Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Chesterfield vacation rentals

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

Condo in New Baltimore

Cozy 2-bedroom condo with WiFi, AC in peaceful 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 ￥20,214
￥23,324 total
includes taxes & fees
Dec 19 - Dec 20
Cozy 2-bedroom condo with WiFi, AC in peaceful New Baltimore
Fridge, microwave, oven, stovetop
Lighthouse Landing–Secluded Comfort in Marine City

Vacation Home in Marine City

Lighthouse Landing–Secluded Comfort in Marine City
8.6 out of 10, Excellent, (4)
"stay was amazing hot tub beautiful touch and amazing location! "
United States
Ryan S.
The price is ￥17,788
￥46,958 total
includes taxes & fees
Dec 14 - Dec 15
Lighthouse Landing–Secluded Comfort in Marine City
Property grounds
Saint Clair River Two Bedroom apt private entrance New Construction

Apartment in Clay Towship

Saint Clair River Two Bedroom apt private entrance New Construction
9.8 out of 10, Exceptional, (21)
"Good location, smooth check in. We enjoyed our stay."
United States
Gregory W.
The price is ￥15,394
￥38,407 total
includes taxes & fees
Dec 15 - Dec 16
Saint Clair River Two Bedroom apt private entrance New Construction
Exterior
Air-Conditioned Studio | Pool

Apartment in Utica

Air-Conditioned Studio | Pool
9.4 out of 10, Exceptional, (13)
"The stay was great! "
Canada
Dustin L.
The price is ￥18,295
￥23,342 total
includes taxes & fees
Dec 18 - Dec 19
Air-Conditioned Studio | Pool
Dining
Algonac's Riverview Retreat

Apartment in Algonac

Algonac's Riverview Retreat
9.2 out of 10, Wonderful, (12)
"Great place. Tight parking."
United States
Robert S.
The price is ￥14,974
￥30,057 total
includes taxes & fees
Dec 25 - Dec 26
Algonac's Riverview Retreat
Oven, stovetop, dishwasher
Charming old farmhouse, spacious 2-bedroom on 2+ acres

Vacation Home in Bruce Township

Charming old farmhouse, spacious 2-bedroom on 2+ acres
9.2 out of 10, Wonderful, (9)
"Nice relaxing country setting. "
United States
Jon B.
The price is ￥16,793
￥45,248 total
includes taxes & fees
Dec 21 - Dec 22
Charming old farmhouse, spacious 2-bedroom on 2+ acres
Fridge, microwave, oven, stovetop
This property offers a clean and comfortable modern vibe with updated furniture and decorations

Apartment in Berkley

This property offers a clean and comfortable modern vibe with updated furniture and decorations
2.0 star property
10.0 out of 10, Exceptional, (3)
The price is ￥10,286
￥34,227 total
includes taxes & fees
Dec 14 - Dec 15
This property offers a clean and comfortable modern vibe with updated furniture and decorations
Fridge, microwave, oven, stovetop
Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!

Vacation Home in Madison Heights

Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!
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 ￥12,932
￥38,326 total
includes taxes & fees
Dec 14 - Dec 15
Colorful Retreat, w/ Firepit and 2 TV's. By Royal Oak!
Fridge, microwave, oven, stovetop
The Little Hamster - by Ferndale & Royal Oak w/ 2TVs - Open Concept - Modern

Vacation Home in Hazel Park

The Little Hamster - by Ferndale & Royal Oak w/ 2TVs - Open Concept - Modern
10.0 out of 10, Exceptional, (3)
"We had a great stay here! House is a cute private house in a very convenient area. All the amenities were in great shape, and the hosts were very helpful and accommodating for us. We would love to stay again sometime!"
United States
Gaybriell P.
The price is ￥13,883
￥39,724 total
includes taxes & fees
Dec 15 - Dec 16
The Little Hamster - by Ferndale & Royal Oak w/ 2TVs - Open Concept - Modern
Dining
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room

Vacation Home in Clinton Township

The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
9.2 out of 10, Wonderful, (7)
"Nice stay "
United States
Amanda M.
The price is ￥16,126
￥49,035 total
includes taxes & fees
Dec 14 - Dec 15
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
Smart TV
private and spacious

