An aerial view of a coastal town with a marina, houses, and a large body of water.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chesterfield vacation rentals

A hotel room with a sofa, armchair, dining table, kitchenette, and a view of the adjacent room.

1. Birch Hill Suites Detroit

Birch Hill Suites Detroit
3.0 star property
Warren
7.4 out of 10, Good, (1,631 reviews)
"Great for the price, & location. A ton of value here. The staff were friendly too."
United States
Jeffrey
$74 nightly
The price is $82
Nov 11 - Nov 12
Total with taxes and fees
Birch Hill Suites Detroit
A neatly made bed with a folded towel, a blue pillow, and a white door with a vent.

2. Evanston BnB

Evanston BnB
3.0 star property
Detroit
8.0 out of 10, Very good, (21 reviews)
"Very cute place. The host was very polite and accommodating. Great experience!"
United States
Kelly
$189 nightly
The price is $201
Nov 11 - Nov 12
Total with taxes and fees
Evanston BnB
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

Wingate by Wyndham Utica

Wingate by Wyndham Utica

10/10 Excellent
"Stayed for 1 night clean room great staff with good breakfast."
Saied 1-night trip
Posted 9 hours ago
Wingate by Wyndham Utica

Find out more about Chesterfield

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Wolcott Mill Metropark. 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.