
Holiday rentals in Chesterfield
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Top-rated holiday rentals in Chesterfield
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Historic Corktown Loft at Old Tiger Stadium
A spacious 3 story walk-up loft - a crash pad designed with raw Detroit bones and filled in Eldorado finds. This historic 1870s brick flat iron building sits at the corner of Old Tiger Stadium in the heart of Corktown, Detroit's Oldest Neighborhood. You're steps away from acclaimed restaurants, shops, cafes, speakeasies, breweries & distilleries & 1/2 mile to downtown. Exposed walls & ceiling beams, Moroccan rugs, 1970s weavings and mid century furniture make it a chic oasis in a bustling city.

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.

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!

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.

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.

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.

-The Lake house- Canal, Kayaks, Parking, Lake
New Photos for 2026! This canal-front home is the perfect setting for your ultimate lake experience ideal for fishing trips, boating weekends, and unforgettable family gatherings. Enjoy complimentary access to Lake St. Clair Metropark with your stay, including 3 passes valid for both vehicle and boat entry. With ample on-site parking for trucks and trailers, this property is perfectly suited for boating enthusiasts, anglers, and adventure seekers looking to make the most of Lake St. Clair.

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.

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.

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.

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 🌺.

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
Other great holiday rentals in Chesterfield

Pet Friendly / Gated Backyard / Game room/ Hot Tub

Lucky 8’s Lakehouse Pet, Boat & Trailer Friendly

Key West Cottage

Clinton River Boathouse

Harts Landing II

Cozy Cottage House

The Loft on Franklin in Detroit

Marsh Manor
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Chicago Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Little Caesars Arena
- Ford Field
- Comerica Park
- Detroit Zoo
- Motown Museum
- Alpine Valley Ski Resort
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Kensington Metropark
- Hollywood Casino at Greektown
- Great Lakes Crossing Outlets
- Huntington Place
- Canatara Park Beach
- The Heidelberg Project
- Lake St. Clair Metropark
- Pine Knob Music Theatre
- Masonic Temple
- Renaissance Center
- Wayne State University
- Hart Plaza
- Henry Ford Museum of American Innovation
- Detroit Historical Museum




