
Holiday rentals in Chesterfield
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Top-rated holiday rentals in Chesterfield
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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..

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.

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

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in Chesterfield

Tranquil and cozy room for female travelers

Easy Living | Clean Room, Great Location

Gold Room: Study/work-ready, pvt rm in central hub

Fishermen's Dream

EastOak Private Room in House - Diane

Budget Bliss|CleanTwin Bd in Peaceful Neighborhood

Simple Basement room in house

Elegant Master Bed Room ready for move in.
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Detroit Holiday rentals
- Ford Field
- Little Caesars Arena
- Comerica Park
- Detroit Zoo
- Motown Museum
- Alpine Valley Ski Resort
- Oakland Hills Country Club
- Eastern Market
- Forest Lake Country Club
- The Heidelberg Project
- University of Windsor
- Masonic Temple
- Canatara Park Beach
- Huntington Place
- Kensington Metropark
- Pine Knob Music Theatre
- Henry Ford Museum of American Innovation
- Lake St. Clair Metropark
- Renaissance Center
- Hollywood Casino at Greektown
- Great Lakes Crossing Outlets
- Detroit Historical Museum
- Majestic Theater
- Dequindre Cut




