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Holiday Rentals in Pendleton

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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, (4 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.
The price is €799
includes taxes & fees
26 Sept - 27 Sept
Pendleton, KY Farm in Oldham Co
A wooden deck with a green door, wicker chairs, and a small table.

2. The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (6 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 €485
includes taxes & fees
25 Sept - 26 Sept
The Sweet Retreat Wheelchair Accessible Historic Home

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

Cheeky RxR | Art Museum Loft with rooftop deck!
La Grange
Cheeky RxR | Art Museum Loft with rooftop deck!
A spacious dining area with a large table set for six, surrounded by modern chairs. A chandelier hangs from the ceiling, and a staircase leads to an upper level. The kitchen in the background features white cabinets and a central island.

4. 3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay!"
United States
Katie H.
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a gazebo.

5. 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 €181
includes taxes & fees
30 Aug - 31 Aug
Exclusive Farmhouse w/ a Romantic Garden View!
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.
Exclusive Buckner retreat w/ theater & game room!
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

7. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 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 €177
includes taxes & fees
3 Sept - 4 Sept
Modern cabin very close to scenic riverfront walks
A bar area with a black bar counter, stools, and a large horseshoe-shaped metal object on the wall.

8. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is €156
includes taxes & fees
30 Aug - 31 Aug
Unique Downtown Studio with an Industrial Vibe
A modern kitchen with a large window, a dining area with a table and chairs, and a view of the outdoors.

9. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is €293
includes taxes & fees
31 Aug - 1 Sept
Charming house in one of Louisville's most coveted neighborhoods
A living room with a TV, a wooden entertainment unit, a round coffee table, and a sofa.

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, (20 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 €161
includes taxes & fees
30 Aug - 31 Aug
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 €301
includes taxes & fees
30 Aug - 31 Aug
Quiet Downtown Maple Cottage Gem

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)
"Very close to downtown restaurants and shopping. The trails out back were nice and relaxing to walk on. The property was quiet and relaxing. Perfect size for my wife and I and our 12 pound dog. The dog loved the trails and kept us busy on his walks."
United States
Dean
The price is €159
includes taxes & fees
1 Sept - 2 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A wooden cabin with a porch, a staircase, and a deck.

13. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is €157
includes taxes & fees
3 Sept - 4 Sept
Sassafras Woodland Cabin at Lost Trails
An outdoor seating area with Adirondack chairs, a table, and planters with flowers.

14. 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 €149
includes taxes & fees
3 Sept - 4 Sept
Rent the entire private basement level. Enjoy a peaceful country setting.
A two-story house with a porch, a small garden, and a sign that reads "Hotel."

15. Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (47 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is €199
includes taxes & fees
3 Sept - 4 Sept
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

16. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (49 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is €290
includes taxes & fees
3 Sept - 4 Sept
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A kitchen with grey cabinets, a large island, pendant lighting, and a view of the outdoors.

17. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is €372
includes taxes & fees
31 Aug - 1 Sept
Beautiful restored Victorian farmhouse
A log cabin with a covered porch, large windows, and a well-maintained front yard.

18. 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
9.8 out of 10, Exceptional, (8 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
A covered porch with a wooden door, potted plants, and a metal railing.

19. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (39 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is €215
includes taxes & fees
30 Aug - 31 Aug
The Artist’s A-Frame
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

20. 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, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is €163
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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

Hillside Inn

Hillside Inn

10/10 Excellent
"First time there, we loved it and it was convenient to everything."
Sandra 1-night trip
Posted 1 hour ago
Hillside Inn

Find out more about Pendleton

Everything you need to know about Pendleton 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 Pendleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Pendleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pendleton holiday 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 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 Pendleton 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 Pendleton holiday rentals we have selected for you start as low as €135 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pendleton rentals

At Expedia, we put the best Pendleton 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 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 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 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 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?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: This holiday home rental outside of Pendleton is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

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 La Grange Railroad Museum & Learning Center, or get outside and enjoy nature at Morgan Conservation Park. In the wider area, you’ll find Ohio River Valley and Yew Dell Botanical Gardens.

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.