Pendleton Holiday Rentals

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Check prices for these dates

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Holiday 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!
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
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 cabin is the perfect place to getaway and relax! It’s peaceful and beautiful!"
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 HK$4,215
HK$8,696 total
includes taxes & fees
25 Aug - 26 Aug
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 Artist’s A-Frame
Exterior

The Artist’s A-Frame

10.0 out of 10, Exceptional, (17)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
The price is HK$905
HK$1,803 total
includes taxes & fees
26 Aug - 27 Aug
The Artist’s A-Frame
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, (37)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is HK$975
HK$1,946 total
includes taxes & fees
24 Aug - 25 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
3 bedrooms, travel cot, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (29)
"This location was great. House worked for us for the week we were in KY for the bourbon trail. Any issue we had while we were there the property owner corrected. "
The price is HK$978
HK$1,933 total
includes taxes & fees
2 Sept - 3 Sept
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
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
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (42)
"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!
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Fridge, microwave, oven, stovetop

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

10.0 out of 10, Exceptional, (6)
"My husband and I came to celebrate our anniversary and his retirement and to go hiking- our favorite activity together! This place was perfect! Location! Location! Location! Near everything- walked downtown to shops and restaurants! The place itself was clean, nicely decorated, and very welcoming We will e back! "
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Sunset over the city Suite 201, Sunset over the city Suite 201
Interior

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (8)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is HK$601
HK$1,056 total
includes taxes & fees
25 Aug - 26 Aug
Sunset over the city Suite 201, Sunset over the city Suite 201
Cozy Cabin Madison Indiana
TV, fireplace

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana
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, (47)
"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…
Madison's Only YURT Experience
Dining

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (9)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
Fridge, microwave, oven, stovetop

Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!

10.0 out of 10, Exceptional, (3)
"Everything was great"
Stylish Home on water, minutes from downtown. Secluded and Convenient to it all!
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, (13)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is HK$1,239
HK$3,276 total
includes taxes & fees
21 Aug - 22 Aug
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Bungalow on Main!!
Exterior

Bungalow on Main!!

9.8 out of 10, Exceptional, (16)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
Microwave, oven, stovetop, dishwasher

Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

10.0 out of 10, Exceptional, (7)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
The price is HK$1,032
HK$1,718 total
includes taxes & fees
24 Aug - 25 Aug
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
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."
The price is HK$3,605
HK$4,515 total
includes taxes & fees
2 Sept - 3 Sept
Hot Tub | Bourbon Trail | Speakeasy | Game Rm
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

Hampton Inn Simpsonville

Hampton Inn Simpsonville

10/10 Excellent
"Check in was a breeze. And the room is fantastic. Clean, quiet, and comfy. Close to shopping and several dinner options. Would highly recommend. "
Kelly 1-night trip
Posted 1 day ago
Hampton Inn Simpsonville

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.