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

Connersville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Connersville holiday 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 AU$959
includes taxes & fees
1 Oct - 2 Oct
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 AU$247
includes taxes & fees
23 Sept - 24 Sept
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 AU$216
includes taxes & fees
23 Sept - 24 Sept
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 AU$233
includes taxes & fees
28 Sept - 29 Sept
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 AU$315
includes taxes & fees
22 Sept - 23 Sept
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 AU$451
includes taxes & fees
21 Sept - 22 Sept
Pets Welcome! Quiet Economy Home w/ Spacious Yard

7. 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 AU$455
includes taxes & fees
21 Sept - 22 Sept
Pets Welcome! Quiet Economy Home w/ Spacious Yard

8. 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 AU$110
includes taxes & fees
20 Sept - 21 Sept
King Bed Non-Smoking

9. 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 AU$453
includes taxes & fees
19 Oct - 20 Oct
Westcott Mansion with Pickleball Court & Huge Gazebo

10. 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 AU$281
includes taxes & fees
20 Sept - 21 Sept
Cozy 1 Bedroom Apartment

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 AU$445
includes taxes & fees
20 Sept - 21 Sept
Charming Home! Prime Location! Dog-Friendly!

12. 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 AU$276
includes taxes & fees
8 Oct - 9 Oct
Boho Bungalow off Main-one block from Lovely Park

13. 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 AU$403
includes taxes & fees
27 Sept - 28 Sept
Enter As Strangers Leave As Friends

14. 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 AU$118
includes taxes & fees
20 Sept - 21 Sept
2 Queen Beds Non-Smoking

15. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
The price is AU$96
includes taxes & fees
20 Sept - 21 Sept
2 Queen Beds | Non-Smoking

16. 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 AU$934
includes taxes & fees
21 Sept - 22 Sept
Woodland Retreat w/ Game Room, Fire Pit & King Suite

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. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
The price is AU$96
includes taxes & fees
22 Sept - 23 Sept
1 King Bed | Non-Smoking

19. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
The price is AU$96
includes taxes & fees
20 Sept - 21 Sept
1 QUEEN BED | BUSINESS, NON-SMOKING

20. 1 KING BED | SUITE, NON-SMOKING, HOT TUB

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
The price is AU$221
includes taxes & fees
28 Sept - 29 Sept
1 KING BED | SUITE, NON-SMOKING, HOT TUB
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Connersville Hotel Reviews

Find out more about Connersville

Everything you need to know about Connersville holiday rentals

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

Connersville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Connersville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Connersville holiday rentals we have selected for you start as low as AU$110 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Connersville rentals

At Expedia, we put the best Connersville holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Connersville?

Yes, there are holiday rentals in Connersville close to Whitewater Valley Railroad, or you can select 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 holiday rentals that Connersville has to offer?

The Hidden Gem in downtown Connersville: This highly rated holiday home rental in Connersville is located in the city centre, and offers an arcade/games 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 that you can cook with friends or family. Our travellers also rate 17 Mi to Brookville Lake: Home w/ In-Unit Laundry as a favourite home for rent in Connersville.

How many holiday rentals are there in Connersville?

Expedia has 4 holiday 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 holiday rental in Connersville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Connersville. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.