
Family-friendly holiday rentals in Essex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Essex County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

"Willow Soul" newly renovated beach front cottage
Willow Soul sits on a beautiful sandy beach, facing breathtaking views of Lake Erie. This quaint little Island is located with just a 5-minute drive to uptown Kingsville. Bustling with amazing restaurants, specialty shops, salons, winery, marina, golfing, and charter fishing services. The cottage has high-speed fibre optics, cable, air conditioning, antenna and open4 seasons Free 2 car parking diagonally on 5th boulevard. At the end of your day relax in this newly renovated beachfront cottage.
Indoor spacesFamilyBathroom

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.
FamilyKitchenHiking

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.
KitchenIndoor spacesComfort

Birders Haven The Fir & Feather Lower Suite
A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. For Birder enthusiasts, we have identified over 50 Birds around the property! 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. two private patios with Hot Tub.
KitchenIndoor spacesWi-Fi

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!
KitchenFamilyAmenities

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.
Indoor spacesFamilyBarbecue

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.
Indoor spacesFamilyLong stay

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!
Indoor spacesKitchenCondition

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!
KitchenFamilyWalkability

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
Indoor spacesKitchenCleanliness

Woodland Retreat | Heated Pool, Sauna, Event Space
Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge offers a relaxed escape for getaways and gatherings. This fall, enjoy the private heated pool through the end of October, unwind in the barrel sauna, and gather around the fire under the trees. Light-filled interiors and inviting outdoor spaces make it special in every season. An on-site event space is available as an optional add-on for intimate weddings & milestone celebrations.
Indoor spacesKitchenDecor

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway
Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water. #STR-25-064
KitchenIndoor spacesCondition
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lakefront Escape
KitchenIndoor spacesOutdoor spaces

Chardonnay Bay- Pet Friendly, beach, hot tub!
FamilyKitchenWi-Fi

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

Wine Country Retreat w/ Hot Tub & Fire Pit
KitchenIndoor spacesBathroom

The Mayaswell - All Year - Hot Tub - Lake Views
Indoor spacesKitchenComfort

Lake Louise With hot tub
KitchenFamilyHospitality

The Lakeside house Hot tub, lake view&wine trail
KitchenFamilyOutdoor spaces

Erie's Edge lakefront, Point Pelee, Hillman Marsh
Indoor spacesFamilyEV charging
Family- and pet-friendly home rentals

Sauna, stunning Lake Erie view, lakefront retreat
FamilyIndoor spacesParks

Premiere Cottage-Heart of Wine County/ Lake Access
Indoor spacesKitchenTV

100 ft of Private Beach, Sleeps 10 - Pura Vida
Indoor spacesFamilyTV

Sawiak Waterfront Haven
KitchenFamilyQuiet

Lake Erie Beach House | Steps to Sand + Wine Route
FamilyKitchenHeating

BarnOwl Inn
Indoor spacesFamilyHospitality

Fox Den on the Beach-Sunrise, Surf and Sand
Indoor spacesKitchenHospitality

The English Garden Suite
Indoor spacesKitchenValue
Family-friendly home rentals with a pool

Lakeshore Hidden Oasis (heated pool / jacuzzi)
FamilyKitchenSolo travel

Waterfront Cottage | Private Pool |Lakeshore
KitchenFamilyOutdoor spaces

Cowbarn Cabin
FamilyKitchenDecor

Gorgeous Poolhouse! Spacious Family Home w/Sunroom
Indoor spacesKitchenBackyard

The Ambassador Estate Inn
Indoor spacesKitchenHospitality

Belanger Air BnB
KitchenIndoor spacesSleep quality

Beautiful 2 bdrm Lower Level Sport Themed Suite
Indoor spacesKitchenHospitality

Cheerful 5 bedroom home | Heated Indoor Pool!
FamilyIndoor spacesBarbecue
Destinations to explore
- Rentals with pools Essex County
- Guesthouse rentals Essex County
- Condo rentals Essex County
- Waterfront rentals Essex County
- Rentals with lake access Essex County
- Townhouse rentals Essex County
- Tiny house rentals Essex County
- Loft rentals Essex County
- Beachfront rentals Essex County
- Pet-friendly rentals Essex County
- Bed and breakfasts Essex County
- House rentals Essex County
- Boutique hotels Essex County
- Rentals with a kayak Essex County
- Rentals with breakfast Essex County
- Private suite rentals Essex County
- Hotel rooms Essex County
- Rentals with a hot tub Essex County
- Cottage rentals Essex County
- Rentals with beach access Essex County
- Apartment rentals Essex County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Cedar Point
- Point Pelee National Park
- Ford Field
- Little Caesars Arena
- Comerica Park
- Detroit Zoo
- University of Windsor
- Huntington Place
- Maumee Bay State Park
- Fox Theatre
- Motown Museum
- Hollywood Casino at Greektown
- Wayne State University
- Renaissance Center
- Detroit Historical Museum
- Great Lakes Crossing Outlets
- Masonic Temple
- Dequindre Cut
- Hart Plaza
- Motor City Casino
- Matthaei Botanical Garden
- Detroit Riverwalk Park
- Guardian Building
- Royal Oak Music Theatre





