A covered bridge with the inscription "1884 Built by Kennedy Bros."

Connersville Vacation Rentals

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Our top choices for Connersville vacation rentals

The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (23 reviews)
"Great place for friends to gather. "
United States
Leslie P.
The price is CA $639
CA $1,000 total
includes taxes & fees
Jun 29 - Jun 30
The Hidden Gem in downtown Connersville

Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (6 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is CA $177
CA $246 total
includes taxes & fees
Jun 28 - Jun 29
Hannah's Creek Farm Cottage

Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.2 out of 10, Wonderful, (17 reviews)
"Lovely house, easy check-in, great location."
United States
Heather S.
The price is CA $145
CA $265 total
includes taxes & fees
Jun 30 - Jul 1
Boho Bungalow off Main-one block from Lovely Park

Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (15 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is CA $224
CA $467 total
includes taxes & fees
Jul 2 - Jul 3
Charming Home! Prime Location! Dog-Friendly!

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (37 reviews)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is CA $234
CA $467 total
includes taxes & fees
Jun 30 - Jul 1
Westcott Mansion with Pickleball Court & Huge Gazebo

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.6 out of 10, Exceptional, (31 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is CA $163
CA $315 total
includes taxes & fees
Jun 30 - Jul 1
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is CA $162
CA $473 total
includes taxes & fees
Jun 29 - Jun 30
Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is CA $118
CA $482 total
includes taxes & fees
Jun 29 - Jun 30
Pets Welcome! Quiet Economy Home w/ Spacious Yard

New Hagerstown Apartment - Self Check-in. Sleeps 4+

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"The apartment was even better than expected!!! It was very clean and even had supplies provided such as toiletries and laundry detergent. It met my expectations and beyond!"
United States
Mindy
The price is CA $95
CA $209 total
includes taxes & fees
Jun 30 - Jul 1
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (15 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is CA $101
CA $232 total
includes taxes & fees
Jun 29 - Jun 30
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (45 reviews)
"The house was adorable with a lot of games, books and movies. The host was very friendly and helpful. "
United States
SUZANN S.
The price is CA $319
CA $407 total
includes taxes & fees
Jul 14 - Jul 15
Enter As Strangers Leave As Friends

Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (10 reviews)
"Nice little place. Will stay again when we’re in the area. "
United States
Jason M.
The price is CA $152
CA $281 total
includes taxes & fees
Jun 28 - Jun 29
Cozy 1 Bedroom Apartment
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 Connersville Hotel Reviews

Find out more about Connersville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Connersville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Connersville?

Yes, we offer vacation rentals in Connersville near Whitewater Valley Railroad, or you can go with 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 vacation home rentals in Connersville?

The Hidden Gem in downtown Connersville: This Connersville vacation home rental is located in the city center and offers an arcade game 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 you can cook with friends or family. Our travelers also rate 17 Mi to Brookville Lake: Home w/ In-Unit Laundry as a favorite home for rent in Connersville.

How many vacation rentals are there in Connersville?

Expedia has 4 vacation rentals for your stay in Connersville.

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 Brookville Lake. While here, Whitewater Valley Railroad and Fayette County Historic Museum are other places worth a visit.

What’s a vacation rental in Connersville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Connersville. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.