Family-friendly vacation rentals in Essex

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Essex

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A welcome mat rests at the entrance, displaying the phrase 'WELCOME TO THE LAKE' in bold, black lettering. The mat is set against a backdrop of light-colored decking, inviting guests into the home.
Cottage in Essex
4.93 out of 5 average rating, 117 reviews

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Welcome to Lakeside Hydeaway...truly your home away from home. We are located along Erie Shoreline and tucked away on a quiet street within Essex County Wine Country. Our unique and cozy home is the perfect place to venture out and make memories. Enjoy afternoons playing games on the lawn, soaking your feet in the sand and watching the sunset from your balcony or waterside deck, our home is sure to leave you feeling relaxed. Enjoy late night bonfires or soaks in the hot tub amidst the stars.

Guest favorite
A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.
Cottage in Kingsville
4.9 out of 5 average rating, 287 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Top guest favorite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guesthouse in Kingsville
4.98 out of 5 average rating, 740 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Top guest favorite
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
5 out of 5 average rating, 257 reviews

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.

Top guest favorite
An inviting living space features a gas fireplace surrounded by a rustic wooden accent wall. Modern furnishings include a comfortable sofa, an armchair, and a red ottoman. A dining area and updated kitchen are visible, with natural light illuminating the wood floor.
Apartment in Windsor
4.95 out of 5 average rating, 113 reviews

Victoria Ave - 1 BR apartment w fireplace

Available for monthly rental. Not 420 friendly. No smoking of any kind in apartment or on property. Private, light filled, warm apt in a character home on prestigious Victoria Ave. Furnished in Mid-century modern and Hollywood Regency decor. Includes a queen bed, gas fire place, modern kitchen with wifi and shared laundry room. Easy free street parking. Quick drive to Detroit Tunnel. Perfect for one or two people. A short walk to Hospital - Ouelette Campus - ideal for a daytime rest.

Top guest favorite
Guest suite in Essex
4.98 out of 5 average rating, 206 reviews

The Loft Suite

Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linens, towels etc for your short getaway. Enjoy all the local wineries, golf courses, breweries, shopping, restaurants. Essex Counties best kept secret. Colchester harbour, with Colchester beach is only a minute away. A separate private sitting area for you to enjoy your stay. We supply bottled water, coffee, coffee cream. Assorted tea, sugar, freshly made banana bread.

Top guest favorite
Two vibrant yellow Adirondack chairs are positioned on lush green grass, overlooking Lake Erie. The chairs are placed in a serene outdoor setting, accented by a large tree and distant views of the water, creating a tranquil space for relaxation.
Cottage in Essex
4.95 out of 5 average rating, 139 reviews

The Hideaway

This cosy lakeside cabin is nestled in the heart of wine country, along the Shores of beautiful Lake Erie in a very friendly cottage community. The cottage is tastefully decorated with all the amenities of home, perfect for 1 or 2 people, and an amazing view of the lake no matter where you choose to sit. Just minutes away from local wineries. Walk, bike, explore all the region has to offer. Centrally located between Leamington home of Point Pelee national park and Historical Amherstburg.

Guest favorite
A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.
Home in Kingsville
4.92 out of 5 average rating, 259 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 favorite
A charming brick guest house is surrounded by lush green lawns and mature trees. The property features a rustic wagon as a decorative element, with warm lights illuminating the exterior. A spacious driveway provides easy access to the home, enhancing its inviting appeal.
Guesthouse in Essex
4.99 out of 5 average rating, 372 reviews

Wine Country Retreat w/ Hot Tub & Fire Pit

Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.

Top guest favorite
The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.
Home in Essex
4.96 out of 5 average rating, 180 reviews

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!

Top guest favorite
A charming cottage is presented with a welcoming front porch and a neatly paved pathway leading to the entrance. Lush greenery and carefully arranged landscaping surround the home, while a tall chimney adds character. Bright blue skies peek through the trees, creating a serene setting.
Cottage in Essex
4.79 out of 5 average rating, 178 reviews

Lakeside getaway

Welcome to Lake Erie and the village of Colchester. Enjoy this premier location with views of the lake and easy access to many local amenities. Families will enjoy the splash pad, play center, public beach, harbour and public changerooms/toilets so close you can see from the window. Friends and couples are well situated to explore local wineries and breweries, 3 of which are less than 10 minutes away by bicycle, and many more accessible via bike lanes along the HWY 50 wine route

Superhost
A private guest suite features a spacious bed with a dark blue coverlet, a cozy sofa, and a TV mounted on the wall. Natural light enters through large sliding doors, complemented by dark blue curtains. A small round table stands nearby, adding to the inviting atmosphere.
Guest suite in Windsor
4.82 out of 5 average rating, 121 reviews

Private unit for professionals! Seperate access

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

Popular amenities for Essex family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Essex

  • Total vacation rentals

    Explore 70 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,240 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Essex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Essex rentals

  • 4.9 Average rating

    Essex stays are highly rated by guests—averaging 4.9 out of 5!

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