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
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, 56 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 two-story cottage is depicted, nestled among lush trees and overlooking the water. Two balconies with railings offer outdoor seating. The lower level features a patio area with chairs and a dock, designed for easy access to the water. The exterior showcases a light purple facade.
Cottage in Harrison charter Township
4.84 out of 5 average rating, 200 reviews

Cottage on the Clinton "Fisherman's Paradise"

The Cottage on the Clinton offers a 4 bedroom, 2 full size bathrooms, with a total of 6 beds, perfect for sleeping up to 8 guests! You will be greeted with plenty of natural sunlight overlooking the Clinton River in the backyard. With an open floor plan it’s easy for you and your group to spend time together, while also finding quiet moments to yourself. This is the perfect setting for your next fishing trip, family vacation, a corporate retreat, or getaway for friends and family gathering.

Top guest favourite
Guest suite in New Baltimore
4.93 out of 5 average rating, 178 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 modern entertainment center is positioned against a wall, featuring a sleek electric fireplace beneath a television. The fireplace emits a cool blue glow while colorful visuals on the TV create an inviting ambiance. The unit includes two glass-paneled cabinets for storage.
Flat in Richmond
4.9 out of 5 average rating, 135 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
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!

Top guest favourite
A wooden deck extends over the canal, featuring a shaded seating area with a table and chairs. Two colorful kayaks rest beside the deck. A gas and charcoal grill stands ready for use, while green grass frames the outdoor space, offering a tranquil view of the surrounding area.
Home in Harrison Township
4.99 out of 5 average rating, 105 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.

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 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, 84 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!

Top guest favourite
Home in Mount Clemens
5 out of 5 average rating, 45 reviews

Arcade | Riverfront Stay | Optional Private Chef!

💫Cozy & Comfy Getaway! ✨ 2 Bed, 2 Bath + Bonus Pull-Out Couch Welcome to your home away from home! Whether you're here for a weekend adventure or a week of relaxation, our cheerful and comfy getaway is just the spot. With plenty of room to spread out, it's perfect for families, friends, or anyone who loves a little extra space.

Top guest favourite
A welcoming entrance is framed by a stone pathway leading to a two-story townhome. Lush greenery and autumn leaves are visibly present, with soft lighting illuminating the entryway and surrounding landscaping. The front porch features inviting seating and large windows, enhancing the home's architectural charm.
Townhouse in Woodbridge
4.98 out of 5 average rating, 128 reviews

Neighborhood Beauty: artful & cozy

Welcome to our historic 2 story townhome. The home is filled with warm and original architectural details: brick, wood and lighting. The home is styled with with unique collectables and appointed with comfortable bedding and linens. The sum of the parts is a comfortable, cozy and stylish retreat. Enjoy!

Popular amenities for Chesterfield holiday rentals

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