
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.

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.

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.

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

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!

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.

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.

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!

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

★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

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

Chardonnay Bay- Pet Friendly, beach, hot tub!

Wine Country Retreat w/ Hot Tub & Fire Pit

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

Lake Louise With hot tub

Erie's Edge lakefront, Point Pelee, Hillman Marsh

The Mayaswell - All Year - Hot Tub - Lake Views

The Lakeside house Hot tub, lake view&wine trail

Point Pelee Beach Retreat | Hot Tub | Lake Erie
Family- and pet-friendly home rentals

Sauna, stunning Lake Erie view, lakefront retreat

BarnOwl Inn

Lake Erie Beach House | Steps to Sand + Wine Route

Premiere Cottage-Heart of Wine County/ Lake Access

100 ft of Private Beach, Sleeps 10 - Pura Vida

Carolyn's Cottage, quiet and cosy!

CJ's is lakefront, pet friendly

LOFT Escape Apartment Onsite Beach Dock Waterfront
Family-friendly home rentals with a pool

Woodland Retreat with Pool, Sauna & Event Space

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Cowbarn Cabin

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

The Ambassador Estate Inn

Belanger Air BnB

Beautiful 2 bdrm Lower Level Sport Themed Suite

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





