Family-friendly holiday rentals in Chesterfield Township

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chesterfield Township

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A family room features a stone fireplace with fishing rods displayed on the wall. Two rattan chairs and a set of small tables are arranged on a textured rug, while a flat-screen TV is mounted above the fireplace. The space is well-lit by natural light from side windows.
Bungalow in Harrison charter Township
4.78 out of 5 average rating, 270 reviews

Lake views on the canal with boat dock

Cute and inviting bungalow ready for your relaxation located on lake st Clair! Enjoy lake views from the front yard. Back yard canal offers boat dock and great fishing. Large mouth and pike run through the canals , popular for daily ice finishing. House on the lake sits just south of Metro park, which offers a boat ramp so you can launch your boat and tie up at the cottage. Metro park offers great beaches, mini golf and pool with slide. Relax in the cottage on the lake for the perfect getaway.

Top guest favourite
Two yellow beach chairs are positioned on a sandy beach, facing a calm lake under a sunset sky. Two glasses sit on the sand between the chairs, with the warm colors of the sunset reflecting on the water's surface.
Guest house in Plympton-Wyoming
4.97 out of 5 average rating, 190 reviews

Unique Guesthouse on Lake Huron - Great Sunsets!

Private, self-contained, fully furnished, 2 bedroom guest house, overlooking Lake Huron, with access to a quiet, Community private sand beach, unbelievable sunsets, rated in the top 10 worldwide, by National Geographic. Ideal spot for quiet vacations or a romantic get-a-ways. Best suited for couples, small families, or someone looking to just “get away from it all"– a true hidden gem located in southwest Ontario. Beautiful gardens, winery's, golf courses close by - What are you waiting for?

Guest favourite
A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.
Cabin in Grosse Pointe Park
4.98 out of 5 average rating, 131 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

Top guest favourite
The upper flat of a bungalow is showcased, featuring a light blue exterior with multiple windows allowing natural light. A staircase leads to a private entrance, framed by neatly landscaped bushes and seasonal foliage. Leaves cover the ground, indicating autumn's presence.
Guest suite in New Baltimore
4.93 out of 5 average rating, 185 reviews

Anchor Bay Away!

Cozy Bungalow Upper Flat in Booming Downtown New Baltimore. 2 Bedrooms, Living Room, Full Kitchen and Bath. Just a block away from Washington St. with several Restaurants, Bars, Gift Shops, Ice Cream Parlors, and the New Baltimore Historical Museum. Waterfront Park with Clean, Sandy Beach, Picnic areas, Playscapes, Fishing Pier, and Public Boat Docking. Ideal for Fishermen coming to fish the GREAT Lake St. Clair Waterway! Can accommodate 2 Truck and Trailer rigs with A/C for charging too!

Guest favourite
A simple wooden table is paired with a matching bench, adorned with a floral arrangement in a clear vase. A textured orange runner drapes over the table. The walls feature artfully arranged woven baskets, and a large mirror enhances the sense of space.
Flat in Richmond
4.91 out of 5 average rating, 144 reviews

Richmond Reverie

Our historic apartment located in Central Downtown Richmond is a perfect stay for all occasions. Built in the 1800s this space has so much character and history. Decorated in retro vintage/ boho decor you’ll feel nostalgic and at peace while being here. The buildings downtown are beautiful and the view of Main Street will make you feel like your in a big city while still being in this quaint busy little town with so much to offer! Walking distance to bars, restaurants, and so many cute shops.

Top guest favourite
Home in Harrison Township
4.89 out of 5 average rating, 131 reviews

-The Lake house- Canal, Kayaks, Parking, Lake

New Photos for 2026! This canal-front home is the perfect setting for your ultimate lake experience ideal for fishing trips, boating weekends, and unforgettable family gatherings. Enjoy complimentary access to Lake St. Clair Metropark with your stay, including 3 passes valid for both vehicle and boat entry. With ample on-site parking for trucks and trailers, this property is perfectly suited for boating enthusiasts, anglers, and adventure seekers looking to make the most of Lake St. Clair.

