Pendleton Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Pendleton holiday rentals

Terrace/patio

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 HK$3,902
HK$7,870 total
includes taxes & fees
25 Mar - 26 Mar
Pendleton, KY Farm in Oldham Co
Smart TV

Cottage in Shelbyville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
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 HK$1,077
HK$2,531 total
includes taxes & fees
4 Mar - 5 Mar
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Exterior

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 HK$821
HK$1,359 total
includes taxes & fees
1 Mar - 2 Mar
Sassafras Woodland Cabin at Lost Trails
Exterior

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 HK$868
HK$1,736 total
includes taxes & fees
2 Mar - 3 Mar
The Artist’s A-Frame
Fridge, microwave, oven, stovetop

Cottage in Shelbyville

Beautiful restored Victorian farmhouse
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is HK$1,724
HK$3,442 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful restored Victorian farmhouse
Fridge, microwave, oven, stovetop

Holiday Home in Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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 HK$743
HK$1,149 total
includes taxes & fees
2 Mar - 3 Mar
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Smart TV, fireplace, video games, ping pong

Cabin in Owenton

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
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 HK$1,683
HK$5,373 total
includes taxes & fees
18 Mar - 19 Mar
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
Smart TV

Holiday Home in Hanover

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is HK$908
HK$1,970 total
includes taxes & fees
2 Mar - 3 Mar
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Interior

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.
Hitching Post on the Bourbon Trl
Fridge, microwave, oven, stovetop

Cabin in Madison Township

Mulberry Secluded Cabin at Lost Trails
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 HK$821
HK$1,359 total
includes taxes & fees
1 Mar - 2 Mar
Mulberry Secluded Cabin at Lost Trails
Bar (on property)

Apartment in Shelbyville

Unique Downtown Studio with an Industrial Vibe
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 HK$704
HK$1,390 total
includes taxes & fees
2 Mar - 3 Mar
Unique Downtown Studio with an Industrial Vibe
Property grounds

Cottage in Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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 HK$697
HK$1,341 total
includes taxes & fees
2 Mar - 3 Mar
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Smart TV

Holiday Home in Madison

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is HK$977
HK$1,924 total
includes taxes & fees
12 Mar - 13 Mar
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
TV

Apartment in Shelbyville

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
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 HK$743
HK$1,433 total
includes taxes & fees
1 Mar - 2 Mar
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Exterior detail

Holiday Home in Shelbyville

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
10.0 out of 10, Exceptional, (5 reviews)
"Very pretty remodeled, nicely decorated, spacious Victorian home."
United States
Cheryl M.
The price is HK$1,355
HK$4,153 total
includes taxes & fees
11 Mar - 12 Mar
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
Terrace/patio

Holiday Home in Madison

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
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 HK$1,085
HK$2,920 total
includes taxes & fees
17 Mar - 18 Mar
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Pool

Holiday Home in Madison

#207 King Suites, River Views, Deck, Downtown
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 HK$1,478
HK$3,284 total
includes taxes & fees
1 Mar - 2 Mar
#207 King Suites, River Views, Deck, Downtown
Pool

Holiday Home in Madison

#209 Kings, River View, Deck, Bicentennial Park
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 HK$1,478
HK$3,284 total
includes taxes & fees
1 Mar - 2 Mar
#209 Kings, River View, Deck, Bicentennial Park
Exterior detail

Apartment in Madison

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
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 HK$717
HK$1,181 total
includes taxes & fees
1 Mar - 2 Mar
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Exterior

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 HK$595
HK$1,166 total
includes taxes & fees
28 Feb - 1 Mar
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

Drury Inn & Suites Louisville North

Drury Inn & Suites Louisville North

10/10 Excellent
"Room was spacious and staff was friendly."
Stephanie 3-night trip
Posted 2 days ago
Drury Inn & Suites Louisville North

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:

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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.