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Rolling Hills Vacation Rentals

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Our top choices for Rolling Hills vacation rentals

1. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (4 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
The price is CA $136
CA $168 total
includes taxes & fees
Sep 8 - Sep 9
StudioRes by Marriott Louisville East

2. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"cute housegreat location easy peasy"
United States
Lisa M.
The price is CA $118
CA $470 total
includes taxes & fees
Sep 14 - Sep 15
St. Matthew’s - Walk to Shops & Restaurants

3. The Whiskey Stop! A Spacious Highlands Retreat

The Whiskey Stop! A Spacious Highlands Retreat
Germantown
10.0 out of 10, Exceptional, (78 reviews)
"It was perfect for our stay very comfortable and we enjoyed it very much"
United States
Lester W.
The price is CA $76
CA $240 total
includes taxes & fees
Sep 2 - Sep 3
The Whiskey Stop! A Spacious Highlands Retreat

4. Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (26 reviews)
"Everything was outstanding!"
United States
John W.
The price is CA $247
CA $390 total
includes taxes & fees
Sep 14 - Sep 15
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

5. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is CA $262
CA $478 total
includes taxes & fees
Sep 14 - Sep 15
Charming house in one of Louisville's most coveted neighborhoods

6. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveller
The price is CA $71
CA $80 total
includes taxes & fees
Sep 13 - Sep 14
2 Queen Beds|Nsmk,Micfridge

7. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
The price is CA $136
CA $314 total
includes taxes & fees
Sep 14 - Sep 15
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

8. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (54 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is CA $189
CA $229 total
includes taxes & fees
Sep 3 - Sep 4
The Bellwether Hotel

9. OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is CA $239
CA $636 total
includes taxes & fees
Sep 8 - Sep 9
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

10. Bourbon Belle- Cozy Germantown home with parking!

Bourbon Belle- Cozy Germantown home with parking!
Germantown
10.0 out of 10, Exceptional, (79 reviews)
"We've stayed here a few times in the past and it's always been a great experience!"
United States
Paul H.
The price is CA $60
CA $222 total
includes taxes & fees
Sep 3 - Sep 4
Bourbon Belle- Cozy Germantown home with parking!

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

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (57 reviews)
"Ross was super helpful from start to finish, and had plenty of space for our 14 guests to stay. This property would be very very high on my list to stay at again as a home base for a future Kentucky Derby weekend, or even a bourbon trail trip."
United States
Stephen Y.
The price is CA $238
CA $544 total
includes taxes & fees
Sep 7 - Sep 8
Near Highways and a 20 Min Drive to Louisville's Main Attractions

12. Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (134 reviews)
"It was a great stay the property was super clean and the property manager was great!"
United States
Cole T.
The price is CA $180
CA $326 total
includes taxes & fees
Sep 4 - Sep 5
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

13. Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (147 reviews)
"Great location. Lots to do in the area. Room was clean and very nice."
United States
Brad
The price is CA $128
CA $221 total
includes taxes & fees
Sep 7 - Sep 8
Stellar Suites

14. Cozy studio near music hall, food stops and shops!

Cozy studio near music hall, food stops and shops!
Germantown
10.0 out of 10, Exceptional, (85 reviews)
"We really enjoyed our stay here. The place was clean and comfortable. "
Canada
Jonathon B.
The price is CA $76
CA $240 total
includes taxes & fees
Sep 2 - Sep 3
Cozy studio near music hall, food stops and shops!

15. American Pharoah Twin Spires Suite

American Pharoah Twin Spires Suite
Jeffersonville
10.0 out of 10, Exceptional, (6 reviews)
"Great place in downtown Jeffersonville. Clean and great location for Abbey Road on the River. Just had a few suggestions for mgr, im sure he'll consider. We'd def stay here again!"
United States
doris S.
The price is CA $111
CA $198 total
includes taxes & fees
Sep 2 - Sep 3
American Pharoah Twin Spires Suite

16. New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
9.8 out of 10, Exceptional, (45 reviews)
"Great stay and great host"
United States
Chayil B.
The price is CA $75
CA $264 total
includes taxes & fees
Sep 14 - Sep 15
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

17. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (37 reviews)
"Everything was exactly as described. Location is perfect near great shops and restaurants. Will definitely use again. Owner super nice and great communicator. "
United States
Amanda H.
The price is CA $129
CA $273 total
includes taxes & fees
Sep 7 - Sep 8
Charming Clifton Loft with Balcony & Free

18. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is CA $165
CA $372 total
includes taxes & fees
Sep 8 - Sep 9
Convenient & Cozy! Close to everything Louisville!

19. CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
7.4 out of 10, Good, (34 reviews)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
United States
Roy
The price is CA $104
CA $282 total
includes taxes & fees
Sep 3 - Sep 4
CozySuites at Nulu

20. The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (214 reviews)
"Beautiful location…very relaxing after a busy day!"
United States
Jim N.
The price is CA $317
CA $594 total
includes taxes & fees
Sep 23 - Sep 24
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
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 Rolling Hills Hotel Reviews

Find out more about Rolling Hills

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rolling Hills. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Rolling Hills?

Yes, there are vacation rentals near well known points of interest in Rolling Hills, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Rolling Hills?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: This vacation home rental outside of Rolling Hills is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a hot tub and a selection of books.

What can I see and do in Rolling Hills?

While exploring the area, visit family-friendly sights like IceLand Sports Complex, or get outside and enjoy nature at E.P. Tom Sawyer State Park. In the larger area, you’ll find Springhurst Towne Center Shopping Center and Paddock Shops.

What are vacation rentals like in Rolling Hills?

Vacation rentals are private properties you can stay in for several days or longer in Rolling Hills. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.