Holiday Homes in Pendleton

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Featured Holiday Homes in Pendleton

Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

9.8 out of 10, Exceptional, (39)
"The space was perfect for 4 of us traveling for a girls’ trip. Location was close to all the shops and restaurants. "
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

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$317
includes taxes & fees
17 Feb - 18 Feb
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

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$364
includes taxes & fees
17 Feb - 18 Feb
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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
17 Feb - 18 Feb
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

Upscale Kentucky Bourbon Trail & Close to Louisville

10.0 out of 10, Exceptional, (20)
"We all loved the property and had more than enough space for 6 of us to relax after visiting distilleries. Having 2 kitchens and 2 living rooms was perfect when we needed some space or quiet, and there is a good sized tvs in each living room. The bathrooms and kitchens are nicely updated. We walked to dinner in downtown shelbyville - about 4-5 blocks. We would definitely stay there again. "
Upscale Kentucky Bourbon Trail & Close to Louisville

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
18 Feb - 19 Feb
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

#209 Kings, River View, Deck, Bicentennial Park

10.0 out of 10, Exceptional, (55)
"Nice property and well equipped. We had no problem cooking full breakfast and full dinner for 8 people. Nice location for walking to places in town."
The price is AU$849
includes taxes & fees
17 Feb - 18 Feb
#209 Kings, River View, Deck, Bicentennial Park

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.4 out of 10, Exceptional, (15)
"Very nice home with lots of space and great location to many shops."
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!

10.0 out of 10, Exceptional, (24)
"This was a wonderful place for our weekend in Madison. We walked everywhere we wanted to go. The house is very clean and updated with everything we needed. We really appreciated having large beds and bathrooms for each bedroom. "
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!

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

Louisville Country Manor - Pool & Pickleball!

10.0 out of 10, Exceptional, (9)
"This was the perfect place for our family gathering. There is LOTS of space for being together. We hosted 20 people for Thanksgiving as well during our stay. The kitchen is amazing. The greatest thing that stands out to me is how clean everything was. I truly have never stayed in a rental cleaner than this one. I would highly recommend this property to anyone looking to gather together. "
Louisville Country Manor - Pool & Pickleball!

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (29)
"We had a 5 couples get away for one evening and stayed in the house. A great view of the river and perfect location for walks to the shops, Park and restaurants. We plan on staying here again in the future! "
The price is AU$849
includes taxes & fees
17 Feb - 18 Feb
#207 King Suites, River Views, Deck, Downtown

~ NEW HOT TUB💧~ Bourbon Trail 🥃 ~ Golf⛳️~ Pool Table & Ping Pong 🎱~ Cornhole~

9.8 out of 10, Exceptional, (7)
"The location, decor, and so many little touches felt like being home! Cannot recommend this property and its amenities enough. "
The price is AU$833
includes taxes & fees
17 Feb - 18 Feb
~ NEW HOT TUB💧~ Bourbon Trail 🥃 ~ Golf⛳️~ Pool Table & Ping Pong 🎱~ Cornhole~

The Riverside Retreat - Your Coastal Getaway

9.8 out of 10, Exceptional, (44)
"The space is thoughtfully outfitted with all essentials and has comfortable furnishings. My dog and I enjoyed exploring the neighborhood and embracing the quiet season. Our host, Daniel, was attentive and responsive to all requests. We will definitely be back!"
The Riverside Retreat - Your Coastal Getaway

The Sweet Retreat Wheelchair Accessible Historic Home

2.0 star property
10.0 out of 10, Exceptional, (3)
"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!"
The price is AU$423
includes taxes & fees
17 Feb - 18 Feb
The Sweet Retreat Wheelchair Accessible Historic Home

Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit

10.0 out of 10, Exceptional, (48)
"Great time spent with family. "
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, & Firepit

6BD - Riverfront Home w/ Gorgeous Views

9.2 out of 10, Wonderful, (24)
"We rented this house for a thanksgiving Friendsgiving. There was a little confusion on my part because I read the property title as 6BR when it actually says 6BD so I thought there were 6 bedrooms, but there are only 5 (with 6 beds). We were still able to sleep comfortably and had plenty of space. The house was a bit cold (being late November) and we had some difficulties with the thermostat. The downstairs just never seemed to warm up, but when we asked the host about it they delivered two...
The price is AU$1,231
includes taxes & fees
4 Mar - 5 Mar
6BD - Riverfront Home w/ Gorgeous Views

Upscale Kentucky Bourbon Trail & Close to Louisville

9.8 out of 10, Exceptional, (8)
"Everything about our getaway was perfect. We arrived to the house around 9 and the keyless entry was flawless. The house was exactly as the pictures described and was perfect for two couples. The decor of the home was nicely created and felt very homey. We spent most of our time on the Bourbon Trail and loved the location so we could get to where we were going in about 30 to 45 minutes. Buffalo Trace was a daily stop and was a 30 minute drive. We’d definitely recommend this home. "
Upscale Kentucky Bourbon Trail & Close to Louisville

The Nook at The Purple Martin is a two bedroom one bath unit in Norton Commons

10.0 out of 10, Exceptional, (2)
"Exceptional , Unique and Elevated experience. "
The price is AU$774
includes taxes & fees
18 Feb - 19 Feb
The Nook at The Purple Martin is a two bedroom one bath unit in Norton Commons

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!
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 property types 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
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.