House holiday rentals in Leamington

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Top-rated house rentals in Leamington

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Top guest favourite

Home in Amherstburg

4.96 out of 5 average rating, 114 reviews

The Lake House Ontario

Wake up to the sound of waves & end your day with stunning sunsets over Lake Erie. Soak in the hot tub under the stars, curl up by the fireplace or socialize at the gas fire table. Steps to beach. Perfect escape for couples, friends, families. 🛏 Sleeps 6 w 2 bedrooms w super-comfy beds, 1 double pull-out sofa. 1.5 baths incl. large shower & a jacuzzi style tub w fireplace. Located at the start of the award-winning EPIC Wine Trail, Gourmet Kitchen, Gas BBQ, high speed internet, modern, cozy vibe

Superhost

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 favourite

Home in Wyandotte

4.98 out of 5 average rating, 167 reviews

2BR Ranch | Family Retreat | Near DT Detroit DTW

*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

Guest favourite

Home in Essex

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 favourite

Home in Amherstburg

4.98 out of 5 average rating, 182 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 favourite

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!

Guest favourite

Home in Riverside

4.97 out of 5 average rating, 119 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

Home in Leamington

4.9 out of 5 average rating, 216 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 .

Guest favourite

Home in Kingsville

4.92 out of 5 average rating, 239 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 Essex

4.95 out of 5 average rating, 166 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!

Superhost

Home in The Core

4.9 out of 5 average rating, 204 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 favourite

Home in Kingsville

5 out of 5 average rating, 116 reviews

Stylish & Upscale Getaway - Walk to Restaurants

Stay in style at Queen & Mill—your ideal home base in Kingsville! Just steps from The Estate of Health Spa, plus great restaurants, breweries, cafes, shops, and scenic views of Lake Erie at Lakeside Park. This purpose-built vacation home is designed for comfort, good vibes, and great memories. Enjoy the fully fenced yard with a BBQ, fire pit, screened gazebo, putting green, corn hole, and ladder ball—everything you need for outdoor fun!