Connersville Holiday Rentals

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Holiday Rentals in Connersville

Cozy, Fully Renovated, 1 Bedroom Home in Connersville

Cozy, Fully Renovated, 1 Bedroom Home in Connersville

The Hidden Gem in downtown Connersville

9.8 out of 10, Exceptional, (14)
"I originally booked this as a place to stay after we went to the Taylor Swift concert in Indianapolis. It’s about a 15-minute drive off the freeway and I passed through a couple of small towns to get to our destination. One would never guess that this lies hidden within this building. We thoroughly enjoyed it and have talked about a girls’ trip here in the future. I would stay here again."
The price is AU$1,193
includes taxes & fees
25 Nov - 26 Nov
The Hidden Gem in downtown Connersville

Secluded Log Cabin getaway, with hot tub, and a beautiful view.

10.0 out of 10, Exceptional, (186)
"A very nice cabin to stay at for deer camp. Easy access to the state property. Very clean cabin with plenty of room for our 5 person group. "
Secluded Log Cabin getaway, with hot tub, and a beautiful view.

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

10.0 out of 10, Exceptional, (48)
"Such a cute old farmhouse with just the right amount of modernization. Peaceful setting without having to drive on beat up back roads. The bedding is fabulously soft and cozy. We will absolutely be back."
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

Whitewater River House- entire vacation house on the river

10.0 out of 10, Exceptional, (15)
"The 2 river cabins are great. They were a little hard to find. The hosts Mark and Jan were great. The rooms were clean and the kitchens and bathrooms were well stocked. To get to the bathrooms you had to go through a bedroom which was a little inconvenient. The location on the river was wonderful. We were able to fish, swim and kayak. Nearby restaurants were convenient and Brooks lake was just a short drive away. I would definitely recommend this place for a short getaway. "
Whitewater River House- entire vacation house on the river

Westcott Mansion with Pickleball Court & Huge Gazebo

10.0 out of 10, Exceptional, (25)
"This rental met all my expectations. We were a group of 14 ladies and the space was more than enough. Great kitchen supplies, very comfortable outside and parking. The communication was timely and informative. Thanks Richmond for a great weekend."
The price is AU$517
includes taxes & fees
4 Dec - 5 Dec
Westcott Mansion with Pickleball Court & Huge Gazebo

Cozy Cabin with fireplace, hot tub & hiking trails

7.4 out of 10, Good, (3)
"The property is amazing. Pictures do not do the gardens justice. The visiting horse and friendly cats were a plus. The pool is cloudy and needs more frequent cleaning than the weekly service due to its location under trees. The outdoor furniture also needs cleaning as do the dishes in the house. But you will hardly notice because the gardens are so well maintained and the hot tub works amazing."
Cozy Cabin with fireplace, hot tub & hiking trails

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"Cute place. Property manager very responsive to needs. Great stay."
The price is AU$201
includes taxes & fees
24 Nov - 25 Nov
Newly renovated studio in Hagerstown--Self Check-in

Liberty Vacation Rental: 3 Mi to Brookville Lake!

9.8 out of 10, Exceptional, (9)
"Great location to sit and visit. Total chill. "
Liberty Vacation Rental: 3 Mi to Brookville Lake!

Family-Friendly Brookville Home w/ Hot Tub!

10.0 out of 10, Exceptional, (12)
"Great hosts!"
Family-Friendly Brookville Home w/ Hot Tub!

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.6 out of 10, Exceptional, (19)
"Thank you so much for such a lovely home to be our home base as we returned to Richmond from all over the country to celebrate our 30th reunion at Earlham College! We loved the space, the decor and the communications with our host. "
The price is AU$346
includes taxes & fees
1 Dec - 2 Dec
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Boho Bungalow off Main-one block from Lovely Park

9.4 out of 10, Exceptional, (6)
"My husband, son, and I stayed here the weekend of our daughter’s graduation from Miami University. It was so cute and easy to access. The communication was awesome and check in/check out process was simple. Would definitely recommend."
Boho Bungalow off Main-one block from Lovely Park

