Chesterfield Holiday Rentals

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Our top choices for Chesterfield holiday rentals

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$370
includes taxes & fees
20 Jan - 21 Jan
Saint Clair River Two Bedroom apt private entrance New Construction
9.4 out of 10, Exceptional, (13 reviews)
"The stay was great! "
Canada
Dustin L.
The price is AU$219
includes taxes & fees
25 Jan - 26 Jan
Air-Conditioned Studio | Pool
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$405
includes taxes & fees
20 Jan - 21 Jan
The Harbor House - Entire 1st Floor Waterfront
9.8 out of 10, Exceptional, (13 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$477
includes taxes & fees
20 Jan - 21 Jan
SelfieBnb | Great for Content Creation & Selfies
9.6 out of 10, Exceptional, (25 reviews)
"Everything you need for a fishing cabin and more! Great location!"
United States
David F.
The price is AU$448
includes taxes & fees
1 Feb - 2 Feb
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
8.8 out of 10, Excellent, (5 reviews)
"stay was amazing hot tub beautiful touch and amazing location! "
United States
Ryan S.
The price is AU$417
includes taxes & fees
20 Jan - 21 Jan
Lighthouse Landing–Secluded Comfort in Marine City
9.8 out of 10, Exceptional, (25 reviews)
"It was the perfect location and we enjoyed they property very much"
United States
Tyler C.
The price is AU$390
includes taxes & fees
20 Jan - 21 Jan
Cozy- Stylish 2 bd with fenced in back yard w/ Firepit
8.0 out of 10, Very good, (1 review)
The price is AU$305
includes taxes & fees
25 Jan - 26 Jan
Equipped Suite | Free Breakfast, 24h Business Center + Seasonal Pool
10.0 out of 10, Exceptional, (9 reviews)
"The house was clean and comfortable with 3 nice bedrooms and a bug sectional sofa in the living room. The neighborhood was nice and conveniently located for us with plenty of local amenities. We had a great trip!"
United States
Stu G.
The price is AU$417
includes taxes & fees
20 Jan - 21 Jan
Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!
9.2 out of 10, Wonderful, (7 reviews)
"Nice stay "
United States
Amanda M.
The price is AU$512
includes taxes & fees
25 Jan - 26 Jan
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
10.0 out of 10, Exceptional, (2 reviews)
"We needed to book an emergency place to stay and this was close and met all our needs. The hosts checked in frequently and brought us blankets immediately when we were cold. The kitchen let us bake our holiday pie, the beds were comfortable, and the neighborhood was very quiet."
United States
H C.
2BDR Near Ferndale | A Cozy Stay in the Heart of Metro Detroit
10.0 out of 10, Exceptional, (8 reviews)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is AU$284
includes taxes & fees
20 Jan - 21 Jan
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
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$355
includes taxes & fees
26 Jan - 27 Jan
Modern Retreat in the Heart of Royal Oak
10.0 out of 10, Exceptional, (15 reviews)
"Just a quick stay for a medical appt but was really pleased and will stay again if in area!"
United States
Mitchell
The price is AU$351
includes taxes & fees
20 Jan - 21 Jan
Newly-built modern farmhouse condo available in Grosse Pointe Park!
10.0 out of 10, Exceptional, (1 review)
"It was fun"
United States
Michael D.
The price is AU$324
includes taxes & fees
20 Jan - 21 Jan
Charming and Spacious 3-bedroom House with WiFi, AC in nice Ferndale, MI
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$425
includes taxes & fees
20 Jan - 21 Jan
Fisherman's Cottage with lake access and dock private parking
2.0 star property
9.4 out of 10, Exceptional, (6 reviews)
"“We had such a wonderful stay! The property was exactly as described—clean, comfortable, and stocked with everything we needed. The location was convenient, and the host was very responsive and made the process so easy. We’d definitely stay here again!”"
United States
Lisa E.
The price is AU$441
includes taxes & fees
20 Jan - 21 Jan
Luxury Downtown Retreat - Prime Spot - Sleeps 6
10.0 out of 10, Exceptional, (1 review)
"Really lovely space. Walkable to everything. Host was very responsive when I had questions. "
United States
Paula D.
Lighthouse Loft– Chic Getaway in Marine City
10.0 out of 10, Exceptional, (2 reviews)
"Had a wonderful experience staying here. Conveniently located near Downtown and major shopping centers. Worth every penny. Would definitely stay again."
United States
Khaled A.
The price is AU$571
includes taxes & fees
20 Jan - 21 Jan
3 Bedroom Urban Retreat close to Downtown

Holiday Home in Sterling Heights

Luxury Modern House Amazing location
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"very clean and nice "
United States
lauren a.
The price is AU$493
includes taxes & fees
20 Jan - 21 Jan
Luxury Modern House Amazing location
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.
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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$120 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?

Alma gardens inn - Charming 2-bedroom house with fireplace: This holiday home rental outside of Chesterfield has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.