Leamington vacation rentals

4.9 out of 5 average rating, 292 reviews

Cottage in Essex

Year Round Hot Tub & Beautiful Views Cottage

Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

4.93 out of 5 average rating, 105 reviews

Home in Essex

Wine Down by the Lake

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!

4.89 out of 5 average rating, 186 reviews

A serene view of Lake Erie is captured from a wooden deck, showing soft sandy beach and gentle waves lapping at the shore. Sunlight reflects on the water's surface, creating a shimmering effect. A boat dock is visible nearby, enhancing the tranquil atmosphere.

Cottage in Essex

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!

4.89 out of 5 average rating, 213 reviews

A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating, including a sectional sofa and an accent chair, surrounds a wooden coffee table. A vibrant area rug adds warmth to the space, complemented by decorative artwork.

Apartment in Leamington

Park Bungalow #4 - Seacliff Beach Suites

Welcome to the Park Bungalow in Leamington, Ontario. Beautifully renovated flat in Leamington's best location! Welcoming pets and nestled beside Seacliff Park and Beach, and abundant restaurants, this listing has everything you need. A fully equipped kitchen and large living area make this an ideal place for your visit. Front and back yard for your use with large private paved area (fires and loud noises not allowed - please respect our neighbors). Two cars maximum. Tv's in all rooms.

4.93 out of 5 average rating, 155 reviews

A spacious patio area is visible, featuring a comfortable lounge set with gray cushions. Large glass doors provide access to the interior, while a neatly landscaped lawn surrounds the wooden deck. Potted plants are placed strategically for added greenery.

Cottage in Essex

Bright, Peaceful Lakefront ~Sunporch, BBQ, firepit

Welcome to A Day at the Lake! Relaxation, a cozy space and comfortable beds located here. Enjoy the light and airy feel of this lakefront cottage with plenty of natural light and cool breezes off Lake Erie. Located on Clark Beach in Harrow; near wineries, beaches, conservation areas, cycling and paddling routes. Welcome birders, beach goers, winery/brewing enthusiasts, cyclists and runners. Spring and summer dates book fast so be sure to reserve early to avoid disappointment.

A wooden deck features swings overlooking the lake, with colorful chairs positioned nearby. A stone fire pit sits surrounded by outdoor seating, complemented by the serene lake view and grassy area that extends towards the water.

4.99 out of 5 average rating, 306 reviews

It's a 'Shore' thing - Executive Retreat

Year round beautiful upscale 3 bedroom modern, chic cottage. sleeps 6. Outstanding views of lake. Relax in the Hot tub, Gas fireplace for cool nights. Outdoor gas fire table. Fabulous for romantic getaways, GIRLS 'just wanna have fun' weekends, or friends gathering .Beach/boat launch in walking distance. Gas BBQ, central A/C, wifi. Even swings overlooking the lake!! Great area for Wineries, Birding, Fishing, sightseeing, Pelee Island, Conservation areas. EV outlet on property.

4.99 out of 5 average rating, 241 reviews

Home in Kingsville

La Perla - Lakefront Retreat in Wine Country!

Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience the perfect harmony of contemporary comfort and vintage allure in every corner of our space. 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! Contact us today to begin planning your unforgettable getaway!

4.96 out of 5 average rating, 111 reviews

Home in Amherstburg

The Lake House Ontario

Located at the start of the award winning EPIC Wine Trail, modern home 2 sides open to beautiful Lake Erie. Amazing sunset views from the hot tub. Sleeps 6 w 2 bdrms both w super comfy beds & 1 dbl pull out sofa bed, 1.5 baths, hardwood, gourmet kitchen, cozy gas fireplace, jacuzzi tub, gas BBQ, gas fire table - perfect for fun, romance or celebrating friendships. Beach just steps away. Canada's southernmost tip Point Pelee National Park, golf, museums, all just minutes away!

4.84 out of 5 average rating, 125 reviews

A spacious living area is highlighted by an arched entryway and hardwood flooring. Two comfortable recliners are arranged towards the window, allowing for natural light to enter. A dining area with modern bar stools can be seen in the background, complementing the overall inviting space.

Home in The Core

Couple's Romantic Retreat with hot tub, fire pit.

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, accent lighting, bbq and fire pit. -king size bed; -couple's spa shower; -massage table -fully stocked chef's kitchen; -private garage parking; -nearby parks and trails; -plus all of the comforts of being in the city. Everything you need to enjoy a restful and relaxing weekend away.

