Chesterfield Vacation Rentals

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Check prices for these dates

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Sep 30 - Oct 1
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Oct 1 - Oct 2
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Vacation Rentals in Chesterfield

Affordable Suites of America Detroit-Warren
Front of property

Affordable Suites of America Detroit-Warren

3.0 star property
7.4 out of 10, Good, (1361)
"Horrible "
The price is ￥10,966
￥11,953 total
includes taxes & fees
Oct 1 - Oct 2
Affordable Suites of America Detroit-Warren
Full home, 420 friendly
Fridge, microwave, oven, stovetop

Full home, 420 friendly

9.0 out of 10, Wonderful, (17)
"Home was awesome will rent again I enjoy everything about this property I recommend you guys to get it "
The price is ￥26,748
￥47,403 total
includes taxes & fees
Oct 1 - Oct 2
Full home, 420 friendly
Home in Royal Oak w/ pool & sauna & dream garage
Exterior

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

9.2 out of 10, Wonderful, (20)
"Everything about this stay was seamless and easy. Thank you so much!"
Home in Royal Oak w/ pool & sauna & dream garage
SelfieBnb | Great for Content Creation & Selfies
Outdoor banquet area

SelfieBnb | Great for Content Creation & Selfies

9.8 out of 10, Exceptional, (13)
"Great place for my birthday! Loved the amount of places to sleep! "
The price is ￥14,875
￥47,567 total
includes taxes & fees
Oct 9 - Oct 10
SelfieBnb | Great for Content Creation & Selfies
private and spacious
Smart TV

private and spacious

10.0 out of 10, Exceptional, (77)
"Very nice place and quiet.Will book again if I’m on the area."
The price is ￥15,380
￥19,275 total
includes taxes & fees
Oct 1 - Oct 2
private and spacious
Evanston BnB
In-room dining

Evanston BnB

3.0 star property
8.6 out of 10, Excellent, (12)
"We enjoyed our staycation it was very chill and had extra blankets covers and pillows "
The price is ￥20,804
￥24,490 total
includes taxes & fees
Oct 1 - Oct 2
Evanston BnB
Graber's Lake Getaway- Clean and Beautiful! Great Work from home location!
Property grounds

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

10.0 out of 10, Exceptional, (58)
"Amazing stay "
Graber's Lake Getaway- Clean and Beautiful! Great Work from home location!
The Harbor House - Entire 1st Floor Waterfront
Property grounds

The Harbor House - Entire 1st Floor Waterfront

10.0 out of 10, Exceptional, (29)
"Great place to stay-very clean! Beautiful spot close to restaurants and the river is in the backyard…"
The price is ￥16,718
￥39,900 total
includes taxes & fees
Oct 5 - Oct 6
The Harbor House - Entire 1st Floor Waterfront
420 friendly sleeps 8 in Detroit’s east side with WiFi, AC. Enjoy your stay
Property grounds

420 friendly sleeps 8 in Detroit’s east side with WiFi, AC. Enjoy your stay

8.0 out of 10, Very Good, (7)
"I stayed here for 2 nights and I seen bugs, dishwasher was leaking onto the floor and we were only provided with 1 trash bag through the whole stay. I told the lady about bugs and the leaking but never got a text back. I asked about internet password and she instantly texted me back. "
420 friendly sleeps 8 in Detroit’s east side with WiFi, AC. Enjoy your stay
Blueberry Hill...sweet 3 bedroom vacation home in beautiful St. Clair.
Smart TV, fireplace

Blueberry Hill...sweet 3 bedroom vacation home in beautiful St. Clair.

10.0 out of 10, Exceptional, (24)
"This is a great place to stay and the host was very easy to work with. Highly recommend. "
Blueberry Hill...sweet 3 bedroom vacation home in beautiful St. Clair.
Charming 2-bedroom cottage with WiFi, AC on a peaceful Harsens Island canal.
Paper towels

Charming 2-bedroom cottage with WiFi, AC on a peaceful Harsens Island canal.

