Pendleton Holiday Rentals

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Holiday Rentals in Pendleton

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"We were hit with a snowstorm the day we were to arrive. Our crew all lives within a few hours but roads got pretty bad pretty quickly and we all arrived much later than expected, and even with 4 wheel drive none of us were able to get our cars up the driveway. The owners were kind enough to shuttle us (all 13 of us!) and our belongings up to the house in their big beast of a truck as we all arrived throughout the evening. Very much appreciated! It was a wonderful stay and we all had a great...
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

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

9.8 out of 10, Exceptional, (45)
"We had a wonderful family Christmas in January with 8 adults and 3 little ones. Loved the open floor plan and all of the glass overlooking the waterfalls and woods. Electric fireplace is inviting and even puts out heat! Our hosts generously left the Christmas tree and decorations up for our family. Our crew loved the hot tub (quite large), the oven that goes to 550 (for pizza), the large bowls and utensils for cooking, and the beautiful scenery for walks, play, and photos. "
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

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

10.0 out of 10, Exceptional, (180)
"Beautiful, stunning views!"
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (63)
"Very neat place. Very satisfying for all of us."
The price is AU$1,895
includes taxes & fees
20 Feb - 21 Feb
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is AU$331
includes taxes & fees
23 Feb - 24 Feb
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

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

10.0 out of 10, Exceptional, (23)
"This place is awesome! It’s the best place to stay in Madison, IN. Well decorated and has everything you need. The host Suzie goes over and above to make sure your stay is memorable. Great location in town. We already have future dates reserved and will add more in 2025. "
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

10.0 out of 10, Exceptional, (1)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (74)
"Very nice place. I would recommend it. "
Enchanting, energizing, and enjoyable!

Near Highways and a 20 Min Drive to Louisville's Main Attractions

10.0 out of 10, Exceptional, (38)
"Our family really enjoyed our stay at this home. Some of my grandkids wanted to stay longer (and even asked if we could all move to this home permanently, lol!) The host was great and very quick to respond with any questions we had! I would definitely recommend this place!"
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Spectacular waterfront house!

9.6 out of 10, Exceptional, (75)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

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

9.8 out of 10, Exceptional, (22)
"Had a good time "
The price is AU$358
includes taxes & fees
23 Feb - 24 Feb
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

The Norton Commons Lavish

10.0 out of 10, Exceptional, (4)
"We had 2 families stay here for Thanksgiving and it worked out great - tons of space for everyone to spread out. I will say the house is very advanced so took us a bit to figure out the lights and thermostat! Location is great - walking distance to some cafes and restaurants and cute boutiques. "
The Norton Commons Lavish

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

10.0 out of 10, Exceptional, (10)
"Had a great night stay here. Lots of activities to do in the house with the pool table, TVs, and hot tub. Beds were very comfortable. Overall, great stay!"
The price is AU$1,264
includes taxes & fees
22 Mar - 23 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (19)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
Family/Pet-Friendly Riverside Home w/Amazing Views

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

10.0 out of 10, Exceptional, (42)
"The house is stunning. Very well decorated and completely outfitted for our stay. The kitchen had everything you could need. The owners were easy to communicate with and very helpful. Would highly recommended the property. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Historically Registered 1847 Cabin

10.0 out of 10, Exceptional, (139)
"The cabin worked perfectly for our family gathering. Our grandson loved the outdoor play places. The kitchen was well supplied and we made a full Thanksgiving feast. Lots of places to play games and visit. The hosts were accommodating and responded promptly to all communications."
Historically Registered 1847 Cabin

Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

10.0 out of 10, Exceptional, (17)
"Great host, went out of his way to make our stay great. Would definitely stay again. "
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

Livery Loft: our other BEST downtown location! Award winning! Come see why.

10.0 out of 10, Exceptional, (11)
"This place. This owner. This was far beyond our expectations ! The location is beautiful. Comfortable . Spotless. Safe. There is no stone left unturned in this property. The owner, Suzie, is absolutely lovely. She makes the stay so comfortable and makes sure that you know where everything is . The town is fantastic and we had the time of our lives. Already looking forward for our next trip ! Thank you !!"
Livery Loft: our other BEST downtown location! Award winning! Come see why.

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

10.0 out of 10, Exceptional, (13)
"Nice quiet neighborhood, comfortable place to be to unwind after each day of visiting my home town, family and friends. Property manager was very helpful. I will certainly consider for future trips to this area."
The price is AU$424
includes taxes & fees
23 Feb - 24 Feb
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (32)
"This cabin was off the beaten path and nestled in the woods. Very nice cabin with all the amenities you could ask for. Definitely needed a 4x4 vehicle crossing the stream. It was still full of ice and snow from the recent storm. Will stay again when in the area. "
Rustic cabin just outside of Madison!
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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Other types of properties in Pendleton you may be interested in

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"We were hit with a snowstorm the day we were to arrive. Our crew all lives within a few hours but roads got pretty bad pretty quickly and we all arrived much later than expected, and even with 4 wheel drive none of us were able to get our cars up the driveway. The owners were kind enough to shuttle us (all 13 of us!) and our belongings up to the house in their big beast of a truck as we all arrived throughout the evening. Very much appreciated! It was a wonderful stay and we all had a great...
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

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

9.8 out of 10, Exceptional, (45)
"We had a wonderful family Christmas in January with 8 adults and 3 little ones. Loved the open floor plan and all of the glass overlooking the waterfalls and woods. Electric fireplace is inviting and even puts out heat! Our hosts generously left the Christmas tree and decorations up for our family. Our crew loved the hot tub (quite large), the oven that goes to 550 (for pizza), the large bowls and utensils for cooking, and the beautiful scenery for walks, play, and photos. "
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

Drury Inn & Suites Louisville North

3.0 star property
9.6 out of 10, Exceptional, (1004)
"Dury inn never disappoints "
The price is AU$185
includes taxes & fees
25 Feb - 26 Feb
Drury Inn & Suites Louisville North
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.

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. Our travellers also rate THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA as a favourite home for rent in Pendleton.

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 La Grange Railroad Museum & Learning Center, 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.