Chesterfield Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chesterfield holiday rentals

8.4 out of 10, Very good, (5 reviews)
"Excellent location and had everything we needed for our fishing vacation. "
United States
Anthony
The price is AU$394
includes taxes & fees
15 Mar - 16 Mar
Fisherman's Cottage with lake access and dock private parking
10.0 out of 10, Exceptional, (3 reviews)
"This property is perfect for a one week stay. Everything was convenient and the area was very nice. Property manager checked in to make sure everything was going ok. I would definitely stay here again!"
United States
Todd T.
The price is AU$304
includes taxes & fees
8 Mar - 9 Mar
New! Luxury 1BR Flat near Downtown Mount Clemens
10.0 out of 10, Exceptional, (1 review)
The price is AU$298
includes taxes & fees
8 Mar - 9 Mar
Pet-Friendly 1BR Flat with Dog Park & King Bed

Apartment in Algonac

Algonac's Riverview Retreat
9.2 out of 10, Wonderful, (12 reviews)
"Great place. Tight parking."
United States
Robert S.
The price is AU$341
includes taxes & fees
7 Mar - 8 Mar
Algonac's Riverview Retreat
9.8 out of 10, Exceptional, (9 reviews)
"Great place to stay on the lake! Loved it. Highly recommended!"
United States
Christian B.
The price is AU$356
includes taxes & fees
7 Mar - 8 Mar
Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!
10.0 out of 10, Exceptional, (1 review)
"The place was amazing and so comfortable! Loved the airiness feeling. The neighbor hood was family friendly and quiet. The host was amazing and super helpful. Place was super clean and had everything we needed...our dogs loved the fenced backyard...being able to roam freely. Check in and check out was super easy...lots of shopping and eateries up the street. Will definitely book here again! A"
United States
Angie G.
The price is AU$352
includes taxes & fees
10 Mar - 11 Mar
Modern Retreat in the Heart of Royal Oak

Holiday Home in rochester hills

private and spacious
10.0 out of 10, Exceptional, (86 reviews)
"Delightful host. Great place to stay!"
Canada
Graham
The price is AU$211
includes taxes & fees
9 Mar - 10 Mar
private and spacious
10.0 out of 10, Exceptional, (35 reviews)
"This was our second stay. Love the coziness and accessibility to the boat launch, restaurants, beach area. Will stay again soon."
United States
David S.
The price is AU$394
includes taxes & fees
30 Mar - 31 Mar
The Harbor House - Entire 1st Floor Waterfront
9.6 out of 10, Exceptional, (14 reviews)
"Great little house with spacious rooms!"
United States
Laura L.
The price is AU$414
includes taxes & fees
10 Mar - 11 Mar
Charming old farmhouse, spacious 2-bedroom on 2+ acres
10.0 out of 10, Exceptional, (1 review)
The price is AU$489
includes taxes & fees
8 Mar - 9 Mar
Charming 3BR home w/ yard and fireplace in Troy
9.8 out of 10, Exceptional, (14 reviews)
"The host was friendly and helpful during our stay as a bachelorette party! The rooms were super fun to take photos in and were very clean. Great location and easy parking."
United States
Autumn S.
The price is AU$428
includes taxes & fees
30 Mar - 31 Mar
SelfieBnb | Great for Content Creation & Selfies
10.0 out of 10, Exceptional, (9 reviews)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is AU$268
includes taxes & fees
9 Mar - 10 Mar
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Condo in Detroit

Evanston BnB
3.0 star property
8.0 out of 10, Very good, (14 reviews)
"Place was amazing , stay was great exactly like picture "
United States
Diamond
The price is AU$212
includes taxes & fees
9 Mar - 10 Mar
Evanston BnB
9.2 out of 10, Wonderful, (28 reviews)
"Nice accommodation "
United States
Amanda Y.
The price is AU$493
includes taxes & fees
13 Mar - 14 Mar
Spacious Home| Pet Friendly| Ideal for Long Stays
9.4 out of 10, Exceptional, (13 reviews)
"The stay was great! "
Canada
Dustin L.
The price is AU$197
includes taxes & fees
10 Mar - 11 Mar
Air-Conditioned Studio | Pool
8.0 out of 10, Very good, (4 reviews)
"Stay was amazing would definitely book again "
United States
nyc'kollette j.
The price is AU$491
includes taxes & fees
13 Mar - 14 Mar
Stunting Sunburst Peaceful Palace Spacious 5-bedroom house in Center Line, MI.
The price is AU$295
includes taxes & fees
9 Mar - 10 Mar
Cozy & Quiet Studio Flat in Historic Mount Clemens
9.8 out of 10, Exceptional, (14 reviews)
"Perfect Stay "
United States
Marquise E.
The price is AU$470
includes taxes & fees
7 Mar - 8 Mar
Cozy 3 bedroom family friendly home just a few blocks from downtown Ferndale.
9.8 out of 10, Exceptional, (21 reviews)
"Good location, smooth check in. We enjoyed our stay."
United States
Gregory W.
The price is AU$374
includes taxes & fees
5 Apr - 6 Apr
Saint Clair River Two Bedroom apt private entrance New Construction
The price is AU$298
includes taxes & fees
9 Mar - 10 Mar
Freshly Remodeled Bright Basement Studio | Clean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Everything you need to know about Chesterfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as AU$110 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chesterfield?

Yes, there are holiday rentals close to the most popular sights in Chesterfield, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of restaurants. Make sure you have time to check out the shopping and entertainment choices during your trip.

What are some of the best holiday rentals that Chesterfield has to offer?

Full home, 420 friendly: This holiday home rental outside of Chesterfield is equipped with a selection of games, air conditioning and WiFi to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Chesterfield?

Explore the area and family-friendly sights such as C.J. Barrymore's, or get out into nature at a spot like Metro Beach. Sycamore Hills Golf Club and Emerald Theatre are a couple of places you'll find in the wider area.

What’s a holiday rental in Chesterfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.