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Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Cardinal Cottage - 2 bedroom cozy home
9.8 out of 10, Exceptional, (27)
"The property is furnished to a high standard."
United States
Ronda Jo D.
The price is NZ$297
includes taxes & fees
20 Nov - 21 Nov
Cardinal Cottage - 2 bedroom cozy home
lake front 2 br condo close to bsu
9.4 out of 10, Exceptional, (52)
"10/10"
United States
Andrew M.
lake front 2 br condo close to bsu
Home Away from Home
10.0 out of 10, Exceptional, (21)
"Great location for the Ruoff music centerVery clean "
United States
Brian C.
The price is NZ$399
includes taxes & fees
7 Nov - 8 Nov
Home Away from Home
New Castle Retreat, Stay in Style!
9.4 out of 10, Exceptional, (10)
"😃"
United States
Eric O.
New Castle Retreat, Stay in Style!
Cozy RV close to the Reservoir
2.0 star property
6.0 out of 10, (1)
"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 NZ$284
includes taxes & fees
7 Nov - 8 Nov
Cozy RV close to the Reservoir
Hot Tub Arcadia - Relax and Play
9.6 out of 10, Exceptional, (10)
"Had a nice stay. Very nice and communicative host. The arcade games are a fun touch to jump back in time an feel like a kid again."
United States
ashlee s.
The price is NZ$470
includes taxes & fees
20 Nov - 21 Nov
Hot Tub Arcadia - Relax and Play
Top-Rated Guest Favorite- Near Ball State & IU Hospital & November Specials
10.0 out of 10, Exceptional, (27)
"The house was clean, nicely remodeled and had everything we needed. It was also a great location and near everything we wanted to be. They had fun games, an awesome back yard and covered parking. Highly recommend!"
United States
Brandon H.
Top-Rated Guest Favorite- Near Ball State & IU Hospital & November Specials
Retro Home Close to Campus
9.8 out of 10, Exceptional, (7)
"We had a great stay! The location was perfect-close to everything we needed. The space was ideal for kids, with plenty of room to play and relax. Highly recommend for families looking for comfort and convenience."
United States
Sarah M.
The price is NZ$520
includes taxes & fees
7 Nov - 8 Nov
Retro Home Close to Campus
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
10.0 out of 10, Exceptional, (28)
"The property was beautiful and walkable to town.We enjoyed the market in town and the many restaurants."
United States
Denise M.
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie
10.0 out of 10, Exceptional, (4)
"The place was super clean, the bed was really comfortable, and the bathroom was big and well-maintained. The host gave me the necessary info before I needed to ask for it which is not always the case. It is located really close to Ball State. If my daughter chooses to go to school there we will be staying here for sure!"
United States
Julie H.
The price is NZ$304
includes taxes & fees
11 Nov - 12 Nov
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie
Super Charming Modern Cottage
10.0 out of 10, Exceptional, (24)
"Perfect."
United States
Frank S.
Super Charming Modern Cottage
MommyC's Villa Fun House by RedAwning
10.0 out of 10, Exceptional, (5)
"Great house for our family gathering."
United States
Sherry V.
MommyC's Villa Fun House by RedAwning
The University House King Beds+Fast WIFI+W/D
10.0 out of 10, Exceptional, (13)
"Great host. "
United States
Michelle G.
The University House King Beds+Fast WIFI+W/D
3-bedroom vacation home 9 minutes from Ball State University in the country.
8.6 out of 10, Excellent, (40)
"We enjoyed the house and the large yard. There was plenty of room for our family and while we were in town for an event, it allowed us time to relax in the evening and room to prepare for the next day. "
United States
William R.
3-bedroom vacation home 9 minutes from Ball State University in the country.
5 min walk to BSU Campus - Quiet Neighborhood
10.0 out of 10, Exceptional, (72)
"A quiet neighborhood with a private back yard and we had everything we needed for a wonderful weekend celebrating a birthday and retirement. Would stay here again!"
United States
Tammy W.
5 min walk to BSU Campus - Quiet Neighborhood
3 br country home close to town with hot tub
9.6 out of 10, Exceptional, (32)
"Spacious home in good location"
United States
Michael W.
3 br country home close to town with hot tub
Haven in the City
10.0 out of 10, Exceptional, (3)
"Great hospitality. Awesome communication. A home away from home."
United States
Janet & Zach V.
The price is NZ$846
includes taxes & fees
9 Nov - 10 Nov
Haven in the City
Entire Home with Modern Conveniences - New Castle
10.0 out of 10, Exceptional, (15)
"We were in town to visit family. The house was perfect for our weekend stay. Nicely decorated, the bed was comfortable and the coffee bar was great."
United States
Deborah G.
The price is NZ$378
includes taxes & fees
9 Nov - 10 Nov
Entire Home with Modern Conveniences - New Castle
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
10.0 out of 10, Exceptional, (23)
"This place was great. The bedrooms and bathrooms were large and plenty of room. The deck was great in the evening to sit and relax."
United States
Jason R.
The price is NZ$606
includes taxes & fees
10 Nov - 11 Nov
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
Historic Alexandria Home w/ Private Yard!
3.0 star property
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 favorite 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 depends 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 NZ$284 per night. Entering your travel dates in the search wizard you might find 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?

Cardinal Cottage - 2 bedroom cozy home: This holiday home rental outside of Chesterfield offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.