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Our top choices for Rolling Hills holiday rentals

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (9 reviews)
"It was everything we needed."
United States
Carmen C.
The price is £200
includes taxes & fees
31 Mar - 1 Apr
St. Matthew’s - Walk to Shops & Restaurants

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, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is £301
includes taxes & fees
31 Mar - 1 Apr
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is £114
includes taxes & fees
31 Mar - 1 Apr
The Bellwether Hotel

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is £116
includes taxes & fees
1 Apr - 2 Apr
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 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 £201
includes taxes & fees
31 Mar - 1 Apr
Close to Everything in Louisville!!!

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, (19 reviews)
"Everything was outstanding!"
United States
John W.
The price is £211
includes taxes & fees
31 Mar - 1 Apr
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, (383 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 £147
includes taxes & fees
31 Mar - 1 Apr
A Cozy Cottage Near the Heart of All Louisville Attractions!

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Very nice place"
United States
Seth B.
The price is £250
includes taxes & fees
1 Apr - 2 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (74 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is £154
includes taxes & fees
2 Apr - 3 Apr
Close to Ky Fairgrounds&Expo, Churchill Downs!

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, (121 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is £179
includes taxes & fees
31 Mar - 1 Apr
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (32 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is £128
includes taxes & fees
1 Apr - 2 Apr
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

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, (80 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is £229
includes taxes & fees
6 Apr - 7 Apr
Charming house in one of Louisville's most coveted neighborhoods

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
10.0 out of 10, Exceptional, (26 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is £126
includes taxes & fees
1 Apr - 2 Apr
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is £199
includes taxes & fees
12 Apr - 13 Apr
Carriage House, 7 minutes from downtown Louisville

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (42 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.
The price is £270
includes taxes & fees
31 Mar - 1 Apr
Urban Explorer Pad | Near Downtown + Yard

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is £111
includes taxes & fees
5 Apr - 6 Apr
Alfesco - Walkable Highlands Guesthouse

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)
"Nice clean and quiet place! Close to down town Louisville! "
United States
Joe C.
The price is £287
includes taxes & fees
31 Mar - 1 Apr
The Derby House - Relaxing retreat before and after the excitement of the Derby!

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is £259
includes taxes & fees
31 Mar - 1 Apr
Victorian Center Jeffersonville

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (40 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is £152
includes taxes & fees
6 Apr - 7 Apr
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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, (51 reviews)
"Great place!"
United States
Nakoma F.
The price is £307
includes taxes & fees
20 Apr - 21 Apr
Near Highways and a 20 Min Drive to Louisville's Main Attractions
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, apart-hotels, 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 favorite 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 depends 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 £114 per night. Entering your travel dates in the search wizard you might find 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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This holiday home rental outside of Rolling Hills offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 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.