Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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Guest favourite
The exterior of the bungalow features a spacious patio area with a tile surface, furnished with a glass-top table and four cushioned chairs. Light blue accents on the doors and windows complement the beige siding, while a fenced yard provides privacy. Nearby houses can be seen in the background.
Bungalow in Harrison charter Township
4.78 out of 5 average rating, 269 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.

Guest favourite
An outdoor seating area features two lounge chairs positioned beside a round fire pit. The space is surrounded by gravel and plants, with a wooden privacy screen in the background. Soft lighting is hung overhead, creating a relaxed ambiance.
Cabin in Jefferson Chalmers
4.98 out of 5 average rating, 129 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.

Guest favourite
Flat in Richmond
4.91 out of 5 average rating, 143 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, 17 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
Guest house in Ira Township
4.98 out of 5 average rating, 162 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 inviting indoor pool area features a curvy saltwater pool beside a stone fireplace. High wooden ceilings create a spacious feel, while comfortable seating invites relaxation. Large glass doors provide access to the outdoor space, enhancing the connection between indoor comfort and outdoor leisure.
Home in Shelby Township
4.9 out of 5 average rating, 233 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
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, 130 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.

Guest favourite
A bright living area features an electric fireplace flanked by windows offering views of the tranquil outdoor space. Comfortable seating includes a dark sectional sofa and a stylish blue chair. Light-colored walls and wood flooring contribute to an airy atmosphere.
Home in Harrison Township
4.91 out of 5 average rating, 32 reviews

Charming Canal Front Retreat Perfect Relaxation

Welcome to your perfect lakeside getaway! This spacious 2-bedroom, 1.5-bathroom home offers the ideal blend of comfort and adventure. Canal Access & Private Dock: Step right outside and experience serene water views and easy access for boating or fishing. Located right on the water, this home offers stunning views and a tranquil setting while being close to local attractions. Here for a weekend escape or a longer stay, you'll find everything you need for a memorable and relaxing retreat.

Guest favourite
Home in Harrison Township
5 out of 5 average rating, 7 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
4.86 out of 5 average rating, 114 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 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, 8 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.

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, 240 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 holiday rentals

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