Connersville Vacation Rentals

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Oct 18 - Oct 19
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Oct 19 - Oct 20
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Connersville

Game room
The Hidden Gem in downtown Connersville
The Hidden Gem in downtown Connersville
9.8 out of 10, Exceptional, (19)
"Very nice and truely a hidden gem"
Kathleen
$629 nightly
The price is $704
Oct 19 - Oct 20
Total with taxes and fees
The Hidden Gem in downtown Connersville
Property grounds
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,
9.8 out of 10, Exceptional, (13)
"Very relaxing stay glamping style... firepit..amazing. It was perfect for our visit to Wolf Creek wolf sanctuary!"
Shelley M.
$135 nightly
The price is $151
Oct 23 - Oct 24
Total with taxes and fees
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,
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+
10.0 out of 10, Exceptional, (11)
"Very clean and great amenities. Will be booking there again in the future."
Lisa B.
$146 nightly
The price is $164
Oct 20 - Oct 21
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Fridge, microwave, oven, stovetop
Vintage Bungalow
Vintage Bungalow
7.0 out of 10, Good, (2)
"Not impressed, glad by niece and her children didnt come. No diner table to have a meal at. Lack of dishes, silverware, no coffe table, no nightstands. No place to put your suitcases on, used the floor. Owners mother walked in the house, without knocking. Luckily my dog didnt get out. Shower had a hair ball in drain, feces in toilet, gunk all over tile in bathroom tiles. I had to wash the storm door, to see in or out."
Eugene L.
$384 nightly
The price is $430
Oct 19 - Oct 20
Total with taxes and fees
Vintage Bungalow
Private kitchen
Hannah's Creek Farm Cottage
Hannah's Creek Farm Cottage
10.0 out of 10, Exceptional, (4)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
Melissa H.
$155 nightly
The price is $174
Oct 19 - Oct 20
Total with taxes and fees
Hannah's Creek Farm Cottage
Exterior
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Quaker Hill Cottage on gated estate with fire pit & hiking trails
9.8 out of 10, Exceptional, (25)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
Carrie
$195 nightly
The price is $218
Oct 19 - Oct 20
Total with taxes and fees
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Interior
Boho Bungalow off Main-one block from Lovely Park
Boho Bungalow off Main-one block from Lovely Park
9.0 out of 10, Wonderful, (12)
"We very much enjoyed our 1 night visit at the Boho Bungalow! The house was cozy and charming. Everything was clean and the property host gave clear information for our stay. We highly recommend this location."
Lori H.
$160 nightly
The price is $179
Oct 19 - Oct 20
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
Smart TV, fireplace
New Hagerstown Apartment - Self Check-in. Sleeps 4+
New Hagerstown Apartment - Self Check-in. Sleeps 4+
9.2 out of 10, Wonderful, (20)
"Always a pleasure and the location is perfect for seeing family!"
Ronald B.
$124 nightly
The price is $138
Oct 21 - Oct 22
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Terrace/patio
Charming Home! Prime Location! Dog-Friendly!
Charming Home! Prime Location! Dog-Friendly!
10.0 out of 10, Exceptional, (11)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
Jason S.
$295 nightly
The price is $330
Oct 19 - Oct 20
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
8 bedrooms, WiFi, bed sheets
Westcott Mansion with Pickleball Court & Huge Gazebo
Westcott Mansion with Pickleball Court & Huge Gazebo
9.8 out of 10, Exceptional, (34)
"We thoroughly enjoyed our stay in this gorgeous historical home! We enjoyed noticing all the details of the architecture and home decor but were very glad for modern conveniences. Clean and comfortable. "
Becky L.
$285 nightly
The price is $319
Oct 26 - Oct 27
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
Exterior
Campfire/grill/full-kitchen, Cabin near Brookville Lake
Campfire/grill/full-kitchen, Cabin near Brookville Lake
10.0 out of 10, Exceptional, (9)
"Nice, clean place for a group of friends to stay for the weekend! "
Jessica S.
$399 nightly
The price is $447
Oct 20 - Oct 21
Total with taxes and fees
Campfire/grill/full-kitchen, Cabin near Brookville Lake
Dining
Enter As Strangers Leave As Friends
Enter As Strangers Leave As Friends
10.0 out of 10, Exceptional, (41)
"We loved our stay. The house was very comfortable and peaceful. "
Michelle B.
$254 nightly
The price is $284
Nov 2 - Nov 3
Total with taxes and fees
Enter As Strangers Leave As Friends
Fridge, microwave, oven, stovetop
Modern 3-Bedroom Cabin in Wooded Brookville
Modern 3-Bedroom Cabin in Wooded Brookville
10.0 out of 10, Exceptional, (3)
"The hospitality, cleanliness, attention to detail was incredible. We will be back!"
Amy B.
$566 nightly
The price is $634
Oct 23 - Oct 24
Total with taxes and fees
Modern 3-Bedroom Cabin in Wooded Brookville
Outdoor dining
3-Bedroom Cabin near Brookville Lake
3-Bedroom Cabin near Brookville Lake
10.0 out of 10, Exceptional, (2)
"Good times nice and spacious "
christopher n.
$549 nightly
The price is $615
Oct 23 - Oct 24
Total with taxes and fees
3-Bedroom Cabin near Brookville Lake
Exterior
3-Bedroom Cabin near Brookville Lake
3-Bedroom Cabin near Brookville Lake
10.0 out of 10, Exceptional, (8)
"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."
Devon W.
$549 nightly
The price is $615
Oct 23 - Oct 24
Total with taxes and fees
3-Bedroom Cabin near Brookville Lake
Terrace/patio
Campfire/grill/full-kitchen, Cabin near Brookville Lake
Campfire/grill/full-kitchen, Cabin near Brookville Lake
10.0 out of 10, Exceptional, (3)
"Very nice property and location. Nice amenities "
Jon S.
$549 nightly
The price is $615
Oct 23 - Oct 24
Total with taxes and fees
Campfire/grill/full-kitchen, Cabin near Brookville Lake
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

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

10/10 Excellent
"The breakfast service was excellent tasty and well presented "
Terence 1-night trip
Posted 2 days ago
Hampton Inn & Suites Richmond, IN

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 $151 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.