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

Connersville Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Connersville holiday rentals

A spacious living room with wooden flooring, a fireplace, and a large bookshelf.

1. The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (27 reviews)
"The house was fantastic. Very clean, lots of beautiful Nick nacks and such a great host!"
United States
Daniel P.
The price is HK$3,529
HK$5,525 total
includes taxes & fees
26 Oct - 27 Oct
The Hidden Gem in downtown Connersville
A wooden swing set in a grassy area with houses in the background.

2. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (50 reviews)
"Great communication. Great place to stay.I would stay there again."
United States
Shawn J.
The price is HK$1,765
HK$2,231 total
includes taxes & fees
1 Nov - 2 Nov
Enter As Strangers Leave As Friends
A spacious kitchen with wooden cabinets, a dining area with a large table and chairs, and a view of the outdoors through a sliding glass door.

3. Family-Friendly Brookville Home w/ Hot Tub!

Family-Friendly Brookville Home w/ Hot Tub!
Brookville
10.0 out of 10, Exceptional, (27 reviews)
"The property is nice, quiet, private and more than comfortable. The owners are amazing and so easy to communicate with; they provided so many “extra” little things which made us feel so welcome!!! I definitely recommend this place to anyone looking for a quiet, home away from home, stay near Brookville IN."
United States
Jim G.
The price is HK$1,380
HK$3,048 total
includes taxes & fees
30 Oct - 31 Oct
Family-Friendly Brookville Home w/ Hot Tub!
A modern house with a stone facade, a wooden porch, and a landscaped front yard.

4. Campfire/grill/full-kitchen, Cabin near Brookville Lake

Campfire/grill/full-kitchen, Cabin near Brookville Lake
Brookville
10.0 out of 10, Exceptional, (16 reviews)
"Rooms were clean, they provided extra covers and pillows, family friendly, etc. overall everything was great!"
United States
Gianni D.
The price is HK$2,545
HK$4,703 total
includes taxes & fees
12 Nov - 13 Nov
Campfire/grill/full-kitchen, Cabin near Brookville Lake
A spacious kitchen with wooden cabinets, a dining area with a large table and chairs, and a view of the outdoors through a sliding glass door.

5. Family-friendly Brookville Home w/ Hot Tub!

Family-friendly Brookville Home w/ Hot Tub!
3.0 star property
Brookville
The price is HK$1,757
HK$3,203 total
includes taxes & fees
30 Oct - 31 Oct
Family-friendly Brookville Home w/ Hot Tub!
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

6. 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 HK$980
HK$1,361 total
includes taxes & fees
29 Oct - 30 Oct
Hannah's Creek Farm Cottage
Exterior detail

7. 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 HK$593
HK$1,323 total
includes taxes & fees
4 Nov - 5 Nov
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

8. 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 HK$515
HK$1,148 total
includes taxes & fees
3 Nov - 4 Nov
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A living room with a blue sofa, a small round table, a floor lamp, a potted plant, and a patterned rug.

9. 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 HK$839
HK$1,542 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 1 Bedroom Apartment
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"This property was very cozy & clean. We cant wait to come back here again.Lovely space well appointedThe native garden is gorgeousEverything in the house is well cared forBeds Very comfortable.It was fabulous!"
United States
Dyan P.
The price is HK$1,235
HK$2,587 total
includes taxes & fees
29 Oct - 30 Oct
Charming Home! Prime Location! Dog-Friendly!
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

11. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 reviews)
"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.
The price is HK$1,294
HK$2,609 total
includes taxes & fees
2 Nov - 3 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A modern living room with a sofa, armchair, and a white spiral staircase.

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 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 HK$902
HK$1,739 total
includes taxes & fees
27 Oct - 28 Oct
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

13. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (117 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveller
The price is HK$502
HK$640 total
includes taxes & fees
26 Oct - 27 Oct
2 Queen Beds Non-Smoking
A modern interior with leather chairs, a wooden cabinet, and large windows offering a view of greenery.

14. 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.
The price is HK$3,255
HK$7,038 total
includes taxes & fees
26 Oct - 27 Oct
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

15. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (154 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveller
The price is HK$468
HK$596 total
includes taxes & fees
26 Oct - 27 Oct
King Bed Non-Smoking
A large indoor swimming pool with multiple lounge chairs and a changing room.

16. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$480
HK$532 total
includes taxes & fees
26 Oct - 27 Oct
2 Queen Beds | Non-Smoking
Interior

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is HK$847
HK$2,560 total
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Living area

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
The price is HK$604
HK$2,635 total
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

19. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"Would book again without hesitation if passing through Charlotte. Easy access, comfy bed, quick snack options kept it simple and good."
United States
Anonymous traveller
The price is HK$480
HK$532 total
includes taxes & fees
26 Oct - 27 Oct
1 QUEEN BED | BUSINESS, NON-SMOKING
A large indoor swimming pool with multiple lounge chairs and a changing room.

20. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (2 reviews)
"Evenings spent by the pool were very relaxing, perfect way to unwind after busy days."
United States
Anonymous traveller
The price is HK$480
HK$532 total
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | 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

The Woodridge Inn

The Woodridge Inn

10/10 Excellent
"Very nice room, friendly & helpful staff."
Marcedith 1-night trip
Posted 1 day ago
The Woodridge Inn

Find out more about Connersville

Search for holiday rentals in Connersville on Expedia! You can easily find your home rentals, villas, holiday apartments in Connersville using one of the methods below:

  • View our selection of featured holiday rentals in Connersville
  • Use the map to find apartments and other holiday homes in the Connersville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Connersville while they last

Look no further and take a look at our great range of rental properties in Connersville!

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.