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, 269 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.

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 Jefferson Chalmers
4.98 out of 5 average rating, 129 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.

Guest favourite
The exterior of the A-frame house is framed by lush trees, featuring a welcoming front porch and a distinct triangular roof. Inside, a spacious living area showcases large, open spaces with comfortable seating and a lofted balcony that overlooks the lower level, offering a bright and airy atmosphere.
Home in White Lake charter Township
4.95 out of 5 average rating, 234 reviews

MOD Mid Century 1964 A-frame with game room

1964 Mid Century A-Frame - romantic getaway. Short walk to lake, large wooded lot, outdoor fire pit, dining, BBQ grill, hot tub & bikes. Large bathroom w/ jacuzzi tub, open floor plan w/ large kitchen & living area w/ electric fireplace. Two upstairs bedrooms. Master has queen sized bed, work space & balcony. Front bedroom w/2 futons & overlooks the living room. Basement game room w/ sauna, pool table, foosball, shuffleboard, Jenga & laundry. Close to shopping, golf, ski resort, cider mill.

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, 143 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
An open dining area features a wooden table set for eight, complemented by comfortable chairs in light and dark tones. Natural light fills the space, highlighting the hardwood floors and surrounding seating areas. The kitchen bar with high stools provides additional seating options.
Guest house in Ira Township
4.98 out of 5 average rating, 162 reviews

Historic 1907

This is a historic place that was born out of a fire in 1906 and rebuilt in 1907 as the dry goods store. The open floor plan is 1400 feet of room to relax and there is even more to explore in this water front neighborhood. Boaters and fishermen love this place. There are several bars and restaurants within walking distance even more within a short drive. There are multiple public boat access points within minutes. We also have plenty of parking space for your vehicles, boats and trailers.

Guest favourite
An indoor pool area features a large saltwater swimming pool with an attached hot tub. Modern lighting illuminates the high wood-paneled ceiling, while a double-sided fireplace offers warmth. Stylish seating options are arranged nearby, creating an inviting space for relaxation and enjoyment.
Home in Shelby Township
4.9 out of 5 average rating, 233 reviews

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

Top guest favourite
Home in Harrison Township
4.88 out of 5 average rating, 130 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.

Guest favourite
Home in New Baltimore
4.86 out of 5 average rating, 114 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, 130 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
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 $77 SGD 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!