Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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Top guest favourite
The exterior of a newly remodeled ranch-style home is featured, showcasing a well-maintained lawn and a paved walkway leading to the entrance. A large garage door is visible, with multiple windows enhancing the front façade. The property is surrounded by trees and open space.
Home in Clinton Township
4.97 out of 5 average rating, 74 reviews

Amazing Home - Newly Remodeled

Beautiful, newly remodeled home features 3 bedrooms, 2 Full baths, sunroom, and full laundry room. Fishermen welcome! Home sits 6 Miles from Lake St. Clair. Property features a Side Lot to accommodate Bass Fishing Boats during your stay. Very close to McLaren Macomb Hospital. Great for Traveling Nurses / Medical Staff. Long Term Stays can be arranged as needed. 2 Night Minimum 6 Person MAX occupancy NOTE: Please read ALL house rules (including additional rules) prior to requesting to book

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 Grosse Pointe Park
4.99 out of 5 average rating, 159 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
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, 158 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
4.97 out of 5 average rating, 30 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.

Guest favourite
Home in New Baltimore
4.85 out of 5 average rating, 125 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
Home in Harrison Township
4.95 out of 5 average rating, 109 reviews

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.

Guest favourite
A newly installed hot tub is positioned in the outdoor space, surrounded by green grass. Bright blue chairs are arranged nearby, facing the water view. A dock and boats are visible in the background, creating a serene waterfront setting.
Home in Harrison Township
4.92 out of 5 average rating, 38 reviews

Lakefront Fisherman's Paradise

Enjoy this newly renovated home on Lake St Clair with a view and access to the bay outside of Metro Park. Plenty of room to park trucks and trailers on the property. Canal and 80 feet of Seawall behind the home with unobstructed access to Lake St Clair. Home has about 1200 sq feet of private living space, host comes and goes often and sometimes stays in the private unit upstairs (has separate entrance). Relax in the brand new hot tub after a long day of fishing.

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, 132 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.

Guest favourite
A spacious living room is highlighted by a comfortable gray sofa facing a television. A stone fireplace serves as a focal point, adorned with mounted deer heads. Natural light enters from a window covered with blinds, and two lamps add warm illumination to the room.
Home in New Baltimore
4.84 out of 5 average rating, 50 reviews

The Honeycomb Hideout

Make yourself at home with the whole family at this unmatched hideaway. Prime location within walking distance of Brandenberg Park's boat launch and amenities, including a great pickleball court! Only minutes from downtown New Baltimore and Chesterfield shopping. Come to put your feet up for fishing and golf? This is the STR for you! Themed rooms to suit every age and taste. Military friendly for those stationed at Selfridge ANGB.

Superhost
Home in Mount Clemens
4.81 out of 5 average rating, 21 reviews

Mt Clemens Luxury

Kick back and relax in this calm, stylish space. Property is completely remodeled with high end design. Offers 3 bedrooms, 1 bathroom, a full kitchen with island, large living room, fenced in yard, and washer/dryer. Close to McLaren Macomb Hospital, Henry Ford Macomb Hospital for families needing a close place for treatment. Also just minutes away from Lake St.Clair for families needing a getaway.

Top guest favourite
A graceful swan glides across calm waters, leaving ripples in its wake. The reflection of the swan can be seen on the surface, enhancing the serene ambiance of the canal. Wooden dock planks are visible in the foreground, leading towards the water.
Tiny home in New Baltimore
4.95 out of 5 average rating, 103 reviews

Waterfront Tiny Home + Dock

Fall Special! Book a 3 night stay w/ 20% off through the end of October. Welcome to our 360 sq ft renovated tiny home on the canals of Lake St. Clair, MI. The backyard features a fire pit, BBQ grill, and guests can bring boats up to 24ft long and dock them right out back. Bring an extension cord to plug into the back of home to charge batteries. Home also offers trailer and vehicle parking.

Top guest favourite
Home in Harrison Township
4.89 out of 5 average rating, 142 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. 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.

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