Rolling Hills Holiday Rentals

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Our top choices for Rolling Hills holiday rentals

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 AU$550
includes taxes & fees
18 May - 19 May
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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 AU$998
includes taxes & fees
22 May - 23 May
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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

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 AU$1,750
includes taxes & fees
18 May - 19 May
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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 AU$214
includes taxes & fees
1 June - 2 June
The Bellwether Hotel

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 AU$527
includes taxes & fees
16 May - 17 May
The Derby House - Relaxing retreat before and after the excitement of the Derby!

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

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 AU$391
includes taxes & fees
19 May - 20 May
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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 AU$535
includes taxes & fees
17 May - 18 May
Historic Cottage with modern amenities

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 AU$347
includes taxes & fees
25 May - 26 May
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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 AU$373
includes taxes & fees
17 May - 18 May
Close to Everything in Louisville!!!

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 AU$761
includes taxes & fees
9 June - 10 June
Spectacular waterfront house!

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 AU$796
includes taxes & fees
27 May - 28 May
Stunning Victorian Home - prime location minutes from Louisville

⭐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 AU$647
includes taxes & fees
27 May - 28 May
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

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 AU$462
includes taxes & fees
18 May - 19 May
Victorian Center Jeffersonville

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 AU$265
includes taxes & fees
18 May - 19 May
A Cozy Cottage Near the Heart of All Louisville Attractions!

Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (19 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AU$565
includes taxes & fees
17 May - 18 May
Uptown Class

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 AU$711
includes taxes & fees
14 June - 15 June
5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

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 AU$1,714
includes taxes & fees
19 May - 20 May
Highlands Bungalow Close to All / 3000+ sq ft

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, (33 reviews)
"Everything was perfect."
United States
Denise P.
The price is AU$944
includes taxes & fees
17 May - 18 May
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

Find out more about Rolling Hills

Everything you need to know about Rolling Hills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rolling Hills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rolling Hills holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rolling Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rolling Hills. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rolling Hills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rolling Hills holiday rentals we have selected for you start as low as AU$214 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rolling Hills rentals

At Expedia, we put the best Rolling Hills holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rolling Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rolling Hills holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rolling Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Rolling Hills?

Yes, there are holiday rentals close to the most popular sights in Rolling Hills, 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 Rolling Hills has to offer?

Newly renovated 4BR CozySuites: This holiday 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 that 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 wider area, you’ll find Springhurst Towne Center Shopping Center and Paddock Shops.

What are holiday rentals like in Rolling Hills?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rolling Hills. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.