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, 12 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 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, 176 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!

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, 131 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.

Guest favourite
Flat in Mount Clemens
5 out of 5 average rating, 18 reviews

NEW! Comfy 1 Bedroom Flat | Hollywood Suites

Immerse yourself in the historic charm of Mount Clemens with a stay in our 1BR 1Bath apartment, situated just minutes from the downtown district. Business travelers will appreciate the close proximity to major employers and the i94 expressway. Perfect for short & extended stays, it comes fully equipped with everything you need for a comfortable and convenient visit: ✔ Comfy Queen Bed ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Onsite Laundry ✔ Free Parking ✔ Dishwasher

Guest favourite
A boat is docked along the seawall, nestled in calm waters surrounded by lush green grass. The sky transitions to soft shades of pink and blue, creating a serene backdrop to the waterfront scene.
Home in New Baltimore
4.86 out of 5 average rating, 107 reviews

Lake St Clair House! Canal Boat Space/Double Lot

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 private dock extends over calm water, featuring a dining table with umbrellas and colorful chairs. A kayak rests nearby, and the cozy lodge is visible in the background, complemented by a landscaped yard and outdoor seating area.
Home in Harrison Township
4.99 out of 5 average rating, 102 reviews

Lake St. Clair Lodge

Nestled between two beautiful canals, you’ll enjoy the private dock with direct access to Lake St. Clair in an updated air conditioned space. Close to public boat launches, dock your boat here and be the first on the lake for some of the best freshwater fishing in the country. If fishing isn’t your thing, enjoy the Metro Park right next door or kayak down the quiet canal to the lake for a peaceful afternoon. No matter what, you’ll leave this waterfront lodge feeling refreshed.

Top guest favourite
A vibrant sunset paints the sky, viewed from a wrap-around deck with seating, overlooking a serene canal and nature preserve. Inside, a living room features large glass windows, a cozy sofa, and a TV. The modern kitchen offers ample cabinetry and sleek appliances.
Cottage in Clay Township
4.97 out of 5 average rating, 86 reviews

Canal Cottage with boat dockage, kayaks & views

Discover our exceptional 3-bed, 2-bath vacation home, offering cozy comfort and convenience. Less than a 10-minute boat ride from some of the best fishing spots on Lake St. Clair, it boasts great views overlooking a flowing canal and nature preserve where birds, swans and muskrats live. With proximity to Harsens Island, Muscamoot Bay, local bars and restaurants, it’s a lake lover’s paradise. Perfect for fishing trips and family gatherings while creating cherished memories.

Top 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, 38 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
4.89 out of 5 average rating, 95 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 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, 93 reviews

Fall Special! 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
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, 83 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

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