Rolling Hills Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Rolling Hills

Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels
The Bellwether Hotel

Aparthotel in Tyler Park

3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is ￥16,651
￥19,326 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Bellwether Hotel
Signature Suite, 1 Queen Bed, Non Smoking | Premium bedding, down comforters, memory foam beds
Stellar Suites

Aparthotel in Downtown Louisville

4.5 star property
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is ￥16,468
￥27,214 total
includes taxes & fees
Dec 21 - Dec 22
Stellar Suites
Executive Room | View from room
Hancock House

Aparthotel in Downtown Louisville

3.0 star property
8.2 out of 10, Very Good, (245)
"Worked great for our family. Would stay again. "
United States
Manda
Hancock House
Interior
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Vacation Home in Louisville

9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
The price is ￥97,561
￥190,820 total
includes taxes & fees
Dec 11 - Dec 12
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Deluxe Room | Living area
The Duke Hotel

Aparthotel in Downtown Louisville

2.0 star property
The price is ￥14,819
￥24,955 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Duke Hotel
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!

Cabin in Cloverleaf

10.0 out of 10, Exceptional, (377)
"Absolutely stunning cabin!!! Super warm, quite and relaxing! Loved the eggs, bacon, and English muffins for breakfast. Bed was soft and comfortable. Shower was amazing too. We enjoyed ourselves thoroughly after the UK vs Louisville game. "
United States
crazy
The price is ￥22,332
￥29,520 total
includes taxes & fees
Dec 11 - Dec 12
A Cozy Cottage Near the Heart of All Louisville Attractions!
32-inch Smart TV with cable channels
The Reserve on Main

Aparthotel in Downtown Louisville

4.0 star property
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is ￥18,378
￥29,088 total
includes taxes & fees
Dec 7 - Dec 8
The Reserve on Main
Seasonal outdoor pool
CozySuites at Nulu

Aparthotel in Downtown Louisville

4.0 star property
8.2 out of 10, Very Good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is ￥9,770
￥31,142 total
includes taxes & fees
Dec 11 - Dec 12
CozySuites at Nulu
Exterior detail
Close to Everything in Louisville!!!

Vacation Home in Camp Taylor

9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is ￥14,733
￥38,701 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Close to Everything in Louisville!!!
Outdoor spa tub
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Vacation Home in Jeffersontown

9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
The price is ￥55,689
￥115,038 total
includes taxes & fees
Dec 11 - Dec 12
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Outdoor spa tub
Spectacular waterfront house!

Vacation Home in Prospect

9.6 out of 10, Exceptional, (86)
"Was a good place to stay. Check-in was easy. The kitchen was nice enough. "
United States
Anonymous traveler
Spectacular waterfront house!
Property grounds
Historic Home in Old Louisville with deck and courtyard

Vacation Home in Old Louisville

10.0 out of 10, Exceptional, (60)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
The price is ￥34,893
￥72,180 total
includes taxes & fees
Dec 11 - Dec 12
Historic Home in Old Louisville with deck and courtyard
Fridge, microwave, oven, stovetop
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

Apartment in Downtown Louisville

9.8 out of 10, Exceptional, (42)
"This is one of the best apartments I've ever stayed in. It is exceptionally clean and well maintained. It is significantly larger than a hotel room and has a full, well stocked kitchen with plenty of coffee. There is a pleasant little balcony, and the building itself is amazing: beautiful pool with hammocks, Cafe with pool table and free beverages, gym, pet spa, and a golf simulator. Better than staying at the Omni. "
United States
Richard
The price is ￥7,134
￥22,679 total
includes taxes & fees
Dec 9 - Dec 10
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!
Interior
King Bed in Historic Building Downtown

Apartment in Downtown Louisville

9.2 out of 10, Wonderful, (35)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is ￥10,080
￥24,198 total
includes taxes & fees
Dec 7 - Dec 8
King Bed in Historic Building Downtown
Fridge, microwave, oven, stovetop
Preston Retreat - Convenient Germantown Location

Vacation Home in Merriwether

5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
The price is ￥9,925
￥33,631 total
includes taxes & fees
