Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Affordable Suites of America Detroit-Warren

3.0 star property
7.4 out of 10, Good, (1267)
"It was ok"
The price is AU$133
includes taxes & fees
25 Nov - 26 Nov
Affordable Suites of America Detroit-Warren

Home in Royal Oak w/ pool & sauna & dream garage

9.6 out of 10, Exceptional, (14)
"We all had a really good time you may want to consider putting some kind of hand rail on the steps of the pool & unfortunately the house had a issue with animal urine "
Home in Royal Oak w/ pool & sauna & dream garage

Relaxing Waterfront Getaway with Hot Tub

9.2 out of 10, Wonderful, (32)
"My family and I loved our stay at this house. The home is beautiful and the location is stunning. The outdoor space is set up for entertaining, and we spent a lot of time by the fire and in the hot tub. I also really liked the decor of the home's interior, although there are a few spots that need repair (the ceiling is having some trouble at the junction between the kitchen and the living room). I only have a few criticisms: The stove and oven were not working properly. Neither came to...
Relaxing Waterfront Getaway with Hot Tub

Spacious Home| Pet Friendly| Ideal for Long Stays

9.8 out of 10, Exceptional, (16)
"I have stayed at this property 4 times now with groups of friends and enjoyed every time. And i will definitely be staying here again. Thank you to wonderful hosts!!"
The price is AU$319
includes taxes & fees
10 Dec - 11 Dec
Spacious Home| Pet Friendly| Ideal for Long Stays

Rays On The River- St. Clair River front! Open for 2025 Bookings!

10.0 out of 10, Exceptional, (9)
"Quaint, updated cottage on the water. "
Rays On The River- St. Clair River front! Open for 2025 Bookings!

The Harsens Island Retreat

9.4 out of 10, Exceptional, (3)
"We all had a much needed restful weekend,this house was perfect for! Thank you"
The Harsens Island Retreat

LARGE LOFT DOWNTOWN ROYAL OAK

10.0 out of 10, Exceptional, (79)
"This loft layout was ideal for my daughter celebrating her 17th birthday. Nice open floor plan and enough seating for her 11 guests. Didn’t get to use the deck because of the rain. "
The price is AU$619
includes taxes & fees
17 Dec - 18 Dec
LARGE LOFT DOWNTOWN ROYAL OAK

SelfieBnb | Great for Content Creation & Selfies

9.8 out of 10, Exceptional, (6)
"We had a wonderful time at the house for the bachelorette/bridal party! The hot water tank was fixed but not turned back on. The owners quickly resolved this while we were out for dinner. Great stay! "
The price is AU$334
includes taxes & fees
3 Dec - 4 Dec
SelfieBnb | Great for Content Creation & Selfies

private and spacious

10.0 out of 10, Exceptional, (62)
"It was a great location for us as we have relatives in the area. It was quiet, clean, and easy to find. We liked how close it was to Rochester Center and the restaurants. There was grocery shops nearby also. Barb was a lovely host!"
The price is AU$208
includes taxes & fees
23 Nov - 24 Nov
private and spacious

Air-Conditioned Studio | Pool

9.8 out of 10, Exceptional, (11)
"I was worried we would have trouble checking in but everything was smooth and easy! Continental breakfast and gorgeous rooms! "
Air-Conditioned Studio | Pool

*NEW*Peachtree/Royal Oak's Sweet Spot/King Bed

10.0 out of 10, Exceptional, (12)
"Clean fully stocked and comfortable "
*NEW*Peachtree/Royal Oak's Sweet Spot/King Bed

Spacious 3 BR Modern Home in Grosse Pointe Park

9.2 out of 10, Wonderful, (14)
"The location was ideal. Close to where we wanted to go yet set in a very quiet neighborhood. 30 minute ride to the airport. We enjoyed coming home at night to a cozy yet spacious home that provided every amenity we could think of."
Spacious 3 BR Modern Home in Grosse Pointe Park

Cozy villa mini hotel style <br>

10.0 out of 10, Exceptional, (12)
"While our first impression was 'this looks small.' The 6 of us staying there and the total 12 of us getting together for the weekend had a GREAT time! The firestation being next door was not an issue. While we were at the house the alarm went 6-8 times and we didn't hear it at night. Thank you Crystal for the accommodations."
Cozy villa mini hotel style <br>

Lakefront Shelby Twp Getaway w/ Swim Pond!

