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
Cottage in New Baltimore
5 out of 5 average rating, 13 reviews

Anchor and Oar, New Baltimore

A quaint, historic, 2 story, bungalow with AC in Old Town. Nestled on a quiet tree lined street, Anchor and Oar is the perfect Airbnb for all things New Baltimore. We cater to families, weddings and fisherman. Walk to everything in 5 minutes. Rv/ Boat Parking along with street parking. The bedrooms upstairs are separated by a door for peace and quiet. The downstairs offers one sleeper sofa for additional quests and the enclosed sunporch gives the night owls a place to chill and be festive..

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 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, 122 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
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
Home in New Baltimore
5 out of 5 average rating, 23 reviews

Ice Fishing & Cozy Winter Stay – Balti Bay Loft

Escape to a cozy winter retreat in New Baltimore! This spacious home is perfect for visiting family or gathering with friends. The loft offers 2 beds, a futon, Smart TV, and games, plus 2 main-floor bedrooms and 2 full baths. Unwind after a day of shopping, dining, or winter events downtown. Enjoy nearby ice fishing 🎣, snowy waterfront views, and peaceful evenings indoors. Whether you’re here for winter recreation or a relaxing seasonal stay, this home is the perfect cold-weather getaway ❄️.

Top guest favourite
A two-story building is presented, featuring a distinctive orange-red roof and a stone facade. The entrance showcases large windows displaying various products. A bench is positioned nearby, and a balloon in the foreground adds a splash of color to the scene.
Flat in Marine City
4.92 out of 5 average rating, 295 reviews

On Broadway/with Balcony Riverview Apt. B

We have an eclectic decor,with a great balcony view of the St.Clair river. Just relax and watch the freighters and pleasure boats go by. If your looking for lunch or finer dining we are just blocks from Gars (with their famous 1# burgers) and brew; The Fish Company is walking distance with their new addition up stairs with expansive balcony, and oh did I mention they have great food. The Little Bar is just a small drive about 10 + block south of town with amazing dining and drinks. No pets

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
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
4.9 out of 5 average rating, 222 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.

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
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 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, 225 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

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