Family-friendly holiday rentals in Chesterfield Township

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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 two-story cottage is depicted, nestled among lush trees and overlooking the water. Two balconies with railings offer outdoor seating. The lower level features a patio area with chairs and a dock, designed for easy access to the water. The exterior showcases a light purple facade.
Cottage in Harrison charter Township
4.84 out of 5 average rating, 200 reviews

Cottage on the Clinton "Fisherman's Paradise"

The Cottage on the Clinton offers a 4 bedroom, 2 full size bathrooms, with a total of 6 beds, perfect for sleeping up to 8 guests! You will be greeted with plenty of natural sunlight overlooking the Clinton River in the backyard. With an open floor plan it’s easy for you and your group to spend time together, while also finding quiet moments to yourself. This is the perfect setting for your next fishing trip, family vacation, a corporate retreat, or getaway for friends and family gathering.

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, 176 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.
Apartment in Richmond
4.9 out of 5 average rating, 131 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.
Guesthouse in Ira Township
4.97 out of 5 average rating, 154 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 spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.
Cottage in Lakeshore
4.94 out of 5 average rating, 158 reviews

Waterfront Luxurious Cottage in Lakeshore, Ontario

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

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, 296 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 boat is docked along the seawall, nestled in calm waters surrounded by lush green grass. The sky transitions to soft shades of pink and blue, creating a serene backdrop to the waterfront scene.
Home in New Baltimore
4.86 out of 5 average rating, 107 reviews

Lake St Clair House! Canal Boat Space/Double Lot

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 private dock extends over calm water, featuring a dining table with umbrellas and colorful chairs. A kayak rests nearby, and the cozy lodge is visible in the background, complemented by a landscaped yard and outdoor seating area.
Home in Harrison Township
4.99 out of 5 average rating, 104 reviews

Lake St. Clair Lodge

Nestled between two beautiful canals, you’ll enjoy the private dock with direct access to Lake St. Clair in an updated air conditioned space. Close to public boat launches, dock your boat here and be the first on the lake for some of the best freshwater fishing in the country. If fishing isn’t your thing, enjoy the Metro Park right next door or kayak down the quiet canal to the lake for a peaceful afternoon. No matter what, you’ll leave this waterfront lodge feeling refreshed.

Top Guest favourite
A spacious common area is shown with a large wooden dining table surrounded by chairs. A comfortable brown sofa is positioned nearby, complemented by a cozy throw. White cabinetry lines the wall, and a bed can be seen, enhancing the multifunctional space.
Barn in Harrison Township
4.98 out of 5 average rating, 103 reviews

Spirit Haven Nurture your spirit

We are located on the end of a quiet road surrounded by 155 acres of woods, marsh and wildlife; it is a serene and idyllic space for rejuvenation, healing and connection. The land has been repeatedly identified as Sacred Grounds, a space of ancestral heritage used for centuries for celebrations of gratitude and honoring life of all forms. As such the property embodies high spiritual energy, including the existence of several vortices.

Top Guest favourite
A modern lake house is surrounded by lush greenery and trees, showcasing an expansive deck overlooking the water. A landscaped area features various plants and rocks, enhancing the natural setting. The structure blends harmoniously with the serene environment.
Guest suite in Village of Clarkston
4.97 out of 5 average rating, 757 reviews

Private Lake House Suite

Very nice private suite in lake house on col de sac at private lake in our home. If you like peace and quiet in nature setting this is it. Property is on a hillside, so guests are required to use steps and slanted walkways. We live above the suite and would like to share this beautiful place with you. Parking: please park on the street right in front of our house. Don't turn around in the neighbor's driveway across the street.

Top Guest favourite
An open concept living space is shown, featuring a kitchen with white cabinetry and a breakfast bar with two metal stools. Natural light fills the adjacent living area with a comfortable couch and modern decor. Neutral tones enhance the inviting atmosphere throughout.
Apartment in Royal Oak
4.95 out of 5 average rating, 139 reviews

Lykke House - 5min Walk to DTRO

Enjoy your visit to Royal Oak in our peaceful and centrally-located place; just a short 5 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Long stays as well as short stays are welcome! Our place is tucked into a quiet, safe, walkable neighborhood close to many parks, Royal Oak Music Theater, Beaumont Hospital, Detroit Zoo, Downtown Detroit and multiple freeways.

Superhost
A cozy living area features a gray sofa adorned with two decorative pillows. Two upholstered ottomans provide additional seating. A small side table holds a lamp and decorative items. A sliding door and a mirror add depth to the room, which is anchored by a soft gray rug.
Bungalow in Marine City
4.83 out of 5 average rating, 107 reviews

The Bungalow on Broadway - NEW OWNER, SAME CHARM!

The Bungalow on Broadway - a totally renovated, adorable house just steps up from the sidewalk. Sit on the covered front porch and watch the world go by. Just a few short blocks from the St. Clair River. Watch the freighters, go shopping, see a live performance play at our theatre, eat at a variety of restaurants, explore our five waterfront parks or enjoy a day at the beach! Walk to everything Marine City has to offer!

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 $83 NZD 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

  • Wi-Fi availability

    30 of Chesterfield Township holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chesterfield Township rentals

  • 4.9 Average rating

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