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Featured Holiday Homes in Pendleton

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

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

Madison
With a stay at this vacation home in Madison, you'll be within a 10-minute walk of Dr. William Hutching's Office & Hosptal and Historic District.
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

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

Shelbyville
The price is AU$387 per night from 12 Mar to 13 Mar
AU$387
includes taxes & fees
12 Mar - 13 Mar
When you stay at this vacation home in Shelbyville, you'll be 11 minutes by car from The Outlet Shoppes of the Bluegrass.
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!

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

Madison
The price is AU$366 per night from 2 Mar to 3 Mar
AU$366
includes taxes & fees
2 Mar - 3 Mar
With a stay at this vacation home in Madison, you'll be a 5-minute walk from Ohio River and within a 5-minute drive of Thomas Family Winery.
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home  in Derby City

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

Louisville
The price is AU$2,063 per night from 2 Mar to 3 Mar
AU$2,063
includes taxes & fees
2 Mar - 3 Mar
A stay at this vacation home places you in the heart of Louisville, within a 5-minute drive of Springhurst Towne Center Shopping Center and Paddock Shops.
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Upscale Kentucky Bourbon Trail & Close to Louisville

Upscale Kentucky Bourbon Trail & Close to Louisville

Shelbyville
When you stay at this vacation home in Shelbyville, you'll be 11 minutes by car from The Outlet Shoppes of the Bluegrass.
Upscale Kentucky Bourbon Trail & Close to Louisville
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

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

Hanover
The price is AU$424 per night from 4 Mar to 5 Mar
AU$424
includes taxes & fees
4 Mar - 5 Mar
When you stay at this vacation home in Hanover, you'll be within a 10-minute drive of Ohio River and Clifty Falls State Park.
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park

Madison
The price is AU$1,069 per night from 2 Mar to 3 Mar
AU$1,069
includes taxes & fees
2 Mar - 3 Mar
A stay at this vacation home places you in the heart of Madison, steps from Schofield House and Jeremiah Sullivan House.
#209 Kings, River View, Deck, Bicentennial Park
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

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

Madison
With a stay at this vacation home in Madison, you'll be within a 5-minute walk of Dr. William Hutching's Office & Hosptal and Historic District.
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!

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

Madison
With a stay at this vacation home in Madison, you'll be within a 10-minute walk of Dr. William Hutching's Office & Hosptal and Historic District.
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!
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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.

Pendleton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pendleton vacation homes are the perfect way for you to wing it.

Holiday houses in Pendleton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pendleton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pendleton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pendleton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pendleton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pendleton Holiday Homes essential information

Accommodation
164 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$2,063
Popular accommodation
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River, 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!, Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City, Upscale Kentucky Bourbon Trail & Close to Louisville, The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!, #209 Kings, River View, Deck, Bicentennial Park, 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!

Top trending hotels in Pendleton

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

Pendleton
When you stay at this vacation home in Pendleton, you'll be on the waterfront and 6 minutes by car from Morgan Conservation Park.
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

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

Pendleton
Located in Pendleton, this vacation home is on the waterfront, within a 15-minute drive of Morgan Conservation Park and LaGrange Main Street Visitor Center.
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
Drury Inn & Suites Louisville North

Drury Inn & Suites Louisville North

3 out of 5
9597 Brownsboro Road, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 4 Mar to 5 Mar
AU$185
includes taxes & fees
4 Mar - 5 Mar
Located in Louisville, Drury Inn & Suites Louisville North is within a 15-minute drive of Louisville Waterfront Park and Kentucky International Convention ...
Drury Inn & Suites Louisville North
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Springhill Suites By Marriott Louisville Hurstbourne North

Springhill Suites By Marriott Louisville Hurstbourne North

3 out of 5
10101 Forest Green Blvd, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 2 Mar to 3 Mar
AU$164
includes taxes & fees
2 Mar - 3 Mar
When you stay at Springhill Suites By Marriott Louisville Hurstbourne North in Louisville, you'll be in the business district, within a 5-minute drive of E.P. ...
Springhill Suites By Marriott Louisville Hurstbourne North
Don't see what you're looking for?
See all available properties in Pendleton
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.