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Search Holiday Rentals in Chesterfield

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Check prices for these dates

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Holiday Rentals in Chesterfield

Historic Alexandria Home w/ Private Yard!
Traditional room with high ceilings and exposed beams, featuring a large window, antique furniture, and a wooden cabinet.

Historic Alexandria Home w/ Private Yard!

3.0 star property
Historic Alexandria Home w/ Private Yard!
Anderson Bungalow Near University + Downtown!
Enjoy cooking in this well-lit kitchen with a refrigerator, oven, and gas stove.

Anderson Bungalow Near University + Downtown!

3.0 star property
Anderson Bungalow Near University + Downtown!
Spacious Home w/ Patio Near Fishers!
Enjoy dining and relaxation in this kitchen with a central island, bar stools, stainless steel appliances, and a cozy seating area.

Spacious Home w/ Patio Near Fishers!

3.0 star property
Spacious Home w/ Patio Near Fishers!
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

Best Western Plus Anderson

Best Western Plus Anderson

10/10 Excellent
"Was just there for two nights. My fiancée and I had stayed here before and we decided to stay again for our trip. The service was great and the staff were on point and very professional."
Zachary 2-night trip
Posted 15 hours ago
Best Western Plus Anderson

Frequently asked questions

Can I find 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. Chesterfield is known for its riverfront and sporting events.

What can I see and do in Chesterfield?

While exploring the area, visit family-friendly sights like Anderson Roll Arena, or get outside and enjoy nature at Prairie Creek Reservoir and Campground. Mounds State Park and Hoosier Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Chesterfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterfield. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.