
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.

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.

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.

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub
A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

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.

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.

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.

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.

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.

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.

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.

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!

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
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

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

Erie's Edge lakefront, Point Pelee, Hillman Marsh

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Year Round Hot Tub at The Gem!

The Lakeside House | Lakefront Cabin + Hot Tub

Chardonnay Bay- Pet Friendly, beach, hot tub!

Lakefront Beautiful Private Vacation Suite

Modern Walkerville Gem | HotTub & Cozy Backyard
Family- and pet-friendly home rentals

Erie Shores Cottages

Reveries on the Lake- Kingsville cottage

Anne's Retreat Beach House - Lake Erie

The Coziest Cottage in Essex County's Wine Country

3 Bed | Prime Walkerville | Close to City Center

2 bedroom Getaway/lake St.Clair/boatslip

Sawiak Waterfront Haven

Luxury 2BR home with high ceilings and BBQ w/patio
Family-friendly home rentals with a pool

Cowbarn Cabin

Luxury Suite Private Indoor Pool Alpaca Retreat

Rejuven Acres - The Suite

Little Country Charmer

♥️ of 👑 🌳 Entire 2BR House!

The Ambassador Estate Inn

4) Charming Lakefront 1BR Cottage| Hot Tub| Pool

Architectural Gem | Direct-Entry Pool
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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- Rentals with outdoor seating Essex
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- Rentals with a fire pit Essex
- House rentals Essex
- Pet-friendly rentals Essex
- Rentals with beach access Essex
- Rentals with a hot tub Essex
- Rentals with a fireplace Essex
- Beachfront rentals Essex
- Rentals with a patio Essex
- Rentals with a washer and dryer Essex
- Apartment rentals Essex
- Rentals with lake access Essex
- Waterfront rentals Essex
- Family-friendly rentals Essex County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Cedar Point
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- Oakland Hills Country Club
- Eastern Market
- Forest Lake Country Club
- University of Windsor
- Huntington Place
- University of Michigan Historical Marker
- The Heidelberg Project
- Fox Theatre
- Masonic Temple
- Kensington Metropark
- Hollywood Casino at Greektown
- Lake St. Clair Metropark
- Great Lakes Crossing Outlets




