Connersville Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Connersville vacation rentals

Game room
The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
9.8 out of 10, Exceptional, (19)
"Very nice and truely a hidden gem"
United States
Kathleen
$624 nightly
The price is $699
Dec 26 - Dec 27
Total with taxes and fees
The Hidden Gem in downtown Connersville
Smart TV, fireplace
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.2 out of 10, Wonderful, (20)
"Great little apartment. Just what we needed for overnight. "
United States
Kim M.
$125 nightly
The price is $140
Jan 5 - Jan 6, 2026
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Fridge, microwave, oven, stovetop
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

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, (11)
"Very conveniently located with clear instructions about amenities. We will stay here again sometime."
United States
MaryandMichael P.
$146 nightly
The price is $164
Jan 7 - Jan 8, 2026
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Interior
Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.0 out of 10, Wonderful, (14)
"Lovely house, easy check-in, great location."
United States
Heather S.
$160 nightly
The price is $179
Dec 25 - Dec 26
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
TV
Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (8)
"We absolutely enjoyed our stay!!"
United States
Auren
$194 nightly
The price is $197
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy 1 Bedroom Apartment
Private kitchen
Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.6 out of 10, Exceptional, (5)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
$155 nightly
The price is $174
Dec 25 - Dec 26
Total with taxes and fees
Hannah's Creek Farm Cottage
8 bedrooms, WiFi, bed sheets
Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (35)
"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.
$297 nightly
The price is $333
Dec 28 - Dec 29
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
Paper towels
Modern meets Victorian house in the fantastic Historic District of Richmond.

Modern meets Victorian house in the fantastic Historic District of Richmond.

Modern meets Victorian house in the fantastic Historic District of Richmond.
2.0 star property
Richmond
$340 nightly
The price is $381
Dec 25 - Dec 26
Total with taxes and fees
Modern meets Victorian house in the fantastic Historic District of Richmond.
Terrace/patio
Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (13)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
$295 nightly
The price is $330
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Dining
Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (43)
"We came into town for a funeral and they opened up their home early for us so that we could get ready. The home was fantastic and very clean. We will stay here again if eber in town again "
United States
Erika B.
$254 nightly
The price is $284
Dec 30 - Dec 31
Total with taxes and fees
Enter As Strangers Leave As Friends
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

Quality Inn and Conference Center

Quality Inn and Conference Center

10/10 Excellent
"Cleanliness stood out"
Angel 2-night trip
Posted 4 days ago
Quality Inn and Conference Center

Find out more about Connersville

Everything you need to know about Connersville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Connersville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Connersville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Connersville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Connersville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Connersville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Connersville rentals

At Expedia, we put the best Connersville vacation 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 Connersville 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 Connersville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Connersville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

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.