
Family-friendly holiday 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.

Year Round Hot Tub & Beautiful Views Cottage
Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

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.

3 Bdr Toes In The Sand Beach Cottage on Lake Erie
Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!

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.

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.

North Shore Retreat
Welcome to North Shore Retreat! Our house sits atop an elevated bluff overlooking Lake Erie and is adjacent to a beautiful ravine surrounded by mature trees. It is a warm, modern, rustic home with a view you will never forget. Our home is walking distance to three of the most established wineries along Lake Erie (Viewpoint Estate Winery, North 42 Degrees and CREW). This space has everything you need to unwind, cook, disconnect, relax, enjoy wildlife and take care of yourself.

Lake Erie Escape Cottage - escape and explore
A home away from home. So close, but a world away. Lake Erie Escape Cottage is right on the beach. Bright and airy with lots of windows looking at Lake Erie. Featuring 2 bedrooms with queen size mattresses, plus a double size sleeper-sofa to accommodate 6. 1.5 baths for added convenience. Well supplied (some might say gourmet) kitchen provides everything you need to cook up the bounty of the county. LEE Cottage is here for you to enjoy all four seasons of Essex County and Lake Erie.

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.

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!

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

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

Lakefront Retreat + Hot Tub

Erie's Edge lakefront, Point Pelee, Hillman Marsh

My Lakeside Happy Place

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Chardonnay Bay- Pet Friendly, beach, hot tub!

Lakefront Beautiful Private Vacation Suite

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Perfect hideaway with a hot tub and a fireplace
Family- and pet-friendly home rentals

OLDE WALKERVILLE, Windsor, Ontario

The Coziest Cottage in Essex County's Wine Country

Lakeside getaway

Mothernatures Creation

Navy Yard Flats (Flat A) - Historic Amherstburg

Private Apartment near Lakeside Park

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

Pelee Way Cottage
Family-friendly home rentals with a pool

Cowbarn Cabin

Lakefront Cottage with Game Room & Pool

The Staycation

Little Country Charmer

Little heaven

♥️ of 👑 🌳 Entire 2BR House!

4 Bedroom Water's Edge Oasis with Salt Water Pool

Midtown Gem – Walkable & Bright Hotel Style Unit
Quick stats about holiday rentals that are family-friendly in Essex

Total holiday rentals
Explore 70 holiday rentals in Essex

Nightly prices starting at
Essex holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 5,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Essex holiday rentals include wifi 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!
Destinations to explore
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- Rentals with lake access Essex
- Rentals with a hot tub Essex
- Rentals with a fireplace Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a firepit Essex
- House rentals Essex
- Rentals with beach access Essex
- Cottage rentals Essex
- Rentals with a patio Essex
- Flat rentals Essex
- Rentals with outdoor seating Essex
- Pet-friendly rentals Essex
- Waterfront rentals Essex
- Beachfront rentals Essex
- Family-friendly rentals Essex County
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- Family-friendly rentals Canada
- Cedar Point
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Motown Museum
- Alpine Valley Ski Resort
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- University of Windsor
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- Fox Theatre
- Hollywood Casino at Greektown
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- Huntington Place
- Great Lakes Crossing Outlets
- Pine Knob Music Theatre
- The Heidelberg Project
- Lake St. Clair Metropark
- Masonic Temple




