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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Top 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, 123 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
4.96 out of 5 average rating, 228 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
A well-maintained single-story home is set on a grassy lawn, framed by trees and bushes. The structure features a symmetrical design with large windows reflecting natural light. A clear blue sky completes the serene outdoor scene, enhancing the home's inviting presence.
Home in Milford Charter Township
4.95 out of 5 average rating, 364 reviews

Luxury Home - Indoor Pool - Fabulous Location

Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

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, 180 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!

Top 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, 142 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
Aerial view of a vibrant waterfront community along the St. Clair River, showcasing lush greenery, residential areas, and the shoreline. Various buildings are visible, interspersed with trees and open spaces, creating a harmonious blend of nature and urban life.
Home in Marine City
4.97 out of 5 average rating, 194 reviews

The Harbor House - Entire 1st Floor Waterfront

Located along the St. Clair River at the apex of nostalgic Broadway and Marine City’s Nautical Mile sits Harbor House. In the morning, enjoy the sunrise over the river while the ships pass. Later, head out your door and explore the many antique shops on Broadway or visit the various Parks, Shops and Restaurants along the river. Have kids? we are situated conveniently between the City Beach and Harbor Park. When the day is done, sit around the fire pit on the water and recap your great day.

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
4.97 out of 5 average rating, 158 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, 231 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
A cozy cottage is nestled among vibrant autumn trees, with colors of orange and red visible in the leaves. A wooden deck extends from the cabin, and a fire pit surrounded by logs sits nearby, offering a tranquil outdoor space near the pond.
Farm stay in Tupperville
4.94 out of 5 average rating, 303 reviews

Private Wilson's Cottage in the Woods

This charming PRIVATE cottage in the woods is all yours with WiFi, propane heat, fridge, cook top, microwave, large toaster oven, BBQ, basic cooking supplies, AC, no water inside cabin but tap outside, water cooler, 2 futons sleeps 4 on a beautiful pond. Perfect for romantic retreat, or a group of friends nature getaway.There is NO washroom at the cottage.The washroom facilities are in the tackroom in the barn and the ONLY shared space. It's a lovely camp like setting enjoyable year-round.

Guest favourite
A hand-built cabin made of logs is situated beside a tranquil lake. The structure features a green gabled roof and a porch overlooking the water, while trees provide a natural backdrop. The reflection of the cabin is visible on the calm lake surface.
Cabin in Lapeer
4.87 out of 5 average rating, 264 reviews

Lake Luna Metamora

WHAT IS LAKE LUNA CABIN.... Our cabin was hand built with Oak logs from the property and Yellow Pine logs from Montana and Wyoming. Go fishing, swimming, hiking, canoeing (bring your own), exploring Enjoy watching deer, turkey, pheasants and nesting bald eagles. Hoses too! Plenty of frogs to catch (and release) and turtles to view. You will also find nesting Eastern Bluebirds around the property. Ducks and gees of all types visit the property. Enjoy the water fountain as well!

Guest favourite
Home in New Baltimore
4.85 out of 5 average rating, 110 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, 126 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.

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 £44 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!