Family-friendly holiday rentals in Chesterfield Township

Anchor and Oar, New Baltimore

A quaint, historic, 2 story, bungalow with AC in Old Town. Nestled on a quiet tree lined street, Anchor and Oar is the perfect Airbnb for all things New Baltimore. We cater to families, weddings and fisherman. Walk to everything in 5 minutes. Rv/ Boat Parking along with street parking. The bedrooms upstairs are separated by a door for peace and quiet. The downstairs offers one sleeper sofa for additional quests and the enclosed sunporch gives the night owls a place to chill and be festive..

Indoor spaces · Family · Cleanliness

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.

Family · Indoor spaces · Air conditioning

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.

Indoor spaces · Family · Parking

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!

Indoor spaces · Kitchen · Value

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.

Family · Indoor spaces · Access

Lake Saint Clair Cottage House

Relax and recharge at this quaint, newly updated 2-bedroom, 2-bathroom cottage nestled on a peaceful canal with direct access to Lake St. Clair. Whether you're here to fish, boat, or just unwind, this cozy retreat has everything you need. Direct access to Lake St. Clair is perfect for world-class fishing & boating. Covered porch for morning coffee or evening wine. Peaceful, quiet neighborhood. Fully stocked kitchen, 2 comfy living spaces Just minutes from shopping, dining, and freeway access.

Family · Indoor spaces · Value

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.

Indoor spaces · Kitchen · Nearby

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.

Indoor spaces · Kitchen · Barbecue

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.

Family · Kitchen · Quiet

Canal Cottage with boat dockage, kayaks & views

Discover our exceptional 3-bed, 2-bath vacation home, offering cozy comfort and convenience. Less than a 10-minute boat ride from some of the best fishing spots on Lake St. Clair, it boasts great views overlooking a flowing canal and nature preserve where birds, swans and muskrats live. With proximity to Harsens Island, Muscamoot Bay, local bars and restaurants, it’s a lake lover’s paradise. Perfect for fishing trips and family gatherings while creating cherished memories.

Family · Kitchen · Checkout

Chakra Shack ǐ 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.

Kitchen · Family · View

Cozy Canal Cottage - Minutes to Lake St. Clair

A vacation home on the canal of Lake St. Clair but still close to the city for a day of fun-filled adventures. Gather with friends and family to share memories in our cozy cottage. Imagine a morning cup of coffee dockside or an evening bonfire to end the night. The house is spacious and comfortable, with plenty to keep everyone entertained and high-speed internet for streaming! Whether you're looking for a fishing trip or a relaxing stay, we've got you covered.

Kitchen · Indoor spaces · Check-in