8.8 out of 10, Excellent, (5)
"The house was great. The kitchen had everything we needed, we practiced ping-pong in the basement, and the beds were comfortable. The swimming pond was the star of the stay, the water is nice and clean, there were many people from houses around it swimming and playing in the water. We greatly enjoyed it."
Lakefront Shelby Twp Getaway w/ Swim Pond!

New 1BD Apartment Near Ferndale

7.0 out of 10, Good, (4)
"Place was clean. Only thing I would recommend is getting a more comfortable bed (more importantly better pillows) and maybe a tension rod for the closet so we can hang clothes "
New 1BD Apartment Near Ferndale

"Bonfire's , Hot tub and Freighters "

9.8 out of 10, Exceptional, (104)
"The property was clean, comfortable and as described. We appreciated the smart TV's and the arcade and board games too. The cords with outlets and USB ports were very convenient throughout the space.The large living room TV and reclining sofas made for a great movie night. A few goodies were provided for us along with fixings for coffee. The large outdoor deck has plenty of seating space, a grill and my favorite, a hot tub (with towels provided). I enjoyed soaking while watching the freighters...
"Bonfire's , Hot tub and Freighters "

Large 5 Bedroom Home King Bed

8.6 out of 10, Excellent, (11)
"Property was clean but old and furnished with what looked like flea market finds. The neighborhood was not that great. We were there for a funeral and needed 2 bathrooms with teenagers. It was sufficient and we made do."
The price is AU$474
includes taxes & fees
3 Dec - 4 Dec
Large 5 Bedroom Home King Bed

Beautiful Contemporary 3200sq ft Lake Oasis w/ Amazing Views!

8.0 out of 10, Very good, (5)
"The property was beautiful and location perfect! Very spacious! My family and I really enjoyed our stay! No problems what so ever!"
Beautiful Contemporary 3200sq ft Lake Oasis w/ Amazing Views!

Graber's Lake Getaway- Clean and Beautiful! Great Work from home location!

10.0 out of 10, Exceptional, (46)
"It was very beautiful and an amazing stay!"
Graber's Lake Getaway- Clean and Beautiful! Great Work from home location!

Lake StClair lake front hot tub ,1boat well , fishing ,paddle boards, kayaks ,

9.4 out of 10, Exceptional, (12)
"Great place to stay .thank you scott "
The price is AU$437
includes taxes & fees
24 Nov - 25 Nov
Lake StClair lake front hot tub ,1boat well , fishing ,paddle boards, kayaks ,
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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Other types of properties in Chesterfield you may be interested in

Hampton Inn & Suites Detroit/Chesterfield Township

2.5 star property
8.6 out of 10, Excellent, (886)
"It was overall a very good experience. "
The price is AU$156
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Detroit/Chesterfield Township

Tru by Hilton Chesterfield Township Detroit

2.5 star property
8.4 out of 10, Very good, (163)
"Great option to stay. Clean, updated and modern. Would stay again without hesitation. "
The price is AU$132
includes taxes & fees
21 Dec - 22 Dec
Tru by Hilton Chesterfield Township Detroit

TownePlace Suites by Marriott Chesterfield

3.0 star property
9.4 out of 10, Exceptional, (109)
"Loved this location, it was a great stay, daily fresh breakfast, loved staying here. I'll will definitely stay here again if i return in a year for work. Highly recommended, had small kitchen. 👌 "
The price is AU$219
includes taxes & fees
17 Dec - 18 Dec
TownePlace Suites by Marriott Chesterfield
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Home in Royal Oak w/ pool & sauna & dream garage: This holiday home rental outside of Chesterfield offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a private garden and a selection of games so that you can immerse yourself in your holiday.

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 Ira Township Park. 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.