Rolling Hills Vacation Rentals

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Our top choices for Rolling Hills vacation rentals

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.
$639 nightly
The price is $742
May 26 - May 27
Total with taxes and fees
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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, (147 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
$346 nightly
The price is $402
May 25 - May 26
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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.
$324 nightly
The price is $376
May 24 - May 25
Total with taxes and fees
Historic Cottage with modern amenities

Highlands Bungalow Close to All / 3000+ sq ft

Highlands Bungalow Close to All / 3000+ sq ft
Belknap
10.0 out of 10, Exceptional, (63 reviews)
"Great host and amenities. Home was in great condition. It had everything we needed for our stay. "
United States
Tom B.
$1,074 nightly
The price is $1,246
May 24 - May 25
Total with taxes and fees
Highlands Bungalow Close to All / 3000+ sq ft

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.
$1,057 nightly
The price is $1,226
May 24 - May 25
Total with taxes and fees
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, (49 reviews)
"Unique and beautiful hotel in a great area. Would highly recommend."
United States
Erika
$140 nightly
The price is $162
Jun 8 - Jun 9
Total with taxes and fees
The Bellwether Hotel

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.
$513 nightly
The price is $580
Jun 1 - Jun 2
Total with taxes and fees
Stunning Victorian Home - prime location minutes from Louisville

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.
$209 nightly
The price is $243
May 25 - May 26
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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.
$1,104 nightly
The price is $1,209
Jun 10 - Jun 11
Total with taxes and fees
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

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.
$240 nightly
The price is $279
May 24 - May 25
Total with taxes and fees
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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.
$164 nightly
The price is $190
May 25 - May 26
Total with taxes and fees
A Cozy Cottage Near the Heart of All Louisville Attractions!

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (43 reviews)
"Amazing stay, would stay again any time! Host was easy to communicate with and home was clean when we arrived and had everything needed for a wonderful stay!"
United States
Cameron J.
$305 nightly
The price is $336
May 24 - May 25
Total with taxes and fees
Urban Explorer Pad | Near Downtown + Yard

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (29 reviews)
"Awesome set up and location. "
United States
Jen S.
$470 nightly
The price is $508
May 25 - May 26
Total with taxes and fees
Mid-Century Oasis with Hot Tub

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.
$466 nightly
The price is $541
Jun 9 - Jun 10
Total with taxes and fees
Spectacular waterfront house!

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, (54 reviews)
"Great place!"
United States
Nakoma F.
$318 nightly
The price is $369
May 25 - May 26
Total with taxes and fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions

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
$475 nightly
The price is $551
Jun 21 - Jun 22
Total with taxes and fees
5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

⭐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, (52 reviews)
"Great hosts, good location for our family member, everything very nice!"
United States
Elizabeth F.
$398 nightly
The price is $462
May 26 - May 27
Total with taxes and fees
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

6BR House Near Kentucky Exposition Center with Pool

6BR House Near Kentucky Exposition Center with Pool
Beechmont
9.2 out of 10, Wonderful, (32 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
$379 nightly
The price is $440
May 26 - May 27
Total with taxes and fees
6BR House Near Kentucky Exposition Center with Pool

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
$229 nightly
The price is $266
May 25 - May 26
Total with taxes and fees
Close to Everything in Louisville!!!

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, (34 reviews)
"Very convenient stay. Easily fit the needs to access area we needed to stay in and place was comfortable clean."
United States
Michelle W.
$151 nightly
The price is $175
May 27 - May 28
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rolling Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rolling Hills vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rolling Hills in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rolling Hills rentals

At Expedia, we put the best Rolling Hills vacation 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 vacation.

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 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.