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
The vintage farmhouse is showcased from the side, revealing a welcoming stone chimney and expansive deck that wraps around a sunroom. Lush greenery surrounds the property, enhancing its serene setting, with a separate outbuilding visible on the left.
Farm stay in Attica
4.95 out of 5 average rating, 131 reviews

Lewis Farm Retreat

We love our 100+ year old farm and want to share our family gem with you. This charming, vintage farmhouse has a private, in-ground heated pool with a slide, pagoda w/ outside seating, hammocks, stone front porch, sun room/art nook, a barn, horses, cats, and a neighbor dog that might come say hi. Our farm is ideal for artists/musicians, it's equipped with supplies, art, and instruments. Camp/hike the picturesque 80 acres of rolling hills, forests, meadows, and wetlands. SECOND BATHROOM ADDED!

Top guest favourite
A spacious wooden dock is equipped with multiple reclining chairs, providing a relaxing space by the canal. Lush greenery frames the view, and boats can be seen moored along the waterway, enhancing the serene lakeside atmosphere.
Home in Harrison Township
4.88 out of 5 average rating, 122 reviews

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

New pics ! This stylish canal home is the perfect stage for your lake experience. Great for fishing trips, and family gatherings! Check us out and give us a Follow on Insta @Harrisonslakehouse.airbnb -Free access to local metro park with reservation - -Lots of parking for truck and trailer on site - For boating, fishing enthusiasts, or adventure seekers, your stay at the lake house includes 3 complimentary passes for Lake St. Clair Metropolitan Park, valid for both vehicle and boat access

Top 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, 221 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, 179 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, 138 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, 189 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
A two-story building is presented, featuring a distinctive orange-red roof and a stone facade. The entrance showcases large windows displaying various products. A bench is positioned nearby, and a balloon in the foreground adds a splash of color to the scene.
Flat in Marine City
4.92 out of 5 average rating, 295 reviews

On Broadway/with Balcony Riverview Apt. B

We have an eclectic decor,with a great balcony view of the St.Clair river. Just relax and watch the freighters and pleasure boats go by. If your looking for lunch or finer dining we are just blocks from Gars (with their famous 1# burgers) and brew; The Fish Company is walking distance with their new addition up stairs with expansive balcony, and oh did I mention they have great food. The Little Bar is just a small drive about 10 + block south of town with amazing dining and drinks. No pets

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, 156 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
A well-equipped kitchen features light blue cabinetry, a large window providing natural light, and modern stainless-steel appliances. A gas stove is positioned beside a stylish backsplash, while a sleek sink and countertop offer ample workspace. A garbage bin is discreetly located nearby.
Cottage in Plympton-Wyoming
4.9 out of 5 average rating, 124 reviews

Camlachie Beach House

Nestled along the beautiful shores of Lake Huron, our cozy four-season home offers the perfect family getaway any time of year. Whether you’re planning a relaxing escape with loved ones or a peaceful couple’s retreat, this is the spot to unwind & reconnect. Enjoy quiet strolls to small private beaches just steps away or take a short drive to explore the sandy shores of Ipperwash, the Pinery & Grand Bend. Make unforgettable memories in one of Ontario’s most scenic lakeside destinations!

Top guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.
Home in East Riverside
4.99 out of 5 average rating, 125 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Guest favourite
Home in New Baltimore
4.86 out of 5 average rating, 109 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 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, 226 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 30 holiday rentals in Chesterfield Township

  • Nightly prices starting at

    Chesterfield Township holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 950 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Chesterfield Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesterfield Township rentals

  • 4.9 Average rating

    Chesterfield Township stays are highly rated by guests – averaging 4.9 out of 5!