A serene outdoor space overlooking the lake features a concrete patio with a fire pit at the center. Wooden chairs are positioned nearby, complemented by large rocks along the water's edge. A staircase leads to a deck, providing access to the stunning lakeside view.

4.95 out of 5 average rating, 150 reviews

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

This beautiful tranquil cottage is the perfect escape from your everyday frenzied life. Perfect for a couple's getaway, girls’ weekend or just a space to be on your own. Located on a quiet road, close to beaches, walking trails, fishing harbour, restaurants, wineries & breweries. Well behaved dogs are welcomed. Renters must be over the age of 30. Annual Family Pass to Point Peele National Park is available for all guests to use.

4.94 out of 5 average rating, 152 reviews

Beachfront, Hot tub, Sunsets, Moonlight, Romance,

Check out this magnificent cottage on the Shores of Lake Erie. This cozy, 2 bedroom waterfront property is sparkling clean and extremely comfortable. It's the perfect getaway for any nature lover! It's nestled in a quiet lakefront area with a beach when water levels are not high, and a relaxing hot tub with a view of the stunning sunsets over Lake Erie. A stones throw from Point Pelee National Park & Hillman Marsh

A cozy living space is showcased, featuring a dark leather sofa adorned with decorative pillows. Large glass doors provide a clear view of the outdoor patio and scenic lake, allowing natural light to fill the room.

4.9 out of 5 average rating, 107 reviews

Hot Tub, Sunsets and Moon lit Lakehouse!

On the pristine waters of Lake Erie, you will find this stunning lakefront escape and pure perfection!! Casa del Lago provides serenity on the shores of one of Ontario's Great lakes... Lake Erie. This contemporary home with its coastal décor, is one of Leamington's most premiere private beachfront home with very spacious living area over two floors, Accommodates 8, has 3 Bedrooms, 2 full Bathrooms and a HOT TUB!

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

Houses

A space thats all yours, with room for everyone

Popular amenities for Leamington vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Leamington's top sights

Hillman Marsh Conservation Area19 locals recommend

Freddy's Restaurant10 locals recommend

Pelee Wings Nature Store & Paddlesports Shop5 locals recommend

Seacliff Park Amphitheatre13 locals recommend

Lakeside Bakery Deli Cafe9 locals recommend

Erie Shores Golf & Country Club4 locals recommend

Other great vacation rentals in Leamington

4.96 out of 5 average rating, 80 reviews

A well-maintained outdoor area features a lush green lawn leading to a wooden dock extending into the tranquil lake. A firepit, surrounded by stone, is situated near the edge of the lawn, with decorative landscaping elements adding charm to the space.

Home in Amherstburg

Erie View Lakehouse - Serene and Spacious

A sandy beach area is framed by a large tree, providing shade over deck chairs in bright colors. A wooden picnic table is positioned nearby, with a clear view of the lake and a distant sailboat. Sunlight filters through the leaves, creating a serene atmosphere.

4.98 out of 5 average rating, 41 reviews

Sunsets by the Bay - Your Waterfront Oasis

4.98 out of 5 average rating, 54 reviews

Home in Royal Oak

Bright Modern Luxury Family Oasis - Your Vacation!

5 out of 5 average rating, 9 reviews

A spacious living area features a large gray sectional sofa adorned with patterned pillows. A marble coffee table sits in the center on a light rug, while natural light floods the room through multiple windows. The open layout leads to a dining area in the background.

Home in Kingsville

Large luxury home, beach access, backyard, quiet

Apartment in Grosse Pointe Park

Aerial view showcasing a tranquil neighborhood with a mix of residential homes and tree-lined streets. The expanse of Lake St. Clair is visible in the background, providing a serene backdrop to the well-maintained properties and greenery below.

4.86 out of 5 average rating, 14 reviews

Villa del Lago Grosse Pointe Park King w/2 Queens

5 out of 5 average rating, 3 reviews

The house features a light gray exterior with a well-maintained front lawn, bordered by neatly trimmed shrubs. A pathway leads to the front door, which is flanked by a small bench. Trees provide a natural backdrop under a clear blue sky.

Home in Estral Beach

Near Lake Erie-Charming Renovated Getaway

5 out of 5 average rating, 4 reviews

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

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