Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Cozy 2-bedroom condo with WiFi, AC in peaceful New Baltimore

New Baltimore
6.8 out of 10, (3)
"Overall it was a great experience. Very close to all the shopping areas and I-94. Check in was easy. If you are a light sleeper this may not be the place for you. You hear when ever neighbor opens their garage door in the morning. "
United States
Nicholas O.
The price is AU$230
includes taxes & fees
6 Dec - 7 Dec
Cozy 2-bedroom condo with WiFi, AC in peaceful New Baltimore

Saint Clair River Two Bedroom apt private entrance New Construction

Clay Towship
9.8 out of 10, Exceptional, (21)
"Good location, smooth check in. We enjoyed our stay."
United States
Gregory W.
The price is AU$378
includes taxes & fees
6 Dec - 7 Dec
Saint Clair River Two Bedroom apt private entrance New Construction

This property offers a clean and comfortable modern vibe with updated furniture and decorations

2.0 star property
Berkley
10.0 out of 10, Exceptional, (3)
The price is AU$339
includes taxes & fees
14 Dec - 15 Dec
This property offers a clean and comfortable modern vibe with updated furniture and decorations

Modern 1BD Apartment Near Ferndale

Hazel Park
9.0 out of 10, Wonderful, (4)
"Anyone booking this unit needs to know a few things: Although it was modernized, it is not a great long term stay option. (12 nights)We had to ask for the check in info 3 times before we got a canned response with the codes. It also had a few requirements (where trash goes).We arrived and used the toilet once and found it backed up, there was no plunger available. We also noted there were three towels, 2 small, 1 large for 2 adults staying 12 nights. We asked for more, no response. Our first...
United States
Rene P.
The price is AU$271
includes taxes & fees
10 Dec - 11 Dec
Modern 1BD Apartment Near Ferndale

Fisherman's Cottage with lake access and dock private parking

Clay Township
8.4 out of 10, Very good, (5)
"Excellent location and had everything we needed for our fishing vacation. "
United States
Anthony
The price is AU$440
includes taxes & fees
8 Dec - 9 Dec
Fisherman's Cottage with lake access and dock private parking

Alma gardens inn - Charming 2-bedroom house with fireplace

Detroit
6.0 out of 10, (2)
"The host was very friendly and responsive, and the accommodations were clean. "
United States
Cloey C.
The price is AU$212
includes taxes & fees
6 Dec - 7 Dec
Alma gardens inn - Charming 2-bedroom house with fireplace

The Harbor House - Entire 1st Floor Waterfront

Marine City
10.0 out of 10, Exceptional, (35)
"Beautiful house. Immaculate. "
United States
Michelle
The price is AU$403
includes taxes & fees
7 Dec - 8 Dec
The Harbor House - Entire 1st Floor Waterfront

Algonac's Riverview Retreat

Algonac
9.2 out of 10, Wonderful, (12)
"Great place. Tight parking."
United States
Robert S.
The price is AU$317
includes taxes & fees
22 Dec - 23 Dec
Algonac's Riverview Retreat

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Clinton township
10.0 out of 10, Exceptional, (8)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is AU$289
includes taxes & fees
6 Dec - 7 Dec
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!

New Baltimore
9.6 out of 10, Exceptional, (5)
"This was a great spot on the lake with a cozy fireplace. Great if your hunting in local area and also want to get some fishing in."
United States
Paula
The price is AU$354
includes taxes & fees
6 Dec - 7 Dec
Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!

Charming old farmhouse, spacious 2-bedroom on 2+ acres

Bruce Township
9.2 out of 10, Wonderful, (9)
"We had such an amazing stay! Everything was very well organized and clean. We couldn’t have picked a better place to stay for our trip. We can’t wait to come and stay again!"
United States
Summer H.
The price is AU$445
includes taxes & fees
8 Dec - 9 Dec
Charming old farmhouse, spacious 2-bedroom on 2+ acres

Air-Conditioned Studio | Pool

Utica
9.4 out of 10, Exceptional, (13)
"The stay was great! "
Canada
Dustin L.
The price is AU$230
includes taxes & fees
7 Dec - 8 Dec
Air-Conditioned Studio | Pool

Affordable Suites of America Detroit-Warren

3.0 star property
Warren
7.4 out of 10, Good, (1380)
"It was a good experience "
United States
Rapheal
The price is AU$122
includes taxes & fees
7 Dec - 8 Dec
Affordable Suites of America Detroit-Warren

Lighthouse Loft– Chic Getaway in Marine City

Marine City
10.0 out of 10, Exceptional, (1)
"Really lovely space. Walkable to everything. Host was very responsive when I had questions. "
United States
Paula D.
The price is AU$525
includes taxes & fees
7 Dec - 8 Dec
Lighthouse Loft– Chic Getaway in Marine City

The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room

Clinton Township
9.2 out of 10, Wonderful, (7)
"Nice stay "
United States
Amanda M.
The price is AU$471
includes taxes & fees
7 Dec - 8 Dec
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room

Modern Retreat in the Heart of Royal Oak

Royal Oak
10.0 out of 10, Exceptional, (1)
"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$374
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Retreat in the Heart of Royal Oak

Family Home with plenty of parking and long stay friendly. Fenced in Yard.

Clinton Township
10.0 out of 10, Exceptional, (2)
"He brought out snacks for us, was a really friendly welcoming. Nice and clean house"
United States
Raina H.
The price is AU$547
includes taxes & fees
7 Dec - 8 Dec
Family Home with plenty of parking and long stay friendly. Fenced in Yard.

Luxury Downtown Retreat - Prime Spot - Sleeps 6

2.0 star property
Royal Oak
9.4 out of 10, Exceptional, (6)
"“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$425
includes taxes & fees
7 Dec - 8 Dec
Luxury Downtown Retreat - Prime Spot - Sleeps 6

private and spacious

rochester hills
10.0 out of 10, Exceptional, (82)
"we just want to tell you that was the best place we could’ve possibly imagined staying. Our entire trip was great. We loved to Rochester and had a great time. Great hospitality and we will definitely keep this place on our list. "
United States
Clare M.
The price is AU$226
includes taxes & fees
6 Dec - 7 Dec
private and spacious

Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!

Madison Heights
10.0 out of 10, Exceptional, (7)
"Only stayed one night to go to a concert. The location is great, it was clean and the host was responsive and helpful."
United States
Thomas J.
The price is AU$441
includes taxes & fees
7 Dec - 8 Dec
Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!
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$122 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 a Smart TV 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.