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Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Our top choices for Chesterfield holiday rentals

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (30)
"Very nice home and I appreciated the small fence yard for my dog."
3 br country home close to town with hot tub

Cardinal Cottage - 2 bedroom cozy home

9.8 out of 10, Exceptional, (21)
"Great stay "
The price is AU$259
includes taxes & fees
9 Sept - 10 Sept
Cardinal Cottage - 2 bedroom cozy home

lake front 2 br condo close to bsu

9.4 out of 10, Exceptional, (49)
"This property suited us perfectly as we helped our daughter purchase and move into her new home in Muncie!The location just off McGalliard had everything we could need or want. The accommodations were clean and comfortable!"
lake front 2 br condo close to bsu

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (69)
"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!"
5 min walk to BSU Campus - Quiet Neighborhood

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

10.0 out of 10, Exceptional, (21)
"Great location. Safe . Easy check in and out process"
The price is AU$525
includes taxes & fees
15 Sept - 16 Sept
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

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...
The price is AU$248
includes taxes & fees
3 Sept - 4 Sept
Cozy RV close to the Reservoir

Retro Home Close to Campus

9.8 out of 10, Exceptional, (6)
"Cute home, a lot of unique features. Great location. Owner was very easy to work with and accommodating to our group. Would totally rent this again ."
The price is AU$463
includes taxes & fees
15 Sept - 16 Sept
Retro Home Close to Campus

Home Away from Home

9.8 out of 10, Exceptional, (19)
"The property was as advertised. Worked perfectly for our overnight visit to the area. "
The price is AU$351
includes taxes & fees
3 Sept - 4 Sept
Home Away from Home

Summer Specials-Guest favorite! Near IU Hospital & Ball State University

10.0 out of 10, Exceptional, (22)
"Stayed for 6 nights. Every thing was super clean. Communication with host was wonderful. I will totally be disappointed at my next stay in Muncie if I’m unable to book this listing. A great place to stay*****"
Summer Specials-Guest favorite! Near IU Hospital & Ball State University

MommyC's Villa Fun House by RedAwning

10.0 out of 10, Exceptional, (3)
"Great house for our family gathering."
MommyC's Villa Fun House by RedAwning

The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

10.0 out of 10, Exceptional, (1)
"Excellent hospitality and accommodations!It was so nice to have snacks available waiting for us upon arrival. The ice and water options were so nice. We felt so at home in this safe, quiet neighborhood with discreet parking right at the door. Hope to book again when we come to visit our family. Easy access with personalized code provided from owner. Clean, great communication, had everything we needed.Thank you so much."
The price is AU$272
includes taxes & fees
1 Oct - 2 Oct
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie

The Cabin.

10.0 out of 10, Exceptional, (16)
"Peaceful and quiet and clean, enjoyed our stay and will be back next year."
The Cabin.

Hickory Hill Estates (Muncie)

10.0 out of 10, Exceptional, (7)
"The property was even more beautiful than the pictures showed! We were in town for a Family wedding and we were able to spend quality Family time"
Hickory Hill Estates (Muncie)

Spacious 3 Bedroom Home - New Castle

10.0 out of 10, Exceptional, (11)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
The price is AU$376
includes taxes & fees
21 Sept - 22 Sept
Spacious 3 Bedroom Home - New Castle

Charming 3-bedroom, 2-12/ bath house with AC, WiFi in peaceful Fortville

10.0 out of 10, Exceptional, (1)
"We were in town to attend our son and daughters wedding, yes the in laws under one roof! It was the perfect location. The wedding took place at Wild BlackBerry Farms. The house was clean and included all the details including phone chargers if needed. Troy was easy to communicate with from start to finish. We would highly recommend this house!"
The price is AU$565
includes taxes & fees
3 Sept - 4 Sept
Charming 3-bedroom, 2-12/ bath house with AC, WiFi in peaceful Fortville

Historic Alexandria Home w/ Private Yard!

3.0 star property
Historic Alexandria Home w/ Private Yard!

The University House King Beds+Fast WIFI+W/D

10.0 out of 10, Exceptional, (10)
"Loved all the space & the fact that it was child friendly!"
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, (39)
"Great charm and comfortable place to stay. Would definitely stay again."
3-bedroom vacation home 9 minutes from Ball State University in the country.

Haven in the City

10.0 out of 10, Exceptional, (3)
"Great hospitality. Awesome communication. A home away from home."
The price is AU$851
includes taxes & fees
4 Sept - 5 Sept
Haven in the City

Brand new, spacious 3-bedroom apartment close to Ball State and IU Health.

Brand new, spacious 3-bedroom apartment close to Ball State and IU Health.
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

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 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?

3 br country home close to town with hot tub: This holiday home rental outside of Chesterfield offers a fireplace, a patio and a BBQ 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.