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

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.
The price is CA $630
CA $923 total
includes taxes & fees
Sep 18 - Sep 19
The Hidden Gem in downtown Connersville

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.
The price is CA $175
CA $243 total
includes taxes & fees
Sep 22 - Sep 23
Hannah's Creek Farm Cottage

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.
The price is CA $89
CA $202 total
includes taxes & fees
Sep 21 - Sep 22
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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
The price is CA $99
CA $229 total
includes taxes & fees
Sep 28 - Sep 29
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

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.
The price is CA $160
CA $307 total
includes taxes & fees
Sep 28 - Sep 29
Quaker Hill Cottage on gated estate with fire pit & hiking trails

6. 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 $142
CA $445 total
includes taxes & fees
Sep 21 - Sep 22
Pets Welcome! Quiet Economy Home w/ Spacious Yard

7. 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 traveller
The price is CA $85
CA $109 total
includes taxes & fees
Sep 19 - Sep 20
King Bed Non-Smoking

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 traveller
The price is CA $92
CA $117 total
includes taxes & fees
Sep 19 - Sep 20
2 Queen Beds Non-Smoking

9. Dreams End Deerrun Cabin

Dreams End Deerrun Cabin
Connersville
Dreams End Deerrun Cabin

10. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 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
The price is CA $231
CA $461 total
includes taxes & fees
Sep 21 - Sep 22
Westcott Mansion with Pickleball Court & Huge Gazebo

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (20 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is CA $220
CA $433 total
includes taxes & fees
Sep 20 - Sep 21
Charming Home! Prime Location! Dog-Friendly!

12. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
The price is CA $86
CA $96 total
includes taxes & fees
Sep 20 - Sep 21
2 Queen Beds | Non-Smoking

13. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is CA $149
CA $274 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 1 Bedroom Apartment

14. 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.
The price is CA $100
CA $451 total
includes taxes & fees
Sep 20 - Sep 21
Pets Welcome! Quiet Economy Home w/ Spacious Yard

15. 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, (19 reviews)
"The house is very clean and nicely appointed. Owner is quick to respond to messages. We would definitely stay here again."
United States
Joanne K.
The price is CA $151
CA $271 total
includes taxes & fees
Oct 8 - Oct 9
Boho Bungalow off Main-one block from Lovely Park

16. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (48 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 $313
CA $398 total
includes taxes & fees
Sep 29 - Sep 30
Enter As Strangers Leave As Friends

17. 18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Wayne Township
10.0 out of 10, Exceptional, (11 reviews)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
United States
Robin A.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

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

Woodland Retreat w/ Game Room, Fire Pit & King Suite
Greens Fork
8.8 out of 10, Excellent, (18 reviews)
"Great location for Hwy 127 garage sale "
United States
Margaret G.
The price is CA $489
CA $927 total
includes taxes & fees
Sep 21 - Sep 22
Woodland Retreat w/ Game Room, Fire Pit & King Suite

19. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
The price is CA $86
CA $96 total
includes taxes & fees
Sep 20 - Sep 21
1 King Bed | Non-Smoking

20. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
The price is CA $86
CA $96 total
includes taxes & fees
Sep 20 - Sep 21
1 QUEEN BED | BUSINESS, NON-SMOKING
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.