Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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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, 123 reviews

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

New pics ! This stylish canal home is the perfect stage for your lake experience. Great for fishing trips, and family gatherings! Check us out and give us a Follow on Insta @Harrisonslakehouse.airbnb -Free access to local metro park with reservation - -Lots of parking for truck and trailer on site - For boating, fishing enthusiasts, or adventure seekers, your stay at the lake house includes 3 complimentary passes for Lake St. Clair Metropolitan Park, valid for both vehicle and boat access

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 Grosse Pointe Park
4.98 out of 5 average rating, 112 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, 179 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!

Top 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, 138 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
Aerial view of a vibrant waterfront community along the St. Clair River, showcasing lush greenery, residential areas, and the shoreline. Various buildings are visible, interspersed with trees and open spaces, creating a harmonious blend of nature and urban life.
Home in Marine City
4.97 out of 5 average rating, 189 reviews

The Harbor House - Entire 1st Floor Waterfront

Located along the St. Clair River at the apex of nostalgic Broadway and Marine City’s Nautical Mile sits Harbor House. In the morning, enjoy the sunrise over the river while the ships pass. Later, head out your door and explore the many antique shops on Broadway or visit the various Parks, Shops and Restaurants along the river. Have kids? we are situated conveniently between the City Beach and Harbor Park. When the day is done, sit around the fire pit on the water and recap your great day.

Top guest favourite
A cozy outdoor seating area features four comfortable chairs surrounding a fire pit, set among lush greenery. A vintage camper stands near a contemporary structure with large glass doors, revealing an indoor hammock and colorful rugs inside.
Home in Holly
4.97 out of 5 average rating, 144 reviews

Private 6 Acres with Hot Tub & Fire pit

Boho/Industrial romantic getaway - 2 levels, 6 wooded acres. Indoor hammock & 2 garage screened doors opening to the outside(seasonal) Open plan sleeping spaces w/queen bed & 2 futons upstairs. Outdoor fire pit, hot tub, 2 bicycles. Vintage 1973 Trillium camper@ extra $50/day w/cabin rental only. Antiques, restaurants, Mt. Holly Ski Resort, Pine Knob Concert & Ski/Snowboard Resort, wedding venues, Heather Highlands Golf & Holly Oaks Park all minutes away. Angel wings photo op mural.

Guest favourite
A stylish living area features a light grey interior with large windows providing ample natural light. A modern electric fireplace is centered beneath the wall-mounted TV, complemented by a cozy chaise lounge and a bright blue accent chair, creating a welcoming and comfortable space.
Home in Harrison Township
5 out of 5 average rating, 27 reviews

Charming Canal Front Retreat Perfect Relaxation

Welcome to your perfect lakeside getaway! This spacious 3-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 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 spacious living area features hardwood floors and exposed brick walls, accented by original timber beams. A glass coffee table sits at the center, surrounded by a white sectional sofa adorned with colorful throw pillows. Soft natural light filters through large windows, enhancing the inviting space.
Loft in Eastern Market
4.94 out of 5 average rating, 134 reviews

Eastern Market Luxury Lofts-All Amenities Included

Two luxury lofts located in Detroit’s Eastern Market District, are just minutes away from Comerica Park, Ford Field, the Detroit Music Hall, Detroit Opera House, the River Front and amazing bars and restaurants. The Market is home to more than 150 vendors, showcasing locally sourced goods. Make your stay complete with a visit to this unparalleled fixture of our storied city and treat yourself to fresh flowers, produce, coffee, honey and anything else you could ever want.

Top guest favourite
A charming A-frame cabin is nestled among bare trees, with snow-covered ground and a wooden deck extending outwards. The cabin's peaked roof and large windows reflect the bright blue sky, while subtle landscaping includes small bushes at the forefront.
Home in Groveland Township
4.9 out of 5 average rating, 514 reviews

Horses|Hot Tub|Fire Pit|Hiking|Tiny Home

*Private hot tub *Dog friendly *Family friendly *Outdoor fire pit *Horses, donkeys, cows, sheep, pigs and chickens *Explore 56 acres of farm and woodland *Lake access for fishing and kayaking This is one of 4 homes at Narrin Farms. A tiny house, with a big experience. Perfect for one to two guests. Enjoy the "Up North" feel while being only an hour from Detroit and Frankenmuth, 20-30 minutes from hot spots in Clarkston, Holly, Lake Orion, Metamora, etc

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, 226 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!

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, 106 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.

Popular amenities for Chesterfield holiday rentals

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