Pendleton Holiday Rentals

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Our top choices for Pendleton holiday rentals

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 NZ$1,618
includes taxes & fees
16 Mar - 17 Mar
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 NZ$538
includes taxes & fees
4 Mar - 5 Mar
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Holiday Home in Madison Township

Sassafras Woodland Cabin at Lost Trails
9.8 out of 10, Exceptional, (7 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
The price is NZ$291
includes taxes & fees
25 Feb - 26 Feb
Sassafras Woodland Cabin at Lost Trails

Holiday Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (27 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The price is NZ$346
includes taxes & fees
25 Feb - 26 Feb
The Artist’s A-Frame
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is NZ$727
includes taxes & fees
2 Mar - 3 Mar
Beautiful restored Victorian farmhouse
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$246
includes taxes & fees
25 Feb - 26 Feb
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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.
The price is NZ$1,162
includes taxes & fees
18 Mar - 19 Mar
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is NZ$414
includes taxes & fees
1 Mar - 2 Mar
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Holiday Home in Shelbyville

Hitching Post on the Bourbon Trl
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic location for a large family or group of friends. The layout of the house provided for plenty of privacy in a large group, and the game room in the basement was a wonderful place to socialize. Location is great for visiting the bourbon trail and Louisville."
United States
Joe O.
The price is NZ$663
includes taxes & fees
25 Feb - 26 Feb
Hitching Post on the Bourbon Trl
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 NZ$291
includes taxes & fees
9 Mar - 10 Mar
Mulberry Secluded Cabin at Lost Trails
10.0 out of 10, Exceptional, (31 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 NZ$297
includes taxes & fees
2 Mar - 3 Mar
Unique Downtown Studio with an Industrial Vibe
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$287
includes taxes & fees
9 Mar - 10 Mar
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is NZ$379
includes taxes & fees
1 Mar - 2 Mar
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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 NZ$307
includes taxes & fees
1 Mar - 2 Mar
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
10.0 out of 10, Exceptional, (5 reviews)
"Very pretty remodeled, nicely decorated, spacious Victorian home."
United States
Cheryl M.
The price is NZ$843
includes taxes & fees
26 Feb - 27 Feb
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
10.0 out of 10, Exceptional, (15 reviews)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
United States
Tom or Karen K.
The price is NZ$615
includes taxes & fees
1 Mar - 2 Mar
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
10.0 out of 10, Exceptional, (37 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is NZ$689
includes taxes & fees
25 Feb - 26 Feb
#207 King Suites, River Views, Deck, Downtown
10.0 out of 10, Exceptional, (63 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
The price is NZ$691
includes taxes & fees
1 Mar - 2 Mar
#209 Kings, River View, Deck, Bicentennial Park
8.8 out of 10, Excellent, (10 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is NZ$253
includes taxes & fees
9 Mar - 10 Mar
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

Holiday Home in Lexington

Sleeps 4, Rustic, Secluded
8.0 out of 10, Very good, (4 reviews)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is NZ$287
includes taxes & fees
25 Feb - 26 Feb
Sleeps 4, Rustic, Secluded
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 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 NZ$287 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?

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 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.