rug adds interest, while an umbrella offers shade. The Canadian flag stands prominently against the serene backdrop of the water and sky.
Home in Wheatley
4.93 out of 5 average rating, 178 reviews

Erie's Edge lakefront, Point Pelee, Hillman Marsh

Relax with the whole family or work remotely with high-speed FIBRE optic internet at Erie's Edge, a peaceful cottage on the shores of Lake Erie, nestled in a small fishing community. Experience everything the region has to offer from beautiful beaches to gorgeous nature preserves, Canada's largest fresh-water harbour, local wineries and so much more.

Popular amenities for Leamington house rentals

When is the best time to visit Leamington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,334 GYDG$26,777 GYDG$25,104 GYDG$31,589 GYDG$37,656 GYDG$36,401 GYDG$39,748 GYDG$42,467 GYDG$37,656 GYDG$35,982 GYDG$31,380 GYDG$33,263 GYD
Avg. temp-4°C-2°C2°C8°C15°C20°C23°C21°C18°C11°C5°C-1°C

Quick stats about house rentals in Leamington

  • Total vacation rentals

    Explore 90 vacation rentals in Leamington

  • Nightly prices starting at

    Leamington vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Leamington vacation rentals include wi-fi 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!

Destinations to explore

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  5. Leamington
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