Photo by Beth Hughes

Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Updated condo in the heart of Historic District with patio, streaming, fast WiFi

10.0 out of 10, Exceptional, (9)
"Loved everything from the location to the decor! Perfect ladies spa/refresh weekend!"
The price is AU$493
includes taxes & fees
25 Nov - 26 Nov
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (53)
"A group of us were in town for Ball State Hoco. The house location was conveniently located near campus and tailgating. Plenty of room for us all. House was clean and comfy. It did have a musty odor to it when first entering. That would be the only draw back. "
5 min walk to BSU Campus - Quiet Neighborhood

Rural peace and quiet 10 minutes from Ball State. Remodeled church.

9.2 out of 10, Wonderful, (7)
"We were in town for a family wedding. We had a total party of eight. This property was absolutely perfect for what we needed and the price was far more reasonable than four separate hotel rooms. It was very well stocked. The setting is rural, surrounded by farmland and fields but it is only a 10 minute drive from town. Best of both worlds. The renovations were not an issue for us and I can't wait to see the finished product once completed. Overall 10/10. "
The price is AU$595
includes taxes & fees
1 Dec - 2 Dec
Rural peace and quiet 10 minutes from Ball State. Remodeled church.

Cardinal Cottage - 2 bedroom cozy home

9.2 out of 10, Wonderful, (7)
"My wife and I enjoyed staying at this house. It was just what we needed for the night! It was clean, cozy and comfortable. We’d stay here again."
The price is AU$278
includes taxes & fees
30 Nov - 1 Dec
Cardinal Cottage - 2 bedroom cozy home

lake front 2 br condo close to bsu

9.4 out of 10, Exceptional, (32)
"Perfect as usual stay here regularly "
lake front 2 br condo close to bsu

Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University

10.0 out of 10, Exceptional, (14)
"We traveled to Muncie for a family wedding and were so happy to have found Kyle and Shannah’s place. It was clean, in a quiet neighborhood, and close to Ball State. The hosts were quick and easy to communicate with! We would happily stay there again."
Beautiful 2 bedroom house -Close to IU Health Hospital & Ball State University

The Junction: Victorian Home in Quaint Fortville!

9.6 out of 10, Exceptional, (23)
"This was such a cute and comfy house for my family to stay in while we visited for a family reunion. Everything was very clean and we really enjoyed the games in the garage. Thanks so much for the hospitality!"
The Junction: Victorian Home in Quaint Fortville!

Peaceful cabin on 10 acres w/ pond - close to Prairie Creek Reservoir

9.6 out of 10, Exceptional, (13)
"Nice cabin... Had some water/well issues that were a challenge yet the owner took care of it. Would stay here again."
Peaceful cabin on 10 acres w/ pond - close to Prairie Creek Reservoir

Home Away from Home

10.0 out of 10, Exceptional, (12)
"Beautiful property in a nice quiet neighborhood. "
The price is AU$380
includes taxes & fees
12 Dec - 13 Dec
Home Away from Home

Downtown New Castle Indiana Condo Available for short-term and long-term stays.

10.0 out of 10, Exceptional, (18)
"loved our stay"
Downtown New Castle Indiana Condo Available for short-term and long-term stays.

Entire Home with Modern Conveniences - New Castle

10.0 out of 10, Exceptional, (6)
"We had to make a last minute trip to New Castle for our Fathers funeral. The house met all our needs. It was very easy to access and contact with owner quick and easy. Super convenient to multiple restaurants, Walmart, and downtown New Castle. "
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
Entire Home with Modern Conveniences - New Castle

Gem on Pearl, Fortville, IN - Near Ruoff Music Ctr

10.0 out of 10, Exceptional, (3)
"Very nice house in the heart of Fortville. House was clean and everything we needed. Owners stayed in communication and were great. Check in process was smooth and easy. Would definitely stay again."
Gem on Pearl, Fortville, IN - Near Ruoff Music Ctr

Country Heaven - 7 min Ruoff Music Center

Country Heaven - 7 min Ruoff Music Center

Pet-Friendly Indiana Home w/ Porch, Near Downtown!

9.6 out of 10, Exceptional, (5)
"My daughter and I stayed at this lovely place while we got settled into her new apartment for Ball State. The home was well appointed and beautifully decorated. All furnishings and paint appeared brand new. My only suggestion would be an add baking pan or two as I was unable to find one. I will definitely stay again for future visits to the Muncie area. "
Pet-Friendly Indiana Home w/ Porch, Near Downtown!

The Penny Getaway: Where Memories Are Made!

10.0 out of 10, Exceptional, (8)
"Very well appointed. Very clean. Immediate response from PMI on any issues. Lots of clean white towels. BYOSpices. Very comfortable beds. There is one small step down on back porch to be aware of. I would definitely stay there again!!!! :)"
The Penny Getaway: Where Memories Are Made!

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (22)
"We loved the house it was very pretty and big for the price. Thank you for a wonderful stay"
3 br country home close to town with hot tub

Elegant House 2 min from BSU/Hospital/Downtown

9.4 out of 10, Exceptional, (3)
"Property worked great for visiting family in Yorktown. House was very clean and very welcoming for guests. Traffic on the main drag was a bit heavy at times and also at above average rate of speeds making it somewhat worrisome when having to get to our vehicles with smaller children in our group. Certainly fit our needs and have no complaints. Thanks Roman."
The price is AU$648
includes taxes & fees
4 Dec - 5 Dec
Elegant House 2 min from BSU/Hospital/Downtown

Family-Friendly Fortville Rental Home w/ Fire Pit!

9.6 out of 10, Exceptional, (5)
"The house was nice for our needs and in a perfect location for restaurants, bars and Ruoff. Autumn was great with communication and very accommodating. We'd stay here again!"
Family-Friendly Fortville Rental Home w/ Fire Pit!

Super Charming Modern Cottage

10.0 out of 10, Exceptional, (19)
"Excellent all round! Antiques galore! Very comfortable. Lots of steps up to a large bedroom with 2 double beds & a single bed nicely decorated. Lots of dishes of various kinds. Visited relatives for a 3 day stay."
Super Charming Modern Cottage

MommyC's Villa Fun House by RedAwning

10.0 out of 10, Exceptional, (1)
"This listing was just as advertised. A lot of amenities, very clean, close to the location we needed to be in. A very fun house to stay in."
MommyC's Villa Fun House by RedAwning
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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Other types of properties in Chesterfield you may be interested in

Anderson Chesterfield Travel Inn

2.0 star property
7.6 out of 10, Good, (228)
"Everything was clean. "
The price is AU$120
includes taxes & fees
27 Nov - 28 Nov
Anderson Chesterfield Travel Inn

Wyndham Noblesville

3.0 star property
9.0 out of 10, Wonderful, (1078)
"Lighting in the room is too yellow and too dim to be able to see properly to get dressed for a wedding."
The price is AU$163
includes taxes & fees
22 Dec - 23 Dec
Wyndham Noblesville

Holiday Inn Express & Suites Indianapolis NE - Noblesville, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (1005)
"Staff was helpful and friendly"
The price is AU$175
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express & Suites Indianapolis NE - Noblesville, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

5 min walk to BSU Campus - Quiet Neighborhood: This holiday home rental outside of Chesterfield offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Mounds State Park. Hoosier Park and Anderson Speedway 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.