Pet-friendly holiday rentals in Leamington

4.98 out of 5 average rating, 181 reviews

Four red Adirondack chairs surround a stone fire pit on a grassy lawn, offering views of the lake and distant sailboat. Large rocks line the shore, with greenery framing the scene beneath a clear blue sky.

Cottage in Wheatley

Book Wine And Sinker Lakeview Pet Friendly, Hottub

FREE! Book 2 week nights in April, get a third FREE**Send me a message, I’ll send you a special offer. Shake off winter and welcome spring at our serene lakeside getaway, where fresh air, quiet mornings and nature waking up around you create the perfect reset. Sit by the fire or enjoy the view from the hot tub, this is the perfect spot for anyone craving quiet comfort . Close to Wineries and restaurants. PET FRIENDLY! Point Pelee and Hillman Marsh passes included**weekdays and new bookings only

5 out of 5 average rating, 266 reviews

A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.

Cottage in Essex

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

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.

4.95 out of 5 average rating, 105 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!

Guest suite in Kingsville

A cozy living area features a modern fireplace framed by natural stone. Large windows invite natural light and provide views of the outdoor hot tub on the deck. Comfortable seating arrangements include a white sofa and a light-colored armchair, complemented by a wooden dining table set for two.

4.98 out of 5 average rating, 117 reviews

Lakefront Beautiful Private Vacation Suite

Sit by the water and enjoy this unique and tranquil getaway. Modern, new and stylish space with fully equipped modern kitchen. Stunning panoramic view of Lake Erie from inside and out. Exclusive use of an outdoor hot tub, open all year round. Beautiful garden attracting numerous butterflies and birds with access to the water. Less than 1Km to downtown Kingsville- enjoy excellent restaurants and shopping. Walking distance to Pelee winery and the Greenway trail for walking/jogging/biking.

4.99 out of 5 average rating, 129 reviews

Barn in Kingsville

Woodland Retreat with Pool, Sauna & Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.

4.88 out of 5 average rating, 250 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.

Flat 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.

5 out of 5 average rating, 125 reviews

Adirondack chairs are arranged on a spacious deck overlooking Lake Erie, with a fire pit nearby. Lush greenery frames the scene, enhancing the connection to nature, while the calm water reflects the sky, creating a serene view.

Cottage in Essex

Waterside Lakehouse - Lake Erie & EPIC Wineries

Welcome to Waterside Lakehouse on the shores of Lake Erie and nestled among the EPIC Wineries of Essex County. Take in the magnificent views of Lake Erie from the 'infinity deck' or take a short walk (5 min.) to the public beach, harbour and marina in the Village of Colchester. The harbour features a park with a splash pad for the kids, pirate ship climbers and a pier that can be the perfect spot for fishing. You are minutes away from a number of the best Ontario wineries. Enjoy!

4.78 out of 5 average rating, 411 reviews

The exterior of a charming farm homestead is visible, featuring a green house surrounded by lush greenery. A covered porch can be seen at the front, providing a shaded area. Mature trees and an expansive lawn enhance the peaceful rural setting.

Farm stay in Leamington

Mothernatures Creation

A lovely farm homestead is the perfect getaway from city life. Located close to beaches, walking trails, and Point Pelee National Park and Hillman Marsh Conservation Area are moments away. Other birding hotspots include Wheatley Provincial Park and Ojibway Nature Centre. Join us for Point Pelee's Festival of Birds, or glimpse the hundreds of Monarch Butterflies. Unwind at the end of the day at one of the several local breweries, distilleries or wineries. Booking year round.

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.

4.95 out of 5 average rating, 151 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.

4.99 out of 5 average rating, 103 reviews

A serene outdoor deck with comfortable seating is shown, framed by a large tree. The sun rises over the calm waters of Lake Erie, casting a warm glow. Lush greenery and flowers enhance the tranquil atmosphere, inviting moments of relaxation.

Cottage in Kingsville

Reveries on the Lake- Kingsville cottage

Serene Lakeview Getaway Peaceful cottage with stunning Lake Erie views, in a quiet, family-friendly Kingsville neighborhood. Relax on the deck, watch the ferry to Pelee Island, and enjoy cozy, comfortable spaces. Close to wineries, dining, golf courses, and just a short drive to Point Pelee National Park. Ideal for guests who value calm, connection, and the beauty of nature-perfect for morning coffee, sunset chats, and starry skies.

5 out of 5 average rating, 202 reviews

A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.

Farm stay in Essex

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20

4.93 out of 5 average rating, 168 reviews

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

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 pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 142 reviews

A cozy living area features a gray sectional sofa facing a wooden coffee table. Natural light filters through large windows with sheer shades, creating a bright atmosphere. A decorative rug adds texture, while a simple shelf displays framed artwork against a smooth wall.

Home in North End

Art filled townhouse in Detroit

4.79 out of 5 average rating, 478 reviews

The living area features exposed brick walls and warm hardwood floors. A comfortable couch is complemented by decorative pillows. A coffee table with decorative items sits atop a patterned rug. A dining area with wooden chairs and high-top table is visible in the background, alongside an open kitchen.

Home in Midtown

Rennovated Midtown Historic Flat with 2 Full Baths

4.94 out of 5 average rating, 138 reviews

An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.

Home in South Windsor

Luxury 2BR home with high ceilings and BBQ w/patio

4.95 out of 5 average rating, 116 reviews

A comfortable living room is furnished with a light-colored sofa and armchair, positioned around a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light filters through the windows adorned with sheer curtains, highlighting the inviting space.

