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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.
The price is ￥105,126
￥185,001 total
includes taxes & fees
Oct 14 - Oct 15
Pendleton, KY Farm in Oldham Co
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

2. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (9 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
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 ￥42,585
￥73,259 total
includes taxes & fees
Nov 8 - Nov 9
The Sweet Retreat Wheelchair Accessible Historic Home
A rooftop terrace with four wicker chairs, a wooden deck, and a brick wall.

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

Cheeky RxR | Art Museum Loft with rooftop deck!
La Grange
The price is ￥34,987
￥72,958 total
includes taxes & fees
Oct 13 - Oct 14
Cheeky RxR | Art Museum Loft with rooftop deck!
A house with a large garage, a dock, and a river.

5. 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 ￥19,630
￥45,617 total
includes taxes & fees
Oct 14 - Oct 15
River Retreat
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 ￥21,847
￥69,424 total
includes taxes & fees
Nov 2 - Nov 3
Exclusive Buckner retreat w/ theater & game room!
A bar area with stools, a counter, and a television mounted on the wall.

7. 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 ￥14,248
￥28,125 total
includes taxes & fees
Oct 13 - Oct 14
Unique Downtown Studio with an Industrial Vibe
Exterior

8. 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 ￥15,039
￥29,179 total
includes taxes & fees
Nov 2 - Nov 3
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

9. 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
The price is ￥17,414
￥25,939 total
includes taxes & fees
Oct 20 - Oct 21
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a gazebo.

10. 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 ￥10,765
￥33,707 total
includes taxes & fees
Nov 3 - Nov 4
Exclusive Farmhouse w/ a Romantic Garden View!
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 ￥19,947
￥55,548 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥14,105
￥27,145 total
includes taxes & fees
Oct 13 - Oct 14
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A log cabin with a covered porch, large windows, and a well-maintained front yard.

13. 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.
The price is ￥67,678
￥86,075 total
includes taxes & fees
Oct 13 - Oct 14
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
cd294e93-b148-4eb4-b858-151fabf1d0ec

14. 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 ￥16,623
￥28,298 total
includes taxes & fees
Oct 13 - Oct 14
Maple Cozy Cabin at Lost Trails
A wooden cabin with a porch, a staircase, and a deck.

15. 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 ￥13,456
￥24,656 total
includes taxes & fees
Nov 9 - Nov 10
Sassafras Woodland Cabin at Lost Trails
A two-story house with a porch, a small garden, and a sign that reads "Hotel."

16. 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, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is ￥23,588
￥47,221 total
includes taxes & fees
Oct 25 - Oct 26
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
A log cabin with a fire pit and outdoor seating.

17. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (4 reviews)
"Host is very easy to communicate with and the property provided us with great memories! Would definitely stay here again!"
United States
Eli H.
The price is ￥25,646
￥68,181 total
includes taxes & fees
Nov 4 - Nov 5
Family-friendly cabin with game room and backyard!
A wooden-paneled bedroom with a bed, a dresser, and a sliding door closet.

18. 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 ￥12,190
￥34,751 total
includes taxes & fees
Oct 25 - Oct 26
Modern cabin very close to scenic riverfront walks
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

19. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is ￥17,414
￥29,208 total
includes taxes & fees
Oct 13 - Oct 14
Cedar Rustic Cabin at Lost Trails
A covered porch with a wooden door, potted plants, and a metal railing.

20. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Very cool house in a nice neighborhood. Had everything we needed and was close to anything you want to do in Madison. We will definitely stay there again!"
United States
Dean C.
The price is ￥21,688
￥41,049 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
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

Hampton Inn Simpsonville

Hampton Inn Simpsonville

10/10 Excellent
"Nice"
Chase 1-night trip
Posted 1 hour ago
Hampton Inn Simpsonville

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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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.