La Dolce Vita

2.0 out of 10, (2)
"The pictures uploaded are either very old, or doctored. Bed sheets had stains on them with black light. Cameras installed throughout the inside of the home. No running water when we arrived. We checked into a motel, and then owner tried to charge me $2000.00 for "water damage", when there was no running water and we never stayed."
The price is AU$397
includes taxes & fees
28 Nov - 29 Nov
La Dolce Vita

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

10.0 out of 10, Exceptional, (5)
"Lovely property in Hagerstown. We stayed here with my 82 year old father while visiting family. Perfect accommodations! Very clean & comfortable. We had a little hiccup with our code to check in, but once Michelle saw our note, we got it fixed right away. Convenient to Main Street shops & food. We would definitely stay here again on our next trip!"
The price is AU$251
includes taxes & fees
1 Dec - 2 Dec
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Exquisite Hagerstown Home with Deck & Gazebo!

10.0 out of 10, Exceptional, (4)
"This property was fantastic and had all the amenities we were looking for in a long weekend away. "
Exquisite Hagerstown Home with Deck & Gazebo!

Charming Home! Prime Location! Dog-Friendly!

9.6 out of 10, Exceptional, (5)
"We thoroughly enjoyed our stay. Mara was very communicative and the house was very cozy and charming. It was a delight to walk around the neighborhood and see all the beautiful historic homes. Our group of 5 adults had a great stay and we were able to bring our dog, which was great!"
The price is AU$548
includes taxes & fees
30 Nov - 1 Dec
Charming Home! Prime Location! Dog-Friendly!

Campfire/grill/full-kitchen, Cabin near Brookville Lake

10.0 out of 10, Exceptional, (6)
"Great place and very clean!!"
Campfire/grill/full-kitchen, Cabin near Brookville Lake

3-Bedroom Cabin near Brookville Lake

10.0 out of 10, Exceptional, (5)
"Our cabin was built in 2023, but it was as if it was brand spankin' new! Every detail was immaculate and perfect. The physical property from fire pot area, porches and furniture was tge best we have ever stayed in. The hosts were responsive and promptly answered any questions we had."
3-Bedroom Cabin near Brookville Lake

Cozy Brookville Home w/ Fire Pit & Deck!

9.8 out of 10, Exceptional, (8)
"A most lovely place for our cabin weekend with our granddaughters. They especially loved the beds together in the bottom level with the games and TV room. Very nice space and cozy for our fall weekend together. "
Cozy Brookville Home w/ Fire Pit & Deck!

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (28)
"Lovely quiet home with pleasant outdoor area "
Recently remodeled Colonial-style home with room for the whole family!
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 Connersville you may be interested in

The Woodridge Inn

2.0 star property
7.4 out of 10, Good, (322)
"Decent hotel little over priced but felt safe it was very quiet "
The price is AU$228
includes taxes & fees
1 Dec - 2 Dec
The Woodridge Inn

The Hidden Gem in downtown Connersville

9.8 out of 10, Exceptional, (14)
"I originally booked this as a place to stay after we went to the Taylor Swift concert in Indianapolis. It’s about a 15-minute drive off the freeway and I passed through a couple of small towns to get to our destination. One would never guess that this lies hidden within this building. We thoroughly enjoyed it and have talked about a girls’ trip here in the future. I would stay here again."
The price is AU$1,193
includes taxes & fees
25 Nov - 26 Nov
The Hidden Gem in downtown Connersville

Cozy, Fully Renovated, 1 Bedroom Home in Connersville

Cozy, Fully Renovated, 1 Bedroom Home in Connersville
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 Connersville?

Yes, there are holiday rentals close to the most popular sights in Connersville, or you can select a more secluded option if you're looking for a relaxing stay. Connersville is known for its shopping and museums. Make sure you have time to check out the restaurants while you're in the area.

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

The Hidden Gem in downtown Connersville: This highly rated holiday home rental in Connersville is located in the city centre, and offers an arcade/games room, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Connersville?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Whitewater Memorial State Park. While here, Whitewater Valley Railroad and Fayette County Historic Museum are other places worth a visit.

What’s a holiday rental in Connersville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Connersville. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.