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Pendleton Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pendleton holiday rentals

A covered patio with a brick wall, outdoor seating, and string lights.

1. Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (6 reviews)
The price is HK$5,211
HK$9,526 total
includes taxes & fees
17 Oct - 18 Oct
Pendleton, KY Farm in Oldham Co
A rooftop terrace with four wicker chairs, a wooden deck, and a brick wall.

2. Cheeky RxR | Art Museum Loft with rooftop deck!

Cheeky RxR | Art Museum Loft with rooftop deck!
La Grange
The price is HK$1,664
HK$3,526 total
includes taxes & fees
16 Nov - 17 Nov
Cheeky RxR | Art Museum Loft with rooftop deck!
A wooden deck with a green door, wicker chairs, and a small table.

3. The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (7 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is HK$2,111
HK$3,649 total
includes taxes & fees
1 Nov - 2 Nov
The Sweet Retreat Wheelchair Accessible Historic Home
A house with a large garage, a dock, and a river.

4. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is HK$973
HK$2,261 total
includes taxes & fees
27 Oct - 28 Oct
River Retreat
A bar area with stools, a counter, and a television mounted on the wall.

5. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
The price is HK$800
HK$1,516 total
includes taxes & fees
15 Nov - 16 Nov
Unique Downtown Studio with an Industrial Vibe
A house with a fire pit and Adirondack chairs in the yard.

6. Exclusive Buckner retreat w/ theater & game room!

Exclusive Buckner retreat w/ theater & game room!
Buckner
6.0 out of 10, (1 review)
"The house was big enough for my family of 6. The yard was great for my children to run around and for us to sit around the fire at night. The theater room was nice for my children to hang out in. The game room was nice to play pool in but unfortunately the darts for the dart board were in sad shape so we couldn't utilize that. The home gym was nice to workout in. Unfortunately we walked into ants all over the kitchen pantry and on the counters. We contacted the host (company) right away and they...
United States
Jenn M.
The price is HK$1,044
HK$3,388 total
includes taxes & fees
2 Nov - 3 Nov
Exclusive Buckner retreat w/ theater & game room!
An outdoor seating area with Adirondack chairs, a table, and planters with flowers.

7. Rent the entire private basement level. Enjoy a peaceful country setting.

Rent the entire private basement level. Enjoy a peaceful country setting.
Owenton
10.0 out of 10, Exceptional, (1 review)
"Great property, lots of space!"
United States
Leah S.
The price is HK$1,020
HK$1,471 total
includes taxes & fees
18 Oct - 19 Oct
Rent the entire private basement level. Enjoy a peaceful country setting.
A log cabin with a covered porch, large windows, and a well-maintained front yard.

8. The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
10.0 out of 10, Exceptional, (11 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The price is HK$3,779
HK$4,809 total
includes taxes & fees
18 Oct - 19 Oct
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a gazebo.

9. Exclusive Farmhouse w/ a Romantic Garden View!

Exclusive Farmhouse w/ a Romantic Garden View!
Prospect
10.0 out of 10, Exceptional, (1 review)
"Scenic horse farm. Secluded, private, and quiet. I couldn't be happier with the accommodations. Would like to return when in the area."
United States
Darlene N.
The price is HK$526
HK$1,653 total
includes taxes & fees
3 Nov - 4 Nov
Exclusive Farmhouse w/ a Romantic Garden View!
Exterior

10. Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is HK$745
HK$1,438 total
includes taxes & fees
1 Nov - 2 Nov
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A modern kitchen with a dining area, built-in shelves, and a green sofa in the living room.

11. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is HK$989
HK$2,736 total
includes taxes & fees
16 Nov - 17 Nov
Quiet Downtown Maple Cottage Gem
Property grounds

12. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is HK$699
HK$1,346 total
includes taxes & fees
19 Oct - 20 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

13. The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is HK$485
HK$935 total
includes taxes & fees
16 Nov - 17 Nov
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

14. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is HK$557
HK$1,641 total
includes taxes & fees
4 Nov - 5 Nov
Modern cabin very close to scenic riverfront walks
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

15. Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (26 reviews)
The price is HK$848
HK$1,268 total
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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16. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is HK$785
HK$1,412 total
includes taxes & fees
16 Nov - 17 Nov
Maple Cozy Cabin at Lost Trails
A dining area with a marble table and blue upholstered chairs, a kitchen with modern appliances, and a view of the outdoors through large windows.

17. Spacious Bourbon retreat near Downtown Louisville!

Spacious Bourbon retreat near Downtown Louisville!
Simpsonville
The price is HK$1,232
HK$3,278 total
includes taxes & fees
18 Oct - 19 Oct
Spacious Bourbon retreat near Downtown Louisville!
A wooden cabin with a porch, a staircase, and a deck.

18. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is HK$722
HK$1,336 total
includes taxes & fees
9 Nov - 10 Nov
Sassafras Woodland Cabin at Lost Trails
A porch with two wooden chairs and a table, white siding, and a window.

19. The Shelby House | Historic Charm, Modern Comfort

The Shelby House | Historic Charm, Modern Comfort
Shelbyville
The price is HK$1,044
HK$2,204 total
includes taxes & fees
15 Nov - 16 Nov
The Shelby House | Historic Charm, Modern Comfort
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

20. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is HK$785
HK$1,413 total
includes taxes & fees
20 Oct - 21 Oct
Walnut Secluded Cabin at Lost Trails
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 Pendleton Hotel Reviews

Holiday Inn Express & Suites La Grange by IHG

Holiday Inn Express & Suites La Grange by IHG

10/10 Excellent
"Quiet and clean........................"
Andrew 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites La Grange by IHG

Find out more about Pendleton

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

  • View our selection of featured holiday rentals in Pendleton
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  • Enter your travel dates to view the best deals on holiday rentals in Pendleton while they last

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

Frequently asked questions

Can I find holiday rentals in Pendleton?

Yes, there are holiday rentals close to the most popular sights in Pendleton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pendleton has to offer?

Red comfy cottage : This holiday home rental outside of Pendleton offers an indoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Pendleton?

Choose from 3 Expedia holiday rentals in Pendleton for a memorable holiday.

What can I see and do in Pendleton?

While exploring the area, visit family-friendly sights like Madison Railroad Station Museum, or get outside and enjoy nature at Morgan Conservation Park. In the wider area, you’ll find Lagrange Quarry and Ohio River Valley.

What’s a holiday rental in Pendleton like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pendleton. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.