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

Connersville Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Connersville vacation rentals

Game room

1. The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (27 reviews)
"Great place for friends to gather. "
United States
Leslie P.
$628 nightly
The price is $703
Sep 7 - Sep 8
Total with taxes and fees
The Hidden Gem in downtown Connersville
Private kitchen

2. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (8 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
$155 nightly
The price is $174
Sep 8 - Sep 9
Total with taxes and fees
Hannah's Creek Farm Cottage
Coffee/tea maker, fridge, microwave, oven

3. 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)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
$130 nightly
The price is $145
Sep 14 - Sep 15
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Coffee/tea maker, fridge, microwave, oven

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, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
$146 nightly
The price is $164
Sep 14 - Sep 15
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Smart TV, books

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.4 out of 10, Exceptional, (36 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
$199 nightly
The price is $223
Sep 7 - Sep 8
Total with taxes and fees
Quaker Hill Cottage on gated estate with fire pit & hiking trails
House (1 Bedroom) | Interior

6. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
$286 nightly
The price is $320
Sep 7 - Sep 8
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard
TV

7. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (10 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
$193 nightly
The price is $196
Sep 12 - Sep 13
Total with taxes and fees
Cozy 1 Bedroom Apartment
1 bedroom

8. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (115 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveler
$67 nightly
The price is $74
Sep 7 - Sep 8
Total with taxes and fees
2 Queen Beds Non-Smoking
Exterior

9. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (19 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
$295 nightly
The price is $330
Sep 8 - Sep 9
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Dining

10. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (152 reviews)
"Had everything we needed for our visit,non smoking rooms kept things fresh too!"
United States
Anonymous traveler
$62 nightly
The price is $68
Sep 7 - Sep 8
Total with taxes and fees
King Bed Non-Smoking
Interior

11. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (40 reviews)
"This is a wonderful historic property if you're into a vintage stay. We were. The home is lovely. The only disadvantages are not having a host on-site and having to get luggage up the stairs without an elevator or bellhop assitance; there are no bedrooms on the ground floor. And being vintage, it takes quite a while to adjust the temperature to where you want it. Also, it would be helpful to have television instructions; we were never able to figure out how to get anything on the TV."
United States
Debbie
$297 nightly
The price is $333
Sep 13 - Sep 14
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
Property grounds

12. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (47 reviews)
"The house was adorable with a lot of games, books and movies. The host was very friendly and helpful. "
United States
SUZANN S.
$254 nightly
The price is $284
Sep 8 - Sep 9
Total with taxes and fees
Enter As Strangers Leave As Friends
TV

13. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
2.0 out of 10, (1 review)
"Bed bugs in upstairs bedroom!!!Unfortunately we had a terrible experience both during and following our stay. During the stay the air conditioning was not functioning properly and we were forced to use portable AC units that didn’t get the temperature below 78 in the house.Three people sleeping upstairs had bed bug bites and upon searching the two beds we found numerous bugs. We promptly made the property owner aware of the situation and requested our stay be refunded due to the inconvenience...
United States
Payton L.
$294 nightly
The price is $329
Sep 7 - Sep 8
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Interior

14. Woodland Retreat w/ Game Room, Fire Pit & King Suite

Woodland Retreat w/ Game Room, Fire Pit & King Suite
Greens Fork
9.0 out of 10, Wonderful, (17 reviews)
"Great location for Hwy 127 garage sale "
United States
Margaret G.
$596 nightly
The price is $667
Sep 7 - Sep 8
Total with taxes and fees
Woodland Retreat w/ Game Room, Fire Pit & King Suite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Connersville Hotel Reviews

Comfort Suites Richmond East

Comfort Suites Richmond East

10/10 Excellent
"Good as always"
Andrea 2-night trip
Posted 2 hours ago
Comfort Suites Richmond East

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 $68 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. 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.