Chesterfield Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Chesterfield holiday rentals

Exterior

Cottage in Clay Township

Fisherman's Cottage with lake access and dock private parking
8.4 out of 10, Very good, (5 reviews)
"Excellent location and had everything we needed for our fishing vacation. "
United States
Anthony
The price is HK$861
HK$2,214 total
includes taxes & fees
2 Mar - 3 Mar
Fisherman's Cottage with lake access and dock private parking
Fridge, microwave, oven, stovetop

Apartment in Roseville

Newly Renovated Near Downtown, Roseville
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for 3 weeks while waiting to move into our new home. The property was clean and exactly as pictured. The electric car charging was a huge bonus. The property host was kind and alway quick to respond. Definitely recommend!"
United States
Monica H.
Newly Renovated Near Downtown, Roseville
Terrace/patio

Apartment in Mount Clemens

New! Luxury 1BR Flat near Downtown Mount Clemens
10.0 out of 10, Exceptional, (3 reviews)
"This property is perfect for a one week stay. Everything was convenient and the area was very nice. Property manager checked in to make sure everything was going ok. I would definitely stay here again!"
United States
Todd T.
The price is HK$618
HK$1,954 total
includes taxes & fees
4 Mar - 5 Mar
New! Luxury 1BR Flat near Downtown Mount Clemens
Interior

Apartment in Algonac

Algonac's Riverview Retreat
9.2 out of 10, Wonderful, (12 reviews)
"Great place. Tight parking."
United States
Robert S.
The price is HK$1,070
HK$1,868 total
includes taxes & fees
2 Mar - 3 Mar
Algonac's Riverview Retreat
Smart TV

Apartment in Roseville

New! Bright & Cozy 1BR Flat with Double Recliners
10.0 out of 10, Exceptional, (1 review)
"Will come again"
United States
Bryan W.
New! Bright & Cozy 1BR Flat with Double Recliners
Smart TV

Holiday Home in Madison Heights

★Minimalistic and Stylish Ranch w/ Privacy Fence & No Stairs★ Metro Detroit
10.0 out of 10, Exceptional, (27 reviews)
"House was great clean and organized. Had everything we needed for our stay"
United States
Raymond A.
★Minimalistic and Stylish Ranch w/ Privacy Fence & No Stairs★ Metro Detroit
Smart TV

Holiday Home in Bruce Township

Charming old farmhouse, spacious 2-bedroom on 2+ acres
9.4 out of 10, Exceptional, (13 reviews)
"Great little house with spacious rooms!"
United States
Laura L.
The price is HK$845
HK$2,277 total
includes taxes & fees
2 Mar - 3 Mar
Charming old farmhouse, spacious 2-bedroom on 2+ acres
Exterior

Holiday Home in rochester hills

private and spacious
10.0 out of 10, Exceptional, (86 reviews)
"Delightful host. Great place to stay!"
Canada
Graham
The price is HK$939
HK$1,152 total
includes taxes & fees
2 Mar - 3 Mar
private and spacious
Smart TV

Apartment in Mount Clemens

Pet-Friendly 1BR Flat with Dog Park & King Bed
10.0 out of 10, Exceptional, (1 review)
The price is HK$407
HK$1,707 total
includes taxes & fees
2 Mar - 3 Mar
Pet-Friendly 1BR Flat with Dog Park & King Bed
Dining

Holiday Home in Troy

Charming 3BR home w/ yard and fireplace in Troy
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,023
HK$2,784 total
includes taxes & fees
2 Mar - 3 Mar
Charming 3BR home w/ yard and fireplace in Troy
Fridge, microwave, oven, stovetop

Holiday Home in Clinton township

Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
10.0 out of 10, Exceptional, (9 reviews)
"House was as advertised. Close to several local restaurants and bars. "
United States
James S.
The price is HK$1,017
HK$1,477 total
includes taxes & fees
2 Mar - 3 Mar
Welcome to, Days Inn Paradise located in Clinton Townshipship Michigan.
Dining

Holiday Home in Clinton Township

The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
9.4 out of 10, Exceptional, (8 reviews)
"Nice stay "
United States
Amanda M.
The price is HK$880
HK$2,545 total
includes taxes & fees
4 Mar - 5 Mar
The Drift House- Spacious Boho Family Retreat- 4 bds, 2 baths, 6 TVs, Movie Room
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Mount Clemens

Cozy & Quiet Studio Flat in Historic Mount Clemens
Cozy & Quiet Studio Flat in Historic Mount Clemens
Property grounds

Holiday Home in New Baltimore

Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay on the lake! Loved it. Highly recommended!"
United States
Christian B.
The price is HK$1,338
HK$1,956 total
includes taxes & fees
2 Mar - 3 Mar
Cozy 2-bedroom bungalow on Lake St Clair with plenty of room to dock your boat!
Fridge, microwave, oven, stovetop

Apartment in Eastpointe

Freshly Remodeled Bright Basement Studio | Clean
The price is HK$360
HK$1,664 total
includes taxes & fees
2 Mar - 3 Mar
Freshly Remodeled Bright Basement Studio | Clean
Fridge, microwave, oven, stovetop

Apartment in Roseville

Step-Free 1BR in Roseville | King Bed | End Unit
Step-Free 1BR in Roseville | King Bed | End Unit
2 bedrooms, blackout curtains, iron/ironing board, free WiFi

Condo in Detroit

Evanston BnB
3.0 star property
8.0 out of 10, Very good, (14 reviews)
"Place was amazing , stay was great exactly like picture "
United States
Diamond
The price is HK$986
HK$1,172 total
includes taxes & fees
2 Mar - 3 Mar
Evanston BnB
Fridge, microwave, oven, stovetop

Holiday Home in Royal Oak

Modern Retreat in the Heart of Royal Oak
10.0 out of 10, Exceptional, (1 review)
"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 HK$749
HK$2,022 total
includes taxes & fees
3 Mar - 4 Mar
Modern Retreat in the Heart of Royal Oak
Living area

Holiday Home in Clinton Township

Spacious Home| Pet Friendly| Ideal for Long Stays
9.2 out of 10, Wonderful, (28 reviews)
"Nice accommodation "
United States
Amanda Y.
The price is HK$1,123
HK$2,766 total
includes taxes & fees
6 Mar - 7 Mar
Spacious Home| Pet Friendly| Ideal for Long Stays
Interior

Apartment in Roseville

New! Contemporary 1BR Haven, Private & Pristine
The price is HK$383
HK$1,666 total
includes taxes & fees
2 Mar - 3 Mar
New! Contemporary 1BR Haven, Private & Pristine
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

avid hotel Detroit Warren by IHG

avid hotel Detroit Warren by IHG

10/10 Excellent
"Yes very clean and the staff was very friendly."
Albert 2-night trip
Posted 19 hours ago
avid hotel Detroit Warren by IHG

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
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

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

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?

Full home, 420 friendly: This holiday home rental outside of Chesterfield is equipped with a selection of games, air conditioning and WiFi 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 that 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 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.