Holiday houses 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, 11 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, 58 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
The spacious kitchen features light-colored cabinetry with modern appliances and a large island at the center. Eight black x-back chairs are arranged around the island, complemented by a decorative centerpiece of glass jars. Natural light fills the space, highlighting the sleek countertops.
Home in Harrison Township
4.88 out of 5 average rating, 125 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, 118 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, 180 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.
Apartment in Richmond
4.91 out of 5 average rating, 140 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.
Guesthouse in Ira Township
4.97 out of 5 average rating, 157 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.

Superhost
Home in Harrison Township
5 out of 5 average rating, 3 reviews

Waterfront Escape w/ Private Dock + Sunset Views

Escape to your private waterfront retreat just minutes from Lake St. Clair. Sip coffee on the dock, fish at sunset, and unwind in a peaceful setting designed for relaxation. Perfect for couples or small families, this cozy getaway offers direct water access, a private dock, and a clean, modern interior. ✔ Private dock for fishing or boating ✔ Peaceful waterfront views ✔ Cozy, stylish space ✔ Minutes to Lake St. Clair ✔ Easy self check-in Book your stay and enjoy lake life at its best.

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 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, 106 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
Home in New Baltimore
5 out of 5 average rating, 23 reviews

Fresh Spring Getaway at Balti Bay Loft near beach

Escape to a cozy spring 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 spring events downtown. Enjoy nearby fishing 🎣, waterfront views, and peaceful evenings. Whether you’re here for spring recreation or a relaxing getaway, this home is the perfect is a great space 🌺.

Popular amenities for Chesterfield holiday rentals

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