Rolling Hills Holiday Rentals

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Holiday Rentals in Rolling Hills

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (107)
"It was so adorable and a great location!"
United States
kendra
The price is AU$279
includes taxes & fees
26 Oct - 27 Oct
Stellar Suites
The Bellwether Hotel
3.5 star property
8.4 out of 10, Very good, (24)
"Unique place, easy to get in and lots to do nearby. The adjacent restaurant, M. Peppers was great. Very classic vibe, nicely decorated. "
United States
Stacia
The price is AU$189
includes taxes & fees
26 Oct - 27 Oct
The Bellwether Hotel
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is AU$490
includes taxes & fees
2 Nov - 3 Nov
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
10.0 out of 10, Exceptional, (17)
"Beautiful setting, beautiful furnishings, and beautiful hosts (including Finch and Cody)! "
United Kingdom
John W.
The price is AU$439
includes taxes & fees
27 Oct - 28 Oct
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
9.8 out of 10, Exceptional, (134)
"Our host were phenomenal. Made us feel right at home. I would highly recommend this place to anybody.!!"
United States
Corey D.
The price is AU$625
includes taxes & fees
28 Oct - 29 Oct
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (373)
"We really enjoyed our stay and would definitely recommend it! The hosts were very nice "
United States
Joseph O.
The price is AU$295
includes taxes & fees
28 Oct - 29 Oct
A Cozy Cottage Near the Heart of All Louisville Attractions!
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is AU$305
includes taxes & fees
26 Oct - 27 Oct
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Near Highways and a 20 Min Drive to Louisville's Main Attractions
10.0 out of 10, Exceptional, (47)
"Great place, well equipped property with everything you need."
United Kingdom
Niteen S.
The price is AU$581
includes taxes & fees
17 Nov - 18 Nov
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
United States
Darren C.
The price is AU$456
includes taxes & fees
2 Nov - 3 Nov
Putt Putt House by Louisville Walking Bridge
Charming house in one of Louisville's most coveted neighborhoods
10.0 out of 10, Exceptional, (75)
"The home was adorable, clean, and in such a beautiful spot in town. Big trees, relaxing front porch, quiet neighborhood, and great proximity to everything we needed for a great stay!"
United States
Stacey C.
The price is AU$444
includes taxes & fees
3 Nov - 4 Nov
Charming house in one of Louisville's most coveted neighborhoods
Carriage House, 7 minutes from downtown Louisville
10.0 out of 10, Exceptional, (44)
"We enjoyed our stay, the cottage was a quaint little home away from home for 2 while visiting the Louisville area "
United States
Ash E.
The price is AU$407
includes taxes & fees
10 Nov - 11 Nov
Carriage House, 7 minutes from downtown Louisville
Southern Family Charmer - Perfect Space & Location with style and comfort!
10.0 out of 10, Exceptional, (21)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
The price is AU$469
includes taxes & fees
11 Nov - 12 Nov
Southern Family Charmer - Perfect Space & Location with style and comfort!
Comfort and Modern Studio Apartment
10.0 out of 10, Exceptional, (1)
"Check-in was a breeze, close to downtown New Albany, quiet street, the apartment was very accurate to the description provided, very clean. Thank you for a comfortable stay!"
United States
Kristen G.
The price is AU$324
includes taxes & fees
26 Oct - 27 Oct
Comfort and Modern Studio Apartment
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (35)
"The property was as advertised. We had what was needed while there. The property was close to all the main attractions. "
United States
Alfred D.
The price is AU$439
includes taxes & fees
28 Oct - 29 Oct
Close to Everything in Louisville!!!
Charming Churchill Downs Cottage
9.0 out of 10, Wonderful, (22)
"loved this place. used the kitchen, good linens and towels, easy access"
United States
susan w.
The price is AU$369
includes taxes & fees
28 Oct - 29 Oct
Charming Churchill Downs Cottage
The Derby House - Relaxing retreat before and after the excitement of the Derby!
9.6 out of 10, Exceptional, (14)
"Great place!"
United States
rick m.
The price is AU$574
includes taxes & fees
3 Nov - 4 Nov
The Derby House - Relaxing retreat before and after the excitement of the Derby!
Hancock House
3.0 star property
8.2 out of 10, Very good, (243)
"Worked great for our family. Would stay again. "
United States
Manda
The price is AU$269
includes taxes & fees
17 Nov - 18 Nov
Hancock House
5BR Very Spacious Home! Perfect for Family!
9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
The price is AU$664
includes taxes & fees
28 Oct - 29 Oct
5BR Very Spacious Home! Perfect for Family!
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
10.0 out of 10, Exceptional, (31)
"We really only slept here. Checked in at 4:00, "
United States
Joyce O.
The price is AU$417
includes taxes & fees
3 Nov - 4 Nov
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Close to Expo Ctr, UofL, Walk to bars, shops!
10.0 out of 10, Exceptional, (67)
"This is the 3rd time we have stayed here. The house is clean, cute and comfortable. This area is growing and there are new spots every time we visit. The Bean, Hauck's and Three Pegs are old standbys but North of Bourbon, The Breeze, and Nook and Nowhere were awesome. Highly recommend :)"
United States
Angie W.
The price is AU$447
includes taxes & fees
25 Oct - 26 Oct
Close to Expo Ctr, UofL, Walk to bars, shops!
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$189 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?

Large Eclectic 4-bed Newly Renovated House Plenty Street Parking by Shelby Park: This holiday home rental outside of Rolling Hills has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Ohio River Valley. In the wider area, you’ll find E.P. Tom Sawyer State Park and Springhurst Towne Center Shopping Center.

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.