Family-friendly vacation rentals in Leamington

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.

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 .

A cozy bedroom features a spacious bed adorned with decorative pillows and a textured blanket. Natural light enters through the window, illuminating the soft grey walls. A bedside table holds a lamp, and a framed landscape image of water and clouds hangs above the bed.

4.95 out of 5 average rating, 112 reviews

Bird's Nest at Hillman Marsh - One Bedroom Cottage

Welcome to the Bird's Nest at Hillman Marsh in Leamington, Ontario! Available all year round you can enjoy this one bedroom cottage . Whether you are here to bird watch, enjoy the beach or just to relax, this cottage has it all. Located just 5 mins from Hillman Marsh, 10 mins from Wheatley Provincial Park, 15 mins from Point Pelee and downtown Leamington. Public boat launch and beach nearby. Large back deck has a covered gazebo and includes a BBQ and fire pit. Wifi is now available!

4.87 out of 5 average rating, 359 reviews

Lakeshore Cottage Retreat

NEW Sauna and Outdoor Shower! Charming, rustic cottage with many modern updates. Updated kitchen and bathroom, with decorative touches continually being added. Private corner lot with large deck and views of Lake Erie. Lake access to quiet, rocky beach directly across from cottage; other beaches located nearby. Outdoor fire pit for guests. Ideal place for birders, families, couples, nature lovers and wine connoisseurs. Free access to Point Pelee National Park for guests, throughout stay!

4.98 out of 5 average rating, 187 reviews

A scenic outdoor area is depicted with a vibrant lawn and rocky shoreline leading to the lake. Red Adirondack chairs surround a fire pit, while a dining table and chairs offer space for outdoor meals. A large stone feature adds character, and the lake is visible in the background.

Cottage in Wheatley

Book Wine And Sinker Lakeview Pet Friendly, Hottub

Welcome to our serene lakeside retreat, the perfect escape for your summer getaway. The cottage offers breathtaking views and a warm, inviting atmosphere. Relax in the lake view hot tub or sip your favourite drink by the stunning natural fireplace and outdoor fire pit. Wake up to the beauty of Lake Erie sunrises…ideal for a romantic getaway or a fun family/friends getaway. A foodie’s delight, close to many wineries and restaurants. PET FRIENDLY! Point Pelee and Hillman Passes Included

4.95 out of 5 average rating, 111 reviews

A serene view is captured through a large picture window, showcasing bare trees and a distant body of water on a clear day. Two armchairs are positioned beside a small, round table, inviting relaxation while taking in the surrounding natural beauty.

Apartment in Leamington

Coastal Suite #1 - Seacliff Beach Suites

The Coastal Suite is a luxurious suite located in Leamington, Ontario. Situated just steps from the sandy shores of Seacliff Beach and Park, it offers breathtaking views and unbeatable convenience. Boasting all the modern amenities needed for a comfortable stay. Offers easy access to popular attractions such as the Pelee Island Ferry, Leamington Marina, shopping outlets, and a variety of restaurants. Nearby Point Pelee National Park and 12 wineries are just a short drive away.

4.78 out of 5 average rating, 422 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.

5 out of 5 average rating, 210 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

Guest suite in Kingsville

A stone pathway leads through a lush green lawn, bordered by well-maintained gardens. A table and chairs with an umbrella are visible, along with a large tree providing shade. The area features a tranquil atmosphere, inviting relaxation and enjoyment of the outdoors.

4.95 out of 5 average rating, 263 reviews

The English Garden Suite

Hidden Oasis on the edge of town, complete with private English style garden and large pond with many feathered visitors. Just far enough from the hustle and bustle to feel private while being close enough to walk across town and stroll back home. Enter your quarters from a private entrance through the garden, past the dogwood tree. There is tea and coffee available in the cupboard under the microwave.

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.

4.95 out of 5 average rating, 148 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!

5 out of 5 average rating, 318 reviews

An open living space features light wooden ceilings and warm-toned flooring. A comfortable sectional sofa is positioned beside a wall-mounted television. A sleek kitchen island with bar stools is visible, along with minimalist shelving and essential appliances in the background.

Loft in Kingsville

The Hudson Loft

Loft above our garage, situated along Essex county’s wine route. Guests have a parking spot right outside their separate entrance (Please do not park in front of the garage doors as we need access to them). Please note: no gatherings, events, or video productions. Check out our feature on “Best air bnb” https://www.bestairbnb.ca/properties/hudson-loft-kingsville

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.

4.91 out of 5 average rating, 145 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.

