Pendleton Holiday Rentals

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Our top choices for Pendleton holiday rentals

9.8 out of 10, Exceptional, (62 reviews)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is AU$345
includes taxes & fees
21 Jan - 22 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Holiday Home in Pendleton

Pendleton, KY Farm in Oldham Co
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 AU$2,252
includes taxes & fees
20 Jan - 21 Jan
Pendleton, KY Farm in Oldham Co
9.8 out of 10, Exceptional, (8 reviews)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
United States
Shay D.
The price is AU$491
includes taxes & fees
20 Jan - 21 Jan
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
10.0 out of 10, Exceptional, (1 review)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is AU$241
includes taxes & fees
25 Jan - 26 Jan
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
10.0 out of 10, Exceptional, (1 review)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is AU$263
includes taxes & fees
20 Jan - 21 Jan
Mulberry Secluded Cabin at Lost Trails
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AU$660
includes taxes & fees
20 Jan - 21 Jan
Beautiful restored Victorian farmhouse
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful area, clean house and gorgeous views. Would love to stay here again. "
United States
Grace S.
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
10.0 out of 10, Exceptional, (31 reviews)
"Cool place , great location . I would definitely book it again."
United States
james f.
The price is AU$295
includes taxes & fees
17 Feb - 18 Feb
Unique Downtown Studio with an Industrial Vibe
10.0 out of 10, Exceptional, (19 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 AU$277
includes taxes & fees
1 Feb - 2 Feb
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Holiday Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful place to stay "
United States
Susan H.
The price is AU$344
includes taxes & fees
20 Jan - 21 Jan
The Artist’s A-Frame
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$223
includes taxes & fees
25 Jan - 26 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (5 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 AU$480
includes taxes & fees
20 Jan - 21 Jan
The Sweet Retreat Wheelchair Accessible Historic Home
10.0 out of 10, Exceptional, (3 reviews)
"Great property for a group outing. Great location."
United States
Paul S.
The price is AU$666
includes taxes & fees
20 Jan - 21 Jan
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

Holiday Home in Charlestown

Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
The price is AU$673
includes taxes & fees
20 Jan - 21 Jan
Emerald Lake Retreat Charlestown
9.8 out of 10, Exceptional, (54 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is AU$334
includes taxes & fees
20 Jan - 21 Jan
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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 AU$264
includes taxes & fees
20 Jan - 21 Jan
Cozy Cottage in Smithsonian's of American Gardens!
9.8 out of 10, Exceptional, (9 reviews)
"Loved my stay, just want I needed. Went to the music festival and bought some really cool boots, I’ll be back!"
United States
Robert C.
The price is AU$582
includes taxes & fees
20 Jan - 21 Jan
Luxury Waterfront Retreat, Louisville

Holiday Home in Madison Township

Sassafras Woodland Cabin at Lost Trails
9.8 out of 10, Exceptional, (6 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
The price is AU$263
includes taxes & fees
20 Jan - 21 Jan
Sassafras Woodland Cabin at Lost Trails
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is AU$427
includes taxes & fees
27 Jan - 28 Jan
Charming house in one of Louisville's most coveted neighborhoods
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is AU$374
includes taxes & fees
20 Jan - 21 Jan
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
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

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, 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 favourite 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 depend 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 AU$241 per night. Entering your travel dates in the search wizard might find you 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?

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!: This highly rated holiday home rental in Pendleton is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Pendleton?

Choose from 4 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 Charlestown Family Activities Park, 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.