Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

Front of property
Affordable Suites of America Detroit-Warren
3.0 star property
7.4 out of 10, Good, (1182)
"Nice place to stay"
The price is CA $108
CA $116 total
includes taxes & fees
Jun 6 - Jun 7
Affordable Suites of America Detroit-Warren
Exterior
Home in Royal Oak w/ pool & sauna & dream garage
9.8 out of 10, Exceptional, (6)
"Peter went above and beyond to make our stay exceptional! House, garage, pool, and outside were all very clean and ready for our stay. It was an awesome time and would highly recommend!! Peter was an amazing host and his hospitality was top of the line! Thank you for the gift as well!! We will definitely be back!"
Home in Royal Oak w/ pool & sauna & dream garage
Property grounds
Relaxing Waterfront Getaway with Hot Tub
9.8 out of 10, Exceptional, (24)
"Very clean, has everything, hot tub was great!!!"
Relaxing Waterfront Getaway with Hot Tub
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Property grounds
LARGE LOFT DOWNTOWN ROYAL OAK
10.0 out of 10, Exceptional, (63)
"There was no works to describe my stay there… it gave me exactly what I was looking for in a LOFT type stay… will definitely stay again and property owner was amazing as well and got back to me in a timely manner"
The price is CA $312
CA $544 total
includes taxes & fees
Jun 10 - Jun 11
LARGE LOFT DOWNTOWN ROYAL OAK
Fridge, microwave, oven, stovetop
Rays On The River- St. Clair River front!
10.0 out of 10, Exceptional, (3)
"Great place, would definitely stay here again"
Rays On The River- St. Clair River front!
Property grounds
SelfieBnb | Great for Content Creation & Selfies
10.0 out of 10, Exceptional, (3)
"We stayed here for our Galentines gathering and it was perfect! The decor matched our theme perfectly. Cool place!"
The price is CA $135
CA $436 total
includes taxes & fees
May 29 - May 30
SelfieBnb | Great for Content Creation & Selfies
Private kitchen
Spacious Home| Pet Friendly| Ideal for Long Stays
9.8 out of 10, Exceptional, (7)
"Very clean and lovely house. Great safe neighborhood for dog (or person) walking. Great location near the highway for access to downtown Detroit and surrounding areas. My dog, especially, had a great time with the large yard, dog artwork, and all the toys."
The price is CA $135
CA $417 total
includes taxes & fees
Jun 10 - Jun 11
Spacious Home| Pet Friendly| Ideal for Long Stays
Exterior
Air-Conditioned Studio | Pool
9.8 out of 10, Exceptional, (7)
"My stay was great! It was nice and cozy! A tad smaller than I thought it would be but it was cool."
The price is CA $167
CA $211 total
includes taxes & fees
May 28 - May 29
Air-Conditioned Studio | Pool
Property grounds
The Harsens Island Retreat
The price is CA $656
CA $1,107 total
includes taxes & fees
May 28 - May 29
The Harsens Island Retreat
Living area
private and spacious
10.0 out of 10, Exceptional, (55)
"It was my home away from home. Quiet, warm, dark at night and peaceful drinking my morning coffee! Clean and comfortable!"
The price is CA $129
CA $165 total
includes taxes & fees
Jun 23 - Jun 24
private and spacious
Smart TV
Amazing Lake Front Property completely remodeled pet friendly
9.8 out of 10, Exceptional, (13)
"Very nice place, I was able to back boat right in to gravel spot and leave hooked up to truck. Only complaint was bunk bed needs new and better mattresses. 5 minutes from boat launch."
Amazing Lake Front Property completely remodeled pet friendly
3 bedrooms, desk, iron/ironing board, WiFi
*NEW*Peachtree/Royal Oak's Sweet Spot/King Bed
10.0 out of 10, Exceptional, (5)
"My brother and I went to Detroit for the NFL draft. This property was perfect for us. Close to downtown (20 minutes) with a quiet neighborhood feel. Owner was very responsive. Game room was very nice when we got back to the house. I would highly recommend."
The price is CA $195
CA $466 total
includes taxes & fees
May 28 - May 29
*NEW*Peachtree/Royal Oak's Sweet Spot/King Bed
Fridge, microwave, oven, stovetop
Spacious 3 BR Modern Home in Grosse Pointe Park
10.0 out of 10, Exceptional, (7)
"It was reallt pretty and looked just like the pictures."
Spacious 3 BR Modern Home in Grosse Pointe Park
Interior
"Bonfire's , Hot tub and Freighters "
10.0 out of 10, Exceptional, (95)
"Ty was a great host and was very responsive to questions. The property was wonderful! We had a great stay."
"Bonfire's , Hot tub and Freighters "
View from property
Spacious Lakefront Getaway with Swim Pond!
10.0 out of 10, Exceptional, (1)
"Nice quiet setting and neighborhood. Plenty to do on property and the surrounding area. Thank you!"
Spacious Lakefront Getaway with Swim Pond!
Property grounds
Cozy villa mini hotel style <br>
10.0 out of 10, Exceptional, (11)
"Nice place and clean"
Cozy villa mini hotel style <br>
Fridge, microwave, oven, stovetop
Around the World 4 BD/1.5 BA Home in Royal Oak
10.0 out of 10, Exceptional, (1)
"Will definitely come back. Just an easy place to visit all the museums, downtow Detroit and had such and great time. Highly recommend."
Around the World 4 BD/1.5 BA Home in Royal Oak
Property grounds
Stylish Luxury 3bd home in Downtown Birmingham
10.0 out of 10, Exceptional, (1)
"Nice home great setup great choice"
The price is CA $210
CA $506 total
includes taxes & fees
Jun 10 - Jun 11
Stylish Luxury 3bd home in Downtown Birmingham
5 bedrooms, iron/ironing board, WiFi
Large 5 Bedroom Home King Bed
8.4 out of 10, Very good, (7)
"We didn't spend a ton of time at the house but when we were there it was great. Everyone sleep Comfortably and it was nice having everything need to cook. Parking was tight but we did have three vehicles in the driveway."
The price is CA $135
CA $558 total
includes taxes & fees
Jun 10 - Jun 11
Large 5 Bedroom Home King Bed
Fridge, microwave, oven, stovetop
New 1BD Apartment Near Ferndale
10.0 out of 10, Exceptional, (1)
"Very cozy hide away. Just what i needed after fighting the crowds of rye NFL draft weekend. The apartment was clean and well appointed. My host answered quickly when i had a question. There was limited noise from other apartments and the location was perfect for transcersing from downtown. I went to Ferndale and found some fabulous places to eat. Would most deft stay here again."
New 1BD Apartment Near Ferndale
Don't see what you're looking for?
See all available properties in 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.

