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

Connersville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Connersville vacation 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 CA $699
CA $1,020 total
includes taxes & fees
Dec 7 - Dec 8
The Hidden Gem in downtown Connersville
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

2. New Hagerstown Apartment - Self Check-in. Sleeps 4+

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (28 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is CA $86
CA $186 total
includes taxes & fees
Nov 17 - Nov 18
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

3. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (9 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 $231 total
includes taxes & fees
Nov 8 - Nov 9
Hannah's Creek Farm Cottage
Exterior detail

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 $111
CA $229 total
includes taxes & fees
Dec 1 - Dec 2
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A living room with a blue sofa, a small round table, a floor lamp, a potted plant, and a patterned rug.

5. 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 $150
CA $262 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 1 Bedroom Apartment
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

6. 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 CA $75
CA $97 total
includes taxes & fees
Nov 7 - Nov 8
King Bed Non-Smoking
A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

7. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
9.8 out of 10, Exceptional, (119 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveller
The price is CA $82
CA $106 total
includes taxes & fees
Nov 7 - Nov 8
2 Queen Beds Non-Smoking
A modern living room with a sofa, armchair, and a white spiral staircase.

8. 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 CA $161
CA $294 total
includes taxes & fees
Nov 9 - Nov 10
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A wooden swing set in a grassy area with houses in the background.

9. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (51 reviews)
"Great communication. Great place to stay.I would stay there again."
United States
Shawn J.
The price is CA $315
CA $385 total
includes taxes & fees
Nov 8 - Nov 9
Enter As Strangers Leave As Friends
A wooden cabin-style kitchen with a large island, bar stools, and an exit sign.

10. Modern 3-Bedroom Cabin in Wooded Brookville

Modern 3-Bedroom Cabin in Wooded Brookville
Brookville
10.0 out of 10, Exceptional, (6 reviews)
"The cabin was great. Perfect size for a couple of families to share. The outside area was incredible. Very quiet and peaceful."
United States
Patrick G.
The price is CA $278
CA $594 total
includes taxes & fees
Nov 9 - Nov 10
Modern 3-Bedroom Cabin in Wooded Brookville
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"Great house in beautiful neighborhood."
United States
Chad H.
The price is CA $190
CA $408 total
includes taxes & fees
Nov 9 - Nov 10
Charming Home! Prime Location! Dog-Friendly!
A large indoor swimming pool with multiple lounge chairs and a changing room.

12. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $85
CA $94 total
includes taxes & fees
Nov 8 - Nov 9
2 Queen Beds | Non-Smoking
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

13. 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 CA $231
CA $438 total
includes taxes & fees
Dec 7 - Dec 8
Westcott Mansion with Pickleball Court & Huge Gazebo
Interior

14. 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 $151
CA $458 total
includes taxes & fees
Nov 8 - Nov 9
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Living area

15. 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 CA $108
CA $441 total
includes taxes & fees
Dec 7 - Dec 8
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

16. 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 CA $85
CA $94 total
includes taxes & fees
Nov 8 - Nov 9
1 QUEEN BED | BUSINESS, NON-SMOKING
A large indoor swimming pool with multiple lounge chairs and a changing room.

17. 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 CA $85
CA $94 total
includes taxes & fees
Nov 16 - Nov 17
1 King Bed | Non-Smoking
A log cabin interior with a leather sofa, a wooden coffee table, and a dining area with a table and chairs.

18. 3-Bedroom Cabin near Brookville Lake

3-Bedroom Cabin near Brookville Lake
Brookville
10.0 out of 10, Exceptional, (8 reviews)
"Good times nice and spacious "
United States
christopher n.
The price is CA $278
CA $594 total
includes taxes & fees
Nov 9 - Nov 10
3-Bedroom Cabin near Brookville Lake
A modern house with a stone facade, a wooden porch, and a landscaped front yard.

19. 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 CA $455
CA $809 total
includes taxes & fees
Nov 12 - Nov 13
Campfire/grill/full-kitchen, Cabin near Brookville Lake
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

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

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"There were vending machines close to the lobby which were convenient for late-night snacks."
United States
Anonymous traveller
The price is CA $200
CA $222 total
includes taxes & fees
Nov 16 - Nov 17
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.
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Top Connersville Hotel Reviews

Comfort Suites Richmond East

Comfort Suites Richmond East

10/10 Excellent
"Room was clean, check in friendly and efficient, breakfast was fine"
Harley 1-night trip
Posted 4 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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Connersville vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Connersville vacation rentals we have selected for you start as low as CA $97 per night. Entering your travel dates in the search wizard 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. 

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.