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Pendleton Vacation Rentals

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Check prices for these dates

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

Our top choices for Pendleton vacation 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 house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
$1,101 nightly
The price is $1,214
Oct 18 - Oct 19
Total with taxes and fees
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
$397 nightly
The price is $433
Nov 3 - Nov 4
Total with taxes and fees
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.
$410 nightly
The price is $465
Nov 1 - Nov 2
Total with taxes and fees
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.
$255 nightly
The price is $288
Oct 21 - Oct 22
Total with taxes and fees
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.
$168 nightly
The price is $187
Oct 19 - Oct 20
Total with taxes and fees
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.
$391 nightly
The price is $415
Oct 25 - Oct 26
Total with taxes and fees
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.
$170 nightly
The price is $187
Oct 18 - Oct 19
Total with taxes and fees
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, Pickle Ball, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, 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.
$551 nightly
The price is $613
Oct 18 - Oct 19
Total with taxes and fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, 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.
$198 nightly
The price is $211
Nov 3 - Nov 4
Total with taxes and fees
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.
$165 nightly
The price is $183
Nov 1 - Nov 2
Total with taxes and fees
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.
$316 nightly
The price is $351
Oct 19 - Oct 20
Total with taxes and fees
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.
$149 nightly
The price is $171
Oct 19 - Oct 20
Total with taxes and fees
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.
$112 nightly
The price is $119
Oct 18 - Oct 19
Total with taxes and fees
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.
$192 nightly
The price is $206
Nov 4 - Nov 5
Total with taxes and fees
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 carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
$143 nightly
The price is $162
Oct 26 - Oct 27
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
cd294e93-b148-4eb4-b858-151fabf1d0ec

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.
$155 nightly
The price is $180
Nov 16 - Nov 17
Total with taxes and fees
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
$423 nightly
The price is $456
Oct 19 - Oct 20
Total with taxes and fees
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.
$147 nightly
The price is $170
Nov 9 - Nov 10
Total with taxes and fees
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
$254 nightly
The price is $282
Nov 15 - Nov 16
Total with taxes and fees
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.
$155 nightly
The price is $180
Oct 20 - Oct 21
Total with taxes and fees
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 2 days ago
Holiday Inn Express & Suites La Grange by IHG

Find out more about Pendleton

Everything you need to know about Pendleton 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 Pendleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pendleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pendleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pendleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pendleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pendleton rentals

At Expedia, we put the best Pendleton 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 Pendleton 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 Pendleton 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 Pendleton. 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 Pendleton?

Yes, we offer vacation rentals near the most popular sights in Pendleton, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Pendleton?

Red comfy cottage : This vacation home rental near Pendleton offers an indoor pool, a patio, and a barbecue grill 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 a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Pendleton?

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

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 larger area, you’ll find Lagrange Quarry and Ohio River Valley.

What’s a vacation rental in Pendleton like?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Pendleton. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.