
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.

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

Private/Quiet Perfect for professionals!
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 and Amazon Prime 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!

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.

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.

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!

Cozy Forest Retreat • Sauna • Hiking • Event Space
Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

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

Cute BeachHouse with a Personal Beach/Fire Pit/BBQ
This Cute BeachHouse on Lake Erie is Super Adorable with Lots of Character. It has gorgeous panoramic water views and a private beach on the premise! We are located on Lypps Beach Road, a private lakeside community minutes away from award winning wineries, golf, beaches, hiking, biking, fishing and restaurants. This Cute BeachHouse is PERFECT for a romantic getaway, family & friends, wine lovers, nature lovers and those looking to relax

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 with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

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

Waterfront - Hot Tub - 3Bed Cottage - Pet Friendly

Waterfront home with amazing views & great fishing

Erie's Edge lakefront, Point Pelee, Hillman Marsh

Year Round Hot Tub at The Gem!

Lake Erie retreat-unwind & explore local wineries

Lakefront Beautiful Private Vacation Suite

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

OLDE WALKERVILLE, Windsor, Ontario

Erie Shores Cottages

The Coziest Cottage in Essex County's Wine Country

Steve’s Barn Lodge, Detroit River/Erie fishing

Mothernatures Creation

Sawiak Waterfront Haven

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

Bright & Cozy 1 Bdr Apt
Family-friendly home rentals with a pool

Family Oasis w/ Heated Pool, BBQ and Smoker

Little Country Charmer

Cozy Cedarwood Suite ☆Terrace ☆ heated salt pool

*the Michigander* Entire Queen BR suite!@MicroLux

Midtown Gem – Walkable & Bright Hotel Style Unit

The Ambassador Estate Inn

4) Hot Tub/ Lakefront/pet friendly

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 ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 5,070 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 a washer and dryer Essex
- Rentals with beach access Essex
- Rentals with lake access Essex
- Rentals with outdoor seating Essex
- Rentals with a hot tub Essex
- Rentals with a patio Essex
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- Rentals with a fire pit Essex
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- Cottage rentals Essex
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- Rentals with a fireplace Essex
- Family-friendly rentals Essex County
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