Chesterfield Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Chesterfield

Affordable Suites of America Detroit-Warren

3.0 star property
7.4 out of 10, Good, (1276)
"Room space was very nice "
The price is AU$125
includes taxes & fees
26 Jan - 27 Jan
Affordable Suites of America Detroit-Warren

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

9.6 out of 10, Exceptional, (15)
"The home was amazing! They have everything I needed especially when it comes to the kitchen with food seasoning, cooking utensils n supplies and cleaning supplies. Very roomy n clean"
Home in Royal Oak w/ pool & sauna & dream garage

LARGE LOFT DOWNTOWN ROYAL OAK

10.0 out of 10, Exceptional, (81)
"Everything was great. Host was very responsive"
The price is AU$644
includes taxes & fees
27 Jan - 28 Jan
LARGE LOFT DOWNTOWN ROYAL OAK

Relaxing Waterfront Getaway with Hot Tub

9.2 out of 10, Wonderful, (33)
"It had everything we needed. House was nice and the hot tub was my favorite. Christine was also nice."
Relaxing Waterfront Getaway with Hot Tub

Spacious Home| Pet Friendly| Ideal for Long Stays

9.8 out of 10, Exceptional, (19)
"I have stayed at this property many times and I keep coming back because of the home and the owners. If there is a problem, which is extremely rare, they get it taken care of immediately. Great communication with the owners, easy check in, flexible with times. I will of course return to this house again. "
The price is AU$457
includes taxes & fees
27 Jan - 28 Jan
Spacious Home| Pet Friendly| Ideal for Long Stays

Rays On The River: Cozy Riverfront Home with Modern Amenities: Perfect for All Seasons

10.0 out of 10, Exceptional, (10)
"Beautiful view of the water and lots of extra accommodations to make your stay feel like home. The cozy fire upon arrival was a nice touch. "
Rays On The River: Cozy Riverfront Home with Modern Amenities: Perfect for All Seasons

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

SelfieBnb | Great for Content Creation & Selfies

9.8 out of 10, Exceptional, (8)
"This house was very beautiful and large enough to accommodate my big family. We came all the way from Georgia to be with family in Michigan for the holidays. If I ever come into town again, I’ll definitely be looking to see if the house is available before anything else. "
The price is AU$511
includes taxes & fees
19 Jan - 20 Jan
SelfieBnb | Great for Content Creation & Selfies

private and spacious

10.0 out of 10, Exceptional, (63)
"This is our second stay here. It really meets our needs as a comfortable, conveniently located home to meet our lodging needs."
The price is AU$231
includes taxes & fees
21 Jan - 22 Jan
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! "
The price is AU$205
includes taxes & fees
31 Jan - 1 Feb
Air-Conditioned Studio | Pool

Spacious 3 BR Modern Home in Grosse Pointe Park

9.4 out of 10, Exceptional, (16)
"The house is great! Three bedrooms (1 king bed and 2 Queen beds), 2.5 bathrooms, a movie room, a play room (billiards and foosball) and an exercise room. It literally had everything we needed for our holiday stay with adults and kids.Alex is a wonderful host, very kind, polite and extremely responsive, answering all of my questions quickly. The house is in a great location, close to everything we needed. I will definitely be staying here again when we visit Grosse Pointe in the future. Very...
Spacious 3 BR Modern Home in Grosse Pointe Park

Peachtree/Royal Oak's Sweet Spot/King Bed

10.0 out of 10, Exceptional, (13)
"Lovely house. Beautiful bathroom with hotel quality amenities - soap, shampoo, blow dryer... Comfortable beds and well outfitted kitchen. Worked very well for our family of four. The only drawback is the location on a busy road so there is some traffic noise but that wasn't a problem for us. And if you need lunch or dinner, try take out from the Woodpile BBQ Shack! Delicious"
Peachtree/Royal Oak's Sweet Spot/King Bed

Cozy villa mini hotel style <br>

10.0 out of 10, Exceptional, (14)
"Property was very accommodating. Lots of parking and room for all 8 family members. Better accommodations than expected. However don't use the change machine 1 will get you 50 cents. Seriously, it got me twice. But over grat stay under last minute circumstances to house family members attending a funeral. Thks"
Cozy villa mini hotel style <br>

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

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!

Large 5 Bedroom Home King Bed

8.8 out of 10, Excellent, (15)
"The communication with the host was excellent. The home was very comfortable and we enjoyed the stay. "
The price is AU$623
includes taxes & fees
27 Jan - 28 Jan
Large 5 Bedroom Home King Bed

"Bonfire's , Hot tub and Freighters "

9.8 out of 10, Exceptional, (106)
"We almost exclusively use vrbo when we travel. The view from this property alone made this one of the best properties we’ve stayed at. The owner was attentive and accommodating. We can’t say enough good about this house. "
"Bonfire's , Hot tub and Freighters "

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!

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

9.4 out of 10, Exceptional, (15)
"Traveling for a holiday party we needed a place to stay and the house was perfect with some amazing lake vibes. The fireplace was very comforting and a sunrise jacuzzi made for some stunning views. I would recommend!"
The price is AU$545
includes taxes & fees
21 Jan - 22 Jan
Lake StClair lake front hot tub ,1boat well , fishing ,paddle boards, kayaks ,

Charming Rustic Modern House Near Detroit Zoo

9.8 out of 10, Exceptional, (68)
"Family and friends gathered back home in MI for a couple different family functions over the weekend. The house was perfect, as pictured but larger than expected with a wonderful amount of space. House was clean and kitchen and laundry were well stocked. Colby is a great host, with clear check in instructions and was easily accessible for questions. The backyard was also a pleasant space to hang out day and night. I would only have 2 recommendations; more hangers in the guest rooms and the rug...
The price is AU$798
includes taxes & fees
20 Jan - 21 Jan
Charming Rustic Modern House Near Detroit Zoo
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.
Don't see what you're looking for?
See all available properties in Chesterfield
Save an average of 15% on thousands of hotels when you're signed in

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, (906)
"Our family celebrated Christmas there. The hotel was very pleasant! Every employee we talked to were Very friendly. Hotel was very clean. Will definitely be returning "
The price is AU$148
includes taxes & fees
29 Jan - 30 Jan
Hampton Inn & Suites Detroit/Chesterfield Township

Tru by Hilton Chesterfield Township Detroit

2.5 star property
8.4 out of 10, Very good, (175)
"I honestly have no complaints . The hotel was so clean , our room was up scale for the price . The staff was friendly , check in was very easy"
The price is AU$134
includes taxes & fees
27 Jan - 28 Jan
Tru by Hilton Chesterfield Township Detroit

Holiday Inn Express & Suites Chesterfield, an IHG Hotel

2.5 star property
8.0 out of 10, Very good, (480)
"The hotel was clean, staff, very friendly. Some remodeling needs to be done, especially in the bathroom."
The price is AU$136
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Express & Suites Chesterfield, an IHG Hotel
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.

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.