Pendleton Vacation Rentals

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Check prices for these dates

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 15 - Aug 17
Next weekend
Aug 22 - Aug 24

Vacation Rentals in Pendleton

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
Exterior

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (41)
"The property is lovely and the owners are super nice. We had a wonderful stay."
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
Property grounds

THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

9.8 out of 10, Exceptional, (47)
"This property was so cool!! It is tucked away up a big hill and it was super cool to be in the woods. The house itself was great for our purposes as well, we had 12 people and everyone was comfortable and we had a great time. Thanks again for the great weekend!!"
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (77)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
The Artist’s A-Frame
Exterior

The Artist’s A-Frame

10.0 out of 10, Exceptional, (15)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is ￥17,877
￥35,000 total
includes taxes & fees
Aug 25 - Aug 26
The Artist’s A-Frame
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Property grounds

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (194)
"This was the second time we stayed at the cabin. Very peaceful, wonderful views, and only 25 minutes from downtown Madison. Highly recommend! "
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

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

9.8 out of 10, Exceptional, (70)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is ￥79,900
￥164,818 total
includes taxes & fees
Aug 18 - Aug 19
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Relaxing Country Getaway
Interior

Relaxing Country Getaway

9.4 out of 10, Exceptional, (35)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Fridge, microwave, oven, stovetop

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (50)
"Fantastic location-Ohio River View; walkable to Madison’s downtown, river walk, and bridge."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (36)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is ￥18,468
￥36,869 total
includes taxes & fees
Aug 25 - Aug 26
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Interior

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (46)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
Fridge, microwave, oven, stovetop

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

9.8 out of 10, Exceptional, (9)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
Madison's Only YURT Experience
Dining

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (8)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Interior

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (27)
"We loved the house. Super clean, comfortable and great artwork! Owners were very helpful and made sure our stay exceeded expectations. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Terrace/patio

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Exterior

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
10.0 out of 10, Exceptional, (7)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
The price is ￥18,615
￥24,805 total
includes taxes & fees
Aug 13 - Aug 14
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Hot Tub | Bourbon Trail | Speakeasy | Game Rm
Outdoor spa tub

Hot Tub | Bourbon Trail | Speakeasy | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (9)
"Such a beautiful house it was just as described very clean and in a great location for the bourbon trail I would stay again hands down."
Hot Tub | Bourbon Trail | Speakeasy | Game Rm
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
Fridge, microwave, oven, stovetop

"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub

10.0 out of 10, Exceptional, (8)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
The price is ￥20,601
￥50,962 total
includes taxes & fees
Aug 13 - Aug 14
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Outdoor spa tub

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

9.8 out of 10, Exceptional, (19)
"Great place good time "
The price is ￥53,222
￥109,942 total
includes taxes & fees
Aug 13 - Aug 14
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (41)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Fridge, microwave, oven, stovetop

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (12)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is ￥21,461
￥59,517 total
includes taxes & fees
Aug 13 - Aug 14
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
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

Holiday Inn Express And Suites La Grange by IHG

Holiday Inn Express And Suites La Grange by IHG

10/10 Excellent
"We arrived after midnight and it was so nice to see a smiley face, a clean room & a nice environment. The breakfast crew did amazing. Food was delicious & a great variety for adults and kids. "
RANDALL C 1-night trip
Posted 1 day ago
Holiday Inn Express And Suites La Grange by IHG

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?

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!: Visitors like this Pendleton vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Pendleton?

Choose from 4 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 Yew Dell Botanical Gardens.

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.