Top guest favourite
A group of several alpacas stands in a snowy enclosure, surrounded by trees. Their soft, varied coats feature shades of white, brown, and black. Snow covers the ground, creating a serene winter scene, while a few alpacas appear to be playfully interacting with each other.
Guest suite in South Lyon
4.93 out of 5 average rating, 442 reviews

Rejuven Acres - The Suite

With 23 acres of country, this Suite is perfect for reflecting and relaxing. Space includes a separate bedroom/bath, a great room w/bunk beds, kitchenette & a breakfast room. Enjoy the view out the picture window of the farm fields and big sky, play foos ball, POOL IS OPEN June-Sept, visit the animals, rest by the pond. There are sitting areas all around to inspire & a perimeter path to walk. Bonus Experience of hand feeding alpacas! Located off a dirt road with a long driveway.

Guest favourite
Home in New Baltimore
4.86 out of 5 average rating, 118 reviews

Fishmen's Dream! Lake St Clair House! Boat Space!

Welcome to our serene retreat! Nestled in a peaceful neighborhood, our renovated space invites you to unwind and soak in the tranquility of your surroundings. Bring your boats! Formerly owned by a minister and forestry manager, this home exudes a sense of quiet contemplation and a connection to nature that you'll undoubtedly appreciate. From the moment you step inside, you'll be pleased by the tasteful and stylish design that reflects both the home's history and modern comfort.

Guest favourite
A charming cabin exterior is depicted, featuring a light blue facade and a pink door. Colorful chairs in yellow and blue are arranged on the porch, while a grill and a stone path complete the outdoor setting. Lush green grass surrounds the cabin.
Cottage in Algonac
4.87 out of 5 average rating, 130 reviews

Captain’s Quarters

A cozy unfussy cabin in downtown Algonac. Kitchenette with toaster oven and portable burner for counter. A perfect spot to get away and enjoy boat watching from the edge of the property. Situated on the north channel and St. Clair river enjoy the water views and directly across the street from the Algonac boardwalk. Only Airbnb in downtown district within walking distance to shopping and restaurants. Boat launch options very close. Parking on premises including boat.

Top guest favourite
Cabin in Merlin
4.96 out of 5 average rating, 131 reviews

𖦹 Chakra Shack 𖦹 Bunkie on Lake Erie

Welcome to the Chakra Shack. A quaint and simple camping getaway off highway 3 (15 minutes from Blenheim, Ontario) intended to allow you a moment to realign with nature, and disconnect from the rest. A small 100sq ft cabin & outhouse, situated on 4 acres of wooded property. You are steps away from a raised overview of lake erie. The sounds of the waves accompany you in immersing yourself in the present moment, and create a wholesome and charming camping experience.

Guest favourite
Home in Harrison Township
4.96 out of 5 average rating, 101 reviews

Cozy Canal Cottage - Minutes to Lake St. Clair

A vacation home on the canal of Lake St. Clair but still close to the city for a day of fun-filled adventures. Gather with friends and family to share memories in our cozy cottage. Imagine a morning cup of coffee dockside or an evening bonfire to end the night. The house is spacious and comfortable, with plenty to keep everyone entertained and high-speed internet for streaming! Whether you're looking for a fishing trip or a relaxing stay, we've got you covered.

Guest favourite
A hot tub is positioned on a wooden deck, surrounded by safety fencing and a blue canopy that offers shade. Soft blue lights are draped overhead, providing a gentle ambiance. In the background, a grassy area and quaint homes can be seen, creating a relaxed outdoor setting.
Home in Harrison Township
4.96 out of 5 average rating, 240 reviews

Lake St. Clair Boathouse

HOT TUB IS OPEN AND HOT YEAR ROUND! (YES EVEN WINTER!) Cozy canal home on beautiful Lake St. Clair! Keep your boats out of the elements in the huge covered boathouse (27' & 25') or on the 60 foot seawall (with electricity and water!). Park your trucks and trailers on site! Located just around the corner from Lake St. Clair Metro Park. Light a fire and relax in the BRAND NEW hot tub or dual rainfall shower after a long day of fishing!

Popular amenities for Chesterfield Township family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Chesterfield Township

  • Total holiday rentals

    Explore 20 holiday rentals in Chesterfield Township

  • Nightly prices starting at

    Chesterfield Township holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Chesterfield Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesterfield Township rentals

  • 4.8 Average rating

    Chesterfield Township stays are highly rated by guests – averaging 4.8 out of 5!