Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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Guest favourite
A family room features a stone fireplace with fishing rods displayed on the wall. Two rattan chairs and a set of small tables are arranged on a textured rug, while a flat-screen TV is mounted above the fireplace. The space is well-lit by natural light from side windows.
Bungalow in Harrison charter Township
4.78 out of 5 average rating, 266 reviews

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.

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, 121 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.

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!

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, 141 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
A covered porch area features comfortable seating with cushions, arranged around a modern table. A dark storage unit sits centrally, while a peaceful canal view is visible beyond the sturdy railing. Lush green grass and a well-manicured lawn complement the surrounding landscape.
Home in New Baltimore
5 out of 5 average rating, 15 reviews

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.

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
Home in Harrison Township
4.88 out of 5 average rating, 125 reviews

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

New Photos for 2026! This canal-front home is the perfect setting for your ultimate lake experience ideal for fishing trips, boating weekends, and unforgettable family gatherings. Enjoy complimentary access to Lake St. Clair Metropark with your stay, including 3 passes valid for both vehicle and boat entry. With ample on-site parking for trucks and trailers, this property is perfectly suited for boating enthusiasts, anglers, and adventure seekers looking to make the most of Lake St. Clair.

Superhost
Home in Harrison Township
5 out of 5 average rating, 3 reviews

Waterfront Escape w/ Private Dock + Sunset Views

Escape to your private waterfront retreat just minutes from Lake St. Clair. Sip coffee on the dock, fish at sunset, and unwind in a peaceful setting designed for relaxation. Perfect for couples or small families, this cozy getaway offers direct water access, a private dock, and a clean, modern interior. ✔ Private dock for fishing or boating ✔ Peaceful waterfront views ✔ Cozy, stylish space ✔ Minutes to Lake St. Clair ✔ Easy self check-in Book your stay and enjoy lake life at its best.

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.

Top 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, 106 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.

Guest favourite
A serene outdoor area features a well-maintained lawn with neatly arranged stone pavers. A small dock is visible along the water, where boats are moored. The horizon showcases a calm lake under a partly cloudy sky, providing a peaceful retreat.
Home in New Baltimore
5 out of 5 average rating, 7 reviews

The Buoy Bungalow

Welcome to your perfect lakeside getaway! Nestled directly on the shores of Lake St. Clair, our cozy yet spacious cabin offers stunning water views, peaceful surroundings, and everything you need for a memorable stay. Whether you're fishing, paddling, swimming, or just soaking in the lake breeze, this cabin offers the perfect blend of comfort and nature. Enjoy long days on the water and peaceful nights by the fire. Book your stay and experience lakeside living at its finest.

Popular amenities for Chesterfield holiday rentals

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  2. United States
  3. Michigan
  4. Macomb County
  5. Chesterfield