Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.98 out of 5 average rating, 57 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

Top guest favourite
A two-story cottage is depicted, nestled among lush trees and overlooking the water. Two balconies with railings offer outdoor seating. The lower level features a patio area with chairs and a dock, designed for easy access to the water. The exterior showcases a light purple facade.
Cottage in Harrison charter Township
4.84 out of 5 average rating, 200 reviews

Cottage on the Clinton "Fisherman's Paradise"

The Cottage on the Clinton offers a 4 bedroom, 2 full size bathrooms, with a total of 6 beds, perfect for sleeping up to 8 guests! You will be greeted with plenty of natural sunlight overlooking the Clinton River in the backyard. With an open floor plan it’s easy for you and your group to spend time together, while also finding quiet moments to yourself. This is the perfect setting for your next fishing trip, family vacation, a corporate retreat, or getaway for friends and family gathering.

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
4.9 out of 5 average rating, 136 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, 156 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
The living room features a comfortable sofa adorned with decorative pillows and a light rug. A flat-screen TV is mounted on the wall across from a neatly arranged kitchen with modern appliances and cabinetry. Large windows allow natural light to fill the space.
Flat in Mount Clemens
4.98 out of 5 average rating, 42 reviews

New! Luxury 1BR Flat near Downtown Mount Clemens

Discover beautiful, historic Mount Clemens! This 1BR 1Bath flat is located in a quiet residential neighborhood just minutes from downtown. Downtown offers various attractions including restaurants, bars, boutique shops and more! The flat sits on a tree lined street, with a big backyard and plenty of parking. Guests will enjoy the superb location and convenience of being near I94 expressway and major businesses. This flat offers a long list of amenities for short term or extended stays!

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, 26 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
4.86 out of 5 average rating, 109 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 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
4.87 out of 5 average rating, 39 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.

Guest favourite
A deck area features white patio furniture, including a sofa and two armchairs, facing a tranquil sunset over the water. The warm colors of the sky reflect on the calm surface, with marsh grass visible in the foreground.
Home in Clay Township
4.9 out of 5 average rating, 96 reviews

Lucky 8's Lakehouse by Odessa and Eric Schmidt

Cozy 2-bedroom, 1-bath lakefront cottage on Anchor Bay, sleeps 4. Fully renovated with a fully stocked kitchen, new appliances, flooring, cabinets, and TVs. Enjoy stunning sunsets from the deck, dock your boat at the 40' seawall, or use the kayak and fishing gear provided. Perfect for fishing, boating, or relaxing, this charming cottage offers the ideal Lake St. Clair getaway with comfort and waterfront views.

Top guest favourite
A red farmhouse with a gabled roof is viewed from the front. The porch features a railing and steps leading to the entrance, surrounded by well-kept grass and flower beds. Clear blue skies create a bright backdrop for the charming exterior.
Home in New Baltimore
4.98 out of 5 average rating, 84 reviews

Vintage Farmhouse

Keep it simple at this centrally-located place, 2 miles from downtown New Baltimore, with several restaurants, gift shops, ice cream parlors, waterfront park with clean, sandy beach, picnic areas, playscapes, fishing pier, and public boat docking. Come enjoy this small town! Close to multiple golf courses, and it is ideal for fishermen coming to fish the GREAT Lake St. Clair Waterway!

Popular amenities for Chesterfield holiday rentals

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