Rolling Hills Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Rolling Hills vacation rentals

Exterior

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (144 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is ￥40,479
￥63,568 total
includes taxes & fees
May 18 - May 19
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Dining

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

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (32 reviews)
"We had a wonderful experience. The house was great and had everything we needed. Everything was clean and well maintained. The host was very friendly, responsive, and flexible, which we really appreciated. Would definitely stay again!"
United States
Dieudonne N.
The price is ￥56,874
￥117,486 total
includes taxes & fees
May 20 - May 21
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Dining

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay!"
United States
Katie H.
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
Exterior

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (81 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is ￥104,864
￥202,051 total
includes taxes & fees
May 18 - May 19
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (47 reviews)
"Unique and beautiful hotel in a great area. Would highly recommend."
United States
Erika
The price is ￥21,288
￥24,710 total
includes taxes & fees
Jun 1 - Jun 2
The Bellwether Hotel
Interior

The Derby House - Relaxing retreat before and after the excitement of the Derby!

The Derby House - Relaxing retreat before and after the excitement of the Derby!
Louisville
9.6 out of 10, Exceptional, (18 reviews)
"Great location to get around town via i65. Plenty of offerings nearby for stores and food. Look forward to staying again. "
United States
Charles D.
The price is ￥26,430
￥60,711 total
includes taxes & fees
May 18 - May 19
The Derby House - Relaxing retreat before and after the excitement of the Derby!
Smart TV, fireplace, printers

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, (53 reviews)
"Great place!"
United States
Nakoma F.
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Exterior

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, (20 reviews)
"Everything was outstanding!"
United States
John W.
The price is ￥28,287
￥44,440 total
includes taxes & fees
May 19 - May 20
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Smart TV, fireplace

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (27 reviews)
"Perfect place for our short stay in Louisville! Very nice neighborhood and cozy cottage! "
United States
Adrienne H.
The price is ￥33,732
￥59,791 total
includes taxes & fees
May 18 - May 19
Historic Cottage with modern amenities
Fridge, microwave, oven, stovetop

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (83 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is ￥30,002
￥38,509 total
includes taxes & fees
May 25 - May 26
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Smart TV

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (39 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is ￥16,630
￥42,467 total
includes taxes & fees
May 20 - May 21
Close to Everything in Louisville!!!
Property grounds

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (92 reviews)
"The home was great, the host was very responsive."
United States
jasmine p.
The price is ￥43,654
￥86,968 total
includes taxes & fees
Jun 9 - Jun 10
Spectacular waterfront house!
Exterior

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is ￥36,510
￥92,020 total
includes taxes & fees
May 27 - May 28
Stunning Victorian Home - prime location minutes from Louisville
Interior

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Avondale Melbourne Heights
9.6 out of 10, Exceptional, (51 reviews)
"Great hosts, good location for our family member, everything very nice!"
United States
Elizabeth F.
The price is ￥25,398
￥66,699 total
includes taxes & fees
May 19 - May 20
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Interior

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (55 reviews)
"House was beautiful! We were in town for the Kentucky Derby, so everything was higher than normal, but this house was still reasonable compared to others. Location was great! Nice neighborhood within walking distance to restaurants and the river. Very peaceful and not at all concerned with safety. The upstairs suite was huge! Tons of room and everything we needed."
United States
Randi
The price is ￥28,508
￥52,259 total
includes taxes & fees
May 27 - May 28
Victorian Center Jeffersonville
Outdoor pool, a heated pool

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (390 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is ￥22,859
￥30,217 total
includes taxes & fees
May 18 - May 19
A Cozy Cottage Near the Heart of All Louisville Attractions!
Fridge, microwave, oven, stovetop

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (21 reviews)
"Great property. Good location. "
United States
Damont P.
The price is ￥14,882
￥60,226 total
includes taxes & fees
May 17 - May 18
Uptown Class
Big House | Private kitchen

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo
3.0 star property
Louisville
The price is ￥40,522
￥79,277 total
includes taxes & fees
Jun 15 - Jun 16
5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo
Fridge, microwave, oven, stovetop

Highlands Bungalow Close to All / 3000+ sq ft

Highlands Bungalow Close to All / 3000+ sq ft
Belknap
10.0 out of 10, Exceptional, (62 reviews)
"Great host and amenities. Home was in great condition. It had everything we needed for our stay. "
United States
Tom B.
The price is ￥86,434
￥197,793 total
includes taxes & fees
May 19 - May 20
Highlands Bungalow Close to All / 3000+ sq ft
Fridge, microwave, oven, stovetop

Amazing/Entire house 5 min away from the Airport

Amazing/Entire house 5 min away from the Airport
Hayfield Dundee
10.0 out of 10, Exceptional, (34 reviews)
"Everything was perfect."
United States
Denise P.
Amazing/Entire house 5 min away from the Airport
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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

10/10 Excellent
"Clean room "
Luis Felipe 1-night trip
Posted 3 hours ago
Crowne Plaza Louisville Airport Expo Ctr by IHG

Find out more about Rolling Hills

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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?

Newly renovated 4BR CozySuites: This vacation home rental outside of Rolling Hills is equipped with a garden, air-conditioning, and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Rolling Hills?

While exploring the area, visit family-friendly sights like Louisville Zoo, 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.