
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.

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!

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.

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

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.

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.

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.

Bluecoast Bunkie on stunning Lake Huron.
Find Bluecoast Bunkie nestled in the trees on a cliff overlooking Lake Huron. Fall asleep to the sound of the waves lapping on the shores and wake up to the choir of birds singing while enjoying a cup of artisan coffee or tea on your private deck. Take a stroll down long stretches of shoreline, seldom visited by others. Lounge on the private beach or beside the indoor salt water pool. Finish the day on the lookout while witnessing the most spectacular sunsets this world has to offer.

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.

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.

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.

Lakeshore Hidden Oasis (heated pool / jacuzzi)
Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

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.
Popular amenities for Chesterfield Township family-friendly rentals
Family-friendly home rentals with a hot tub

Relax at Bridgewood Farms I Hot Tub & Wine Country

Erie's Edge lakefront, Point Pelee, Hillman Marsh

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Lakeside escape: Hot tub, fireplace&local wineries

Spacious Farmhouse with Breakfast - Ella's Place

MOD Mid Century 1964 A-frame with game room

Perfect hideaway with a hot tub and a fireplace

The Woods Narrin Farms | Hot Tub | Horses | Hiking
Family- and pet-friendly home rentals

The Kayak House on Buckhorn Lake

Waterfront Tiny Home + Dock

Bonfires and freighters!

Lewis Farm Retreat

Caroline Cottage

Kate's Canalside Cottage: A 3 BR slice of heaven!

Waterside Lakehouse - Lake Erie & EPIC Wineries

Luxury Home - Indoor Pool - Fabulous Location
Family-friendly home rentals with a pool

Cowbarn Cabin

Waterfront Luxurious Cottage in Lakeshore, Ontario

Woodland Retreat with Pool, Sauna & Event Space

Little Country Charmer

♥️ of 👑 🌳 Entire 2BR House!

Private Pool & Hot Tub Suite!

Midtown Gem – Walkable & Bright Hotel Style Unit

The Ambassador Estate Inn
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 £38 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with lake access Chesterfield Township
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- Ford Field
- Little Caesars Arena
- Comerica Park
- Detroit Zoo
- Motown Museum
- Alpine Valley Ski Resort
- Oakland Hills Country Club
- Forest Lake Country Club
- University of Windsor
- Kensington Metropark
- Fox Theatre
- Huntington Place
- Great Lakes Crossing Outlets
- Canatara Park Beach
- Hollywood Casino at Greektown
- The Heidelberg Project
- Pine Knob Music Theatre
- Masonic Temple
- Renaissance Center
- Lake St. Clair Metropark
- Wayne State University
- Hart Plaza
- Henry Ford Museum of American Innovation
- Dequindre Cut