Other types of properties in Chesterfield you may be interested in

Indoor pool
Hampton Inn & Suites Detroit/Chesterfield Township
2.5 star property
8.6 out of 10, Excellent, (746)
"One of the cleanest hotel rooms i can remember staying. Staff was extremely friendly and accomodatimg."
The price is CA $144
CA $158 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Inn & Suites Detroit/Chesterfield Township
Reception
Tru by Hilton Chesterfield Township Detroit
2.5 star property
8.2 out of 10, Very good, (95)
"Breakfast could have been better. We missed having drawers and a closed closet."
The price is CA $144
CA $158 total
includes taxes & fees
Jun 11 - Jun 12
Tru by Hilton Chesterfield Township Detroit
Property amenity
TownePlace Suites by Marriott Chesterfield
3.0 star property
9.2 out of 10, Wonderful, (76)
"Very nice suite room at a good price. Convenient location to family I’m visiting."
The price is CA $183
CA $201 total
includes taxes & fees
Jun 16 - Jun 17
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesterfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Chesterfield?

Yes, we have vacation rentals near popular local attractions in Chesterfield, or you can select a secluded option if you want a relaxing place to stay. Our travelers 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 vacation rentals in Chesterfield?

Private and spacious : This vacation home rental outside of Chesterfield is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 larger area.

What’s a vacation rental in Chesterfield like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Chesterfield. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

Recent reviews of Chesterfield properties
Expedia verified reviews