Vacation Home in rochester hills

private and spacious
10.0 out of 10, Exceptional, (82)
"Beautiful home, very kind hostess. Enjoyed our stay very much !"
United States
Kathy J.
The price is ￥18,659
￥22,888 total
includes taxes & fees
Dec 21 - Dec 22
private and spacious
Exterior
Fisherman's Cottage with lake access and dock private parking

Cottage in Clay Township

Fisherman's Cottage with lake access and dock private parking
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 ￥17,104
￥44,004 total
includes taxes & fees
Dec 25 - Dec 26
Fisherman's Cottage with lake access and dock private parking
Fridge, microwave, oven, stovetop
The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths

Vacation Home in Royal Oak

The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths
10.0 out of 10, Exceptional, (26)
"The home was warm and inviting, clean and cozy. As we were there for a short birthday surprise visit with family, this home would also be great for a longer stay. "
United States
Jerilyn A.
The price is ￥16,360
￥51,854 total
includes taxes & fees
Dec 17 - Dec 18
The Woven Oak - Gorgeous & Cozy Cottage with Game Room, Bar & 2 Full Baths
Fridge, microwave, oven, stovetop
☀️ Kissed by Sunshine ☀️ 3BDR Ranch by Royal Oak & Ferndale - Family Friendly 2TVs

Vacation Home in Madison Heights

☀️ Kissed by Sunshine ☀️ 3BDR Ranch by Royal Oak & Ferndale - Family Friendly 2TVs
10.0 out of 10, Exceptional, (18)
"We had a great stay. The house was perfect for our visit, great accommodations and we’ll be booking again for next year. Thank for a wonderful experience. "
United States
Coureen R.
The price is ￥21,613
￥53,386 total
includes taxes & fees
Dec 22 - Dec 23
☀️ Kissed by Sunshine ☀️ 3BDR Ranch by Royal Oak & Ferndale - Family Friendly 2TVs
Fridge, microwave, oven, stovetop
Modern 1BD Apartment Near Ferndale

Apartment in Hazel Park

Modern 1BD Apartment Near Ferndale
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 ￥12,595
￥32,009 total
includes taxes & fees
Dec 23 - Dec 24
Modern 1BD Apartment Near Ferndale
Terrace/patio
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak

Vacation Home in Harrison Township

Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
9.6 out of 10, Exceptional, (25)
"This place is way under sold in the pictures. The house is great and i will return there in the future. "
United States
steve
The price is ￥27,988
￥50,960 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Lake StClair Belvedere bay hot tub 2 boat wells fishing paddle boards, kayak
Fridge, cookware/dishes/utensils, spices, dining tables
Lighthouse Loft– Chic Getaway in Marine City

Apartment in Marine City

Lighthouse Loft– Chic Getaway in 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.
Lighthouse Loft– Chic Getaway in Marine City
Smart TV, fireplace, music library, video library
The Harbor House - Entire 1st Floor Waterfront

Vacation Home in Marine City

The Harbor House - Entire 1st Floor Waterfront
10.0 out of 10, Exceptional, (35)
"Beautiful house. Immaculate. "
United States
Michelle
The price is ￥16,793
￥40,894 total
includes taxes & fees
Dec 17 - Dec 18
The Harbor House - Entire 1st Floor Waterfront
Smart TV
Modern Retreat in the Heart of Royal Oak

Vacation Home in Royal Oak

Modern Retreat in the Heart of 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 ￥13,877
￥38,500 total
includes taxes & fees
Dec 16 - Dec 17
Modern Retreat in the Heart of Royal Oak
Fridge, microwave, oven, stovetop
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.

Vacation Home in Clinton township

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
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 ￥20,255
￥29,417 total
includes taxes & fees
Dec 14 - Dec 15
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
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

Days Inn & Suites by Wyndham Warren

Days Inn & Suites by Wyndham Warren

10/10 Excellent
"Great"
Cleveland 3-night trip
Posted 3 days ago
Days Inn & Suites by Wyndham Warren

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:

  • View our selection of featured holiday rentals in Chesterfield
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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?

420 friendly on detroit’s east side Charming 3-bedroom house with WiFi and AC: This vacation home rental outside of Chesterfield is equipped with a barbecue grill, air-conditioning, and laundry facilities 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.