Cabin in Municipality Of Leamington

4.96 out of 5 average rating, 105 reviews

Parkview Boho Cottage 5 - Cedar Serenity

Welcome to Parkview Cottages, which is directly across from beautiful Seacliff Park and to the ever popular Seacliff/Lake Erie beachfront. There's a quietness in the charm of it all, yet lively activity if desired within the park setting just steps away. Despite being small, it is well fitted with everything you need for a comfortable getaway.

Popular amenities for Leamington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 120 reviews

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

Wine Down by the Lake -Hottub, Wineries,Lake Views

Home in Harrison Township

4.96 out of 5 average rating, 102 reviews

Cozy Canal Cottage - Minutes to Lake St. Clair

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.

4.93 out of 5 average rating, 164 reviews

Private Lakefront Cottage w/ Hot Tub & Park Pass

Farm stay in Essex County

5 out of 5 average rating, 188 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

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, 170 reviews

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

4.98 out of 5 average rating, 211 reviews

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

Lakeside escape: Hot tub, fireplace&local wineries

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, 124 reviews

Lakefront Beautiful Private Vacation Suite

4.93 out of 5 average rating, 445 reviews

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 119 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

5 out of 5 average rating, 118 reviews

Home in Essex

Anne's Retreat Beach House - Lake Erie

Two wooden Adirondack chairs are positioned on a wooden deck, facing Lake Erie's calm waters. A simple wooden bench is situated nearby, all set against a clear blue sky, creating a peaceful environment for relaxation.

4.88 out of 5 average rating, 160 reviews

Erie Shores Cottages

4.92 out of 5 average rating, 181 reviews

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

Home in Belle River

2 bedroom Getaway/Lake St. Claire, Canada/kayak

4.95 out of 5 average rating, 155 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 Windsor

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

4.98 out of 5 average rating, 172 reviews

The living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a patterned area rug. Natural light enters through a large window and sliding glass door, which opens to a balcony. A smart TV is mounted for entertainment, and a dining area is present.

Apartment in Canton

Bright & Cozy 1 Bdr Apt

4.95 out of 5 average rating, 140 reviews

A vibrant space features a colorful hammock perfectly strung across the room. A large projection screen displays a scenic landscape with mountains and skies, while the walls are painted in bright green hues. Natural wood flooring adds a rustic touch to the overall decor.

Barn in Romulus

Vintage Inspired Barn Loft by Maison De LeMade

4.92 out of 5 average rating, 110 reviews

An outdoor fire pit area is surrounded by five red Adirondack chairs, arranged around a circular stone base. Two wooden benches provide additional seating. In the background, the cottage’s exterior is visible with warm lighting, and a cedar sauna can be seen to the left.

Cottage in Kingsville

Sauna, stunning Lake Erie view, lakefront retreat

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 76 reviews

A functional kitchen area is presented with white cabinetry and a black refrigerator. A dining table is set for four, complemented by black chairs. Light enters through a window above the sink, while a staircase leads to an upper level and a front door is visible.

Apartment in Leamington

Cozy One Bedroom Apartment

4.9 out of 5 average rating, 10 reviews

A spacious living area features a mix of seating options, including a dark green leather sofa and a fold-out bed with a navy cover. A light area rug anchors the space, complemented by a flat-screen television and a desk area, with soft lighting provided by lamps.

Apartment in Leamington

Foxden

4.95 out of 5 average rating, 106 reviews

The exterior features a rustic wooden facade with archways framing the entrance. A stone pathway leads to the front door, surrounded by grassy areas and decorative landscaping elements. Two windows, with trimmed edges, are positioned symmetrically beside the door.

Barn in Tilbury

Cowbarn Cabin

Superhost

A two-story cottage with a light grey exterior is showcased, featuring a welcoming front porch with white railings. A spacious yard surrounds the home, with a gravel driveway leading up to it. Lush green grass complements the serene environment.

Home in Amherstburg

4.84 out of 5 average rating, 100 reviews

Cottage Escape by the Water

Guesthouse in Chatham-Kent

An outdoor seating area features two red cushioned chairs, accompanied by a small red table and decorative plants. Warm string lights are suspended overhead, casting a soft glow. In the background, a pool is visible, surrounded by greenery.

4.91 out of 5 average rating, 128 reviews

Little Country Charmer

4.83 out of 5 average rating, 264 reviews

Home in Royal Oak

♥️ of 👑 🌳 Entire 2BR House!

4.81 out of 5 average rating, 139 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.

Apartment in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit