
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.

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.
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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.
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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
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Chardonnay Bay- Pet Friendly, beach, hot tub!
Beautiful rustic cottage located in Colchester, Ontario! Chardonnay Bay offers 2 bedrooms and a loft, the master bed includes one queen bed, the 2nd bedroom has single bunk beds and the loft has a queen. We offer a full kitchen as well as laundry facilities. Outdoor patio area with hot tub, picnic table and bbq. We are located within a one minute walk to the beautiful Colchester beach, splashpad, park and marina, located on Essex County’s EPIC wine route consisting of over eighteen wineries.
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Premiere Cottage-Heart of Wine County/ Lake Access
Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!
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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.
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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.
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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.
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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!
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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!
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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
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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
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Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

Wine Down by the Lake -Hottub, Wineries,Lake Views
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Lake Louise With hot tub
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The Mayaswell - All Year - Hot Tub - Lake Views
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Erie's Edge lakefront, Point Pelee, Hillman Marsh
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Perfect hideaway with a hot tub and a fireplace
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Lakeside escape: Hot tub, fireplace&local wineries
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Lakefront Beautiful Private Vacation Suite
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Book Wine And Sinker Lakeview Pet Friendly, Hottub
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Family- and pet-friendly home rentals

LOFT Escape Apartment Onsite Beach Dock Waterfront
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Uptown Kingsville Suite
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The English Garden Suite
Indoor spacesKitchenHot tub

North Shore Retreat
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2 bedroom Getaway/Lake St. Claire, Canada/kayak
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BarnOwl Inn
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Lake Erie Beach House | Steps to Sand + Wine Route
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The Coziest Cottage in Essex County's Wine Country
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Family-friendly home rentals with a pool

Woodland Retreat with Pool, Sauna & Event Space
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Lakeshore Hidden Oasis (heated pool / jacuzzi)
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Cowbarn Cabin
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Belanger Air BnB
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Gorgeous Poolhouse! Spacious Family Home w/Sunroom
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The Ambassador Estate Inn
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Beautiful 2 bdrm Entire Level Sport Themed Suite
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Lake_House_OASIS
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Destinations to explore
- Guesthouse rentals Essex County
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- Loft rentals Essex County
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- Pet-friendly rentals Essex County
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- 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
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Point Pelee National Park
- Cedar Point
- Ford Field
- Little Caesars Arena
- Detroit Zoo
- University of Windsor
- Maumee Bay State Park
- Motown Museum
- Huntington Place
- Fox Theatre
- Hollywood Casino at Greektown
- Renaissance Center
- Detroit Historical Museum
- Great Lakes Crossing Outlets
- Hart Plaza
- Masonic Temple
- Dequindre Cut
- Motor City Casino
- Matthaei Botanical Garden
- Detroit Riverwalk Park
- Guardian Building
- East Harbor State Park
- Royal Oak Music Theatre
- Lake St. Clair Metropark





