Holiday Rentals in Pendleton

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Holiday Rentals in Pendleton

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"The property is lovely and the owners are super nice. We had a wonderful stay."
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

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

10.0 out of 10, Exceptional, (4)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

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

10.0 out of 10, Exceptional, (189)
"Great getaway. View is fantastic!!! Location with plenty of privacy!"
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

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

9.8 out of 10, Exceptional, (30)
"Clean, comfortable home with everything needed for our stay. "
The price is €218
includes taxes & fees
28 Jul - 29 Jul
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

9.8 out of 10, Exceptional, (69)
"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 €1,081
includes taxes & fees
16 Jul - 17 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Rustic Cabin at Lost Trails

10.0 out of 10, Exceptional, (5)
"It was a great peaceful getaway for my wife and I. Quiet and clean. "
Rustic Cabin at Lost Trails

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

9.6 out of 10, Exceptional, (49)
"We loved the Wee House. It was great at the end of the day to sit on the porch, listen to the birds, and watch the barges on the river. The kitchen had everything we needed. We especially liked the quilts on the beds--so cheerful and colorful. And the location was perfect--just two short blocks from Main Street so we could walk everywhere."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (38)
"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!

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

9.6 out of 10, Exceptional, (4)
"This property was truly spectacular! It was just as described and the river was beautiful."
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Spectacular waterfront house!

9.6 out of 10, Exceptional, (76)
"We had a great time and loved the view of the river! "
The price is €462
includes taxes & fees
21 Jul - 22 Jul
Spectacular waterfront house!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

10.0 out of 10, Exceptional, (24)
"The place was very cute, clean, and comfortable. Great stay! Host was very responsive. "
The price is €220
includes taxes & fees
28 Jul - 29 Jul
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Urban studio in downtown Shelbyville in the heart of the Bourbon trail

10.0 out of 10, Exceptional, (4)
"Great location near several distilleries and close to Louisville. Travis was a great host, answered all our questions, and was quick to answer any questions. Amazing place that is well furnished and underwent an incredible remodel. Highly recommended. "
The price is €264
includes taxes & fees
14 Aug - 15 Aug
Urban studio in downtown Shelbyville in the heart of the Bourbon trail

East End River Retreat: Dogs Welcome!

10.0 out of 10, Exceptional, (5)
"We had a lovely time. Great property with easy access to everything. Our kids loved the golf cart and we appreciated the extra touches from the owners. Great little house for a stay in a great little town."
East End River Retreat: Dogs Welcome!

Relaxing Country Getaway

9.4 out of 10, Exceptional, (33)
"This place was exactly what we needed! Super quiet, cute and roomy."
Relaxing Country Getaway

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

10.0 out of 10, Exceptional, (43)
"This is the second time staying at this unit. Next weekend, we are going down and staying in the upstairs loft. Looking forward. Always a great time staying with Suzie. Highly recommend."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Sleeps 24, 6BR, 4BA, Hot Tub

10.0 out of 10, Exceptional, (7)
"Thanks for the great stay! "
Sleeps 24, 6BR, 4BA, Hot Tub

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (48)
"We absolutely loved our stay in Madison at the Wadsworth House! You couldn't ask for a nicer place to stay for a quiet get away!"
The Wadsworth in National Historic District of Madison, Indiana.

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.6 out of 10, Exceptional, (25)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

LeCoop Ultra Luxury 2 bed Loft on Bourbon Trail.Close to BuffaloTrace and others

9.8 out of 10, Exceptional, (80)
"The loft was absolutely amazing. The coziness was delightful. Had everything that we needed great location for the Bourbon Trail and very cute little town. Highly recommend this property and if ever we are visiting, will definitely look to stay here again."
LeCoop Ultra Luxury 2 bed Loft on Bourbon Trail.Close to BuffaloTrace and others

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

10.0 out of 10, Exceptional, (47)
"Awesome home in a great location! Very well done inside with unique features and lots of room. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown
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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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 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.