Chesterfield Holiday Rentals

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Our top choices for Chesterfield holiday rentals

10.0 out of 10, Exceptional, (21 reviews)
"Nice place 1"
United States
Vicki
The price is AU$337
includes taxes & fees
12 Mar - 13 Mar
Entire Home with Modern Conveniences - New Castle

Holiday Home in Fishers

Home Away from Home
10.0 out of 10, Exceptional, (24 reviews)
"Great area, great parking, very clean and comfortable. Slept great and relaxed with a great cup of coffe in the morning. Owner communication was very kind and considerate. Would certainly stay again."
United States
Mike
The price is AU$325
includes taxes & fees
17 Mar - 18 Mar
Home Away from Home

Apartment in New Castle

Cozy 1 Bedroom Apartment
9.8 out of 10, Exceptional, (10 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is AU$281
includes taxes & fees
17 Mar - 18 Mar
Cozy 1 Bedroom Apartment

Holiday Home in New Castle

Spacious 3 Bedroom Home - New Castle
10.0 out of 10, Exceptional, (15 reviews)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is AU$387
includes taxes & fees
12 Mar - 13 Mar
Spacious 3 Bedroom Home - New Castle
9.6 out of 10, Exceptional, (35 reviews)
"Very clean and easy weekend stay"
United States
Ally B.
The price is AU$240
includes taxes & fees
17 Mar - 18 Mar
Cardinal Cottage - 2 bedroom cozy home

Holiday Home in Muncie

Retro Home Close to Campus
9.8 out of 10, Exceptional, (10 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is AU$420
includes taxes & fees
13 Mar - 14 Mar
Retro Home Close to Campus
10.0 out of 10, Exceptional, (4 reviews)
"This place was fantastic, all around. Clean, great amenities, the whole 9 yards "
United States
Jonathan
The price is AU$322
includes taxes & fees
24 Mar - 25 Mar
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
10.0 out of 10, Exceptional, (18 reviews)
"Great host and all the amenities were in great condition."
United States
Dan H.
The price is AU$475
includes taxes & fees
17 Mar - 18 Mar
'Downtown Delight' w/ Patio! 1 Mi to Ball State
10.0 out of 10, Exceptional, (4 reviews)
"Was a great place "
United States
Jay
The price is AU$679
includes taxes & fees
8 Mar - 9 Mar
Charming 3-bedroom, 2-12/ bath house with AC, WiFi in peaceful Fortville
The price is AU$321
includes taxes & fees
8 Mar - 9 Mar
Benny B Charming 2-bedroom house in Muncie w/ bunk-game room close to Ball State

Holiday Home in Anderson

Charming Family-Friendly Retreat
8.0 out of 10, Very good, (1 review)
"Overall decent place to stay. Some maintenance (guessing its a 1960's home) and landscape issues to address. Bring your own pillow if you don't like a fat hard pillow. Bed's were comfortable though. Nice kitchen and one nice bathroom. Second bath needs updates. Would be nicer with an outside sitting area in the back. "
United States
Paula G.
The price is AU$493
includes taxes & fees
8 Mar - 9 Mar
Charming Family-Friendly Retreat
2.5 star property
The price is AU$474
includes taxes & fees
15 Mar - 16 Mar
'downtown Delight' w/ Patio! 1 Mi to Ball State
10.0 out of 10, Exceptional, (1 review)
"excellent"
United States
Steve B.
The price is AU$239
includes taxes & fees
17 Mar - 18 Mar
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
9.0 out of 10, Wonderful, (7 reviews)
"This property was just as described and had everything we needed. Javier was quick to respond and help us with any needs for the house. Check in and check out we’re a seamless process. I would definitely stay here again, or at any other of Javiers properties. "
United States
Mandy S.
The price is AU$507
includes taxes & fees
9 Mar - 10 Mar
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
6.0 out of 10, (1 review)
"This was a really neat idea, and the kids were very excited to stay in an RV. I will start by saying it was very clean. It was not advertised that this was on private property right next to the house until check in time. The location was also not optimal because it was right next to the main road where you could hear every car, and the entrance was across from what looked like a lot of junk. . we had to deal with a dog barking all night, long, but we made the best of all this. The only thing...
United States
Eleisha G.
The price is AU$230
includes taxes & fees
17 Mar - 18 Mar
Cozy RV close to the Reservoir
Farmhouse Retreat 5 minutes from Ruoff Music Center
3.0 star property
The price is AU$429
includes taxes & fees
6 Mar - 7 Mar
Historic Alexandria Home w/ Private Yard!
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

Find out more about Chesterfield

Everything you need to know about Chesterfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as AU$230 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield holiday 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 holiday.

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. 

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 are some of the best holiday rentals that Chesterfield has to offer?

Retro Home Close to Campus: This holiday home rental outside of Chesterfield offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.