9.6 out of 10, Exceptional, (9)
"Very clean well maintained and close to boat landing we’ll definitely come back and stay again"
Charming 2-bedroom cottage with WiFi, AC on a peaceful Harsens Island canal.
Entire home in Grosse Pointe Park ... Welcome to the MotorcityBnB!
Fridge, microwave, oven, stovetop

Entire home in Grosse Pointe Park ... Welcome to the MotorcityBnB!

10.0 out of 10, Exceptional, (24)
"Excellent for family"
The price is ￥106,323
￥174,520 total
includes taxes & fees
Oct 3 - Oct 4
Entire home in Grosse Pointe Park ... Welcome to the MotorcityBnB!
NEW! 4BR | Indoor Pool on the Bay in Boat Town USA
Outdoor dining

NEW! 4BR | Indoor Pool on the Bay in Boat Town USA

3.0 star property
9.4 out of 10, Exceptional, (3)
"Beautiful property, well maintained, awesome and fun amenities. We felt like we were at home."
NEW! 4BR | Indoor Pool on the Bay in Boat Town USA
Large 5 Bedroom Home King Bed
5 bedrooms, iron/ironing board, WiFi

Large 5 Bedroom Home King Bed

9.0 out of 10, Wonderful, (19)
"The property was nice,overall great stay"
The price is ￥22,231
￥69,486 total
includes taxes & fees
Oct 10 - Oct 11
Large 5 Bedroom Home King Bed
St.Clair Canal Home w/ Pontoon Boat/Jet Ski's - Perfect for Families/Fishermen
Fridge, microwave, oven, stovetop

St.Clair Canal Home w/ Pontoon Boat/Jet Ski's - Perfect for Families/Fishermen

9.6 out of 10, Exceptional, (78)
"Mark and Joyce were very welcoming and friendly. They showed was the property and how to use the water toys(pontoon and Jet skis). It was a wonderful trip and would definitely come back."
St.Clair Canal Home w/ Pontoon Boat/Jet Ski's - Perfect for Families/Fishermen
6-Bedrooms, 1.5-Bath Ranch Style Unit
Fridge, microwave, oven, stovetop

6-Bedrooms, 1.5-Bath Ranch Style Unit

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was amazing! So welcoming and very generous. He made our stay so much better, I could not recommend this or any of his properties enough! Thanks John! "
The price is ￥83,588
￥106,770 total
includes taxes & fees
Oct 1 - Oct 2
6-Bedrooms, 1.5-Bath Ranch Style Unit
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"amazing place would 10/10 recommend "
The price is ￥19,169
￥27,898 total
includes taxes & fees
Oct 5 - Oct 6
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Graber's River Getaway! Awesome freighter views -great work from home location.
Dining

Graber's River Getaway! Awesome freighter views -great work from home location.

10.0 out of 10, Exceptional, (74)
"This was our second visit to Graber's Getaway and again we had a wonderful time. The home is spotless and had everything we could need. Watching all the ships was fun. I highly recommend staying here!"
Graber's River Getaway! Awesome freighter views -great work from home location.
80ft Seawall~6beds~Direct Lake Access~Family Friendly~Excellent for Fishing
Fridge, microwave, oven, stovetop

80ft Seawall~6beds~Direct Lake Access~Family Friendly~Excellent for Fishing

10.0 out of 10, Exceptional, (1)
"A perfect little getaway in a great area. The property was exactly what we needed."
80ft Seawall~6beds~Direct Lake Access~Family Friendly~Excellent for Fishing
The Boat House at Clinton River Boathouse & Marina!
Private kitchen

The Boat House at Clinton River Boathouse & Marina!

10.0 out of 10, Exceptional, (3)
"Enjoyed every minute of the stay, everything worked perfectly. One of the nicest places we’ve ever stayed and look very forward to going back next chance we get. "
The Boat House at Clinton River Boathouse & Marina!
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

Tru by Hilton Chesterfield Township Detroit

Tru by Hilton Chesterfield Township Detroit

10/10 Excellent
"Very nice hotel. Lots of amenities. Rooms were clean and nice. Lots of parking. Has coffee shops and stores all around it . "
Lauren 2-night trip
Posted 3 days ago
Tru by Hilton Chesterfield Township Detroit

Find out more about Chesterfield

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chesterfield!

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?

Full home, 420 friendly: This vacation 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 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 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.