Home in Ferndale

Fabulous Ferndale Home - Private with Outdoor Area

4.97 out of 5 average rating, 153 reviews

Home in Ferndale

Pretty Art and Cinema Reclining Couches

4.94 out of 5 average rating, 225 reviews

A modern bathroom features a spacious deep soaking tub and a walk-in shower with clear glass doors. Sleek gray tiles cover the floor and walls, while a large vanity with storage provides ample space. Soft lighting creates a calming ambiance.

Home in Ecorse

David's Dwelling: Spa-like bathrooms, Full Wetbar!

4.97 out of 5 average rating, 168 reviews

A spacious living room is presented, featuring a large flat-screen TV mounted on the wall, a round coffee table atop a colorful area rug, and comfortable seating options. Natural light enters through nearby windows, illuminating the neutral tones of the decor and inviting a cozy atmosphere.

Home in Royal Oak

2 min walk to downtown Royal Oak, entire 3 BR home

4.94 out of 5 average rating, 133 reviews

A bright living room features two modern sofas facing a coffee table, with a large window dressed in sheer curtains allowing natural light. A functional bar area with stools is visible in the background, connecting to the kitchen, while light wood flooring enhances the space.

Home in Windsor

Family-Sized 3BR • 5 Beds • Near Downtown

Pet-friendly home rentals with a pool

4.88 out of 5 average rating, 24 reviews

A heated sports pool, surrounded by a spacious patio area, is complemented by comfortable seating options including loungers and umbrellas. A contemporary pool house with large windows is visible in the background, featuring a clean design that enhances the outdoor space.

Home in Belle River

The Grand River Retreat. Pool/ hot tub avail Sep

4.82 out of 5 average rating, 258 reviews

Home in Royal Oak

♥️ of 👑 🌳 Entire 2BR House!

Superhost

A vibrant outdoor area features a pool surrounded by sun loungers and colorful chairs. String lights adorn the space, enhancing the evening ambiance. A pool table is positioned nearby, offering additional recreational options. The backdrop includes a spacious house with multiple windows reflecting soft twilight.

Home in Remington Park

4.85 out of 5 average rating, 74 reviews

Staycation Windsor

4.83 out of 5 average rating, 122 reviews

A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.

Flat in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit

4.96 out of 5 average rating, 49 reviews

A well-maintained cottage with a gray exterior is surrounded by a landscaped yard. Colorful blue chairs are arranged around a firepit, set on a gravel area. A patio door leads into the cottage, while lush green trees provide shade on a clear day.

Cottage in Belle River

Hummingbird Haven Cottage - Rochester Place Resort

4.94 out of 5 average rating, 87 reviews

The exterior of the home features a brick facade complemented by vibrant green landscaping. Lush trees and shrubs create a welcoming entrance, while a well-maintained lawn adds to the overall appeal. The front door, framed by natural stone accents, invites guests into the property.

Home in Kingsville

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

4.86 out of 5 average rating, 37 reviews

Home in Clinton Township

Cozy home in Clinton Township

Guest suite in Farmington Hills

An illuminated in-ground swimming pool glows with soft green light, surrounded by a spacious patio. Comfortable seating areas, including a covered pergola with string lights, are visible. Lush trees offer a natural backdrop, enhancing the serene setting.

4.9 out of 5 average rating, 59 reviews

The House of Pair-adise

Private, pet-friendly home rentals

Superhost

A sunroom features a combination of large windows allowing for ample natural light, with comfortable seating arranged around a central area rug. Decorative string lights are suspended from the ceiling, creating a warm ambiance. The view of the lake is visible through the windows.

Flat in Leamington

4.59 out of 5 average rating, 27 reviews

Waterfront Getaway|Beach Access|Firepit|Leamington

Home in Municipality Of Leamington

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.

5 out of 5 average rating, 22 reviews

Cottonwood Lake Houz (4 seasons Getaway!)

A cozy living area features two striped armchairs and a comfortable sofa, inviting relaxation. A flat-screen TV is mounted above a modern console, with an abstract art piece enhancing the wall. Large windows provide a glimpse of Lake Erie, creating an open, airy atmosphere.

5 out of 5 average rating, 21 reviews

Erie’s Edge Four bedrooms Two bathrooms

Guest suite in Kingsville

A spacious living area features a cozy grey sectional sofa and a plush area rug. A modern kitchen is visible in the background, complemented by air conditioning and stylish decor. Natural light highlights the room's open layout and inviting atmosphere.

5 out of 5 average rating, 45 reviews

Beaks And Bikes Kingsville

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.

4.91 out of 5 average rating, 93 reviews

Lakefront sunrise home near Point Pelee.

4.96 out of 5 average rating, 51 reviews

A spacious bedroom features a king bed with a plush white comforter, accented by decorative pillows. Framed floral artwork adorns the walls above the bed. Soft lighting is provided by two bedside lamps, and a window dressed with light curtains allows natural light to enter.

Flat in Kingsville

Hello Gorgeous

A charming cottage is set within a lush green landscape, featuring a well-maintained lawn and decorative flower beds. A large tree provides shade in the front yard, with the house's front porch visible through expansive windows, inviting natural light into the interior.

4.97 out of 5 average rating, 33 reviews

2 Waters - Rare Double Waterfront Property!

A modern exterior is highlighted by large glass windows, allowing natural light to fill the space. A wooden deck features comfortable seating arrangements, surrounded by beautiful landscaping, including smooth stones and greenery. The peaceful outdoor area invites relaxation in a serene setting.