Pendleton Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Pendleton holiday rentals

Terrace/patio

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 HK$3,366
HK$7,041 total
includes taxes & fees
22 Apr - 23 Apr
Pendleton, KY Farm in Oldham Co
Exterior

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
9.6 out of 10, Exceptional, (5 reviews)
"We stayed at the Rec Farm for a short family stay for new years 2026. The cabin is cute, the long drive way into the property is nice, the cabin sits back away from the main street. I have 2 teen boys that enjoyed the Rec building; although it is not connected to the main house and it was below freezing all weekend. Inside, the cabin was ok; it was a smaller than I expected from viewing the pictures, but enough room for our family with 3 bedrooms. One of the bedroom windows did not stay...
United States
Norma M.
The price is HK$3,169
HK$5,522 total
includes taxes & fees
19 Apr - 20 Apr
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Outdoor spa tub

Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy

Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy
Dining

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (31 reviews)
"Stay was great"
United States
Jake T.
The price is HK$2,810
HK$5,759 total
includes taxes & fees
19 Apr - 20 Apr
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Terrace/patio

SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome

SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome
Bagdad
10.0 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. It's a great cozy and comfortable place that's secluded and private. Iris was a great host. "
United States
Madison W.
The price is HK$1,565
HK$4,607 total
includes taxes & fees
21 Apr - 22 Apr
SALE! Hot Tub Oasis: Bourbon Trail + Pets Welcome
Fridge, microwave, oven, stovetop

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is HK$1,725
HK$3,488 total
includes taxes & fees
20 Apr - 21 Apr
Beautiful restored Victorian farmhouse
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is HK$743
HK$1,309 total
includes taxes & fees
19 Apr - 20 Apr
Maple Cozy Cabin at Lost Trails
2 bedrooms, iron/ironing board, WiFi, bed sheets

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
10.0 out of 10, Exceptional, (3 reviews)
"Kitchen light could be just a bit brighter, otherwuse everything else was perfect"
United States
Cathy G.
The price is HK$916
HK$1,683 total
includes taxes & fees
19 Apr - 20 Apr
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Exterior

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (10 reviews)
"Great home, excellent location, easy communication with the host-looking forward to a return trip!"
United States
Kurt F.
The price is HK$2,889
HK$5,963 total
includes taxes & fees
19 Apr - 20 Apr
NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded
TV

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, (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$1,434 total
includes taxes & fees
19 Apr - 20 Apr
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Room

Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
The price is HK$1,305
HK$3,057 total
includes taxes & fees
27 Apr - 28 Apr
Family-friendly cabin with game room and backyard!
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is HK$743
HK$1,309 total
includes taxes & fees
19 Apr - 20 Apr
Walnut Secluded Cabin at Lost Trails
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (10 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
The price is HK$743
HK$1,309 total
includes taxes & fees
19 Apr - 20 Apr
Sassafras Woodland Cabin at Lost Trails
Exterior detail

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
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 HK$2,105
HK$3,639 total
includes taxes & fees
19 Apr - 20 Apr
The Sweet Retreat Wheelchair Accessible Historic Home
Exterior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (79 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is HK$4,909
HK$9,612 total
includes taxes & fees
21 Apr - 22 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Property grounds

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, (7 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$1,342 total
includes taxes & fees
20 Apr - 21 Apr
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Interior

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
Emerald Lake Retreat Charlestown
Interior

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison
The price is HK$669
HK$1,309 total
includes taxes & fees
19 Apr - 20 Apr
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Bar (on property)

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
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
20 Apr - 21 Apr
Unique Downtown Studio with an Industrial Vibe
Outdoor dining

Bridle & Bourbon Retreat-Horse Country Escape

Bridle & Bourbon Retreat-Horse Country Escape
Shelbyville
Bridle & Bourbon Retreat-Horse Country Escape
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pendleton Hotel Reviews

Best Western Ashbury Inn

Best Western Ashbury Inn

10/10 Excellent
"Clean room. "
Justin 1-night trip
Posted 13 hours ago
Best Western Ashbury Inn

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
  • Use the map to find apartments and other holiday homes in the Pendleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pendleton while they last

Look no further and take a look at our great range of rental properties in Pendleton!

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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This holiday home rental outside of Pendleton offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 Crystal Lake and Lagrange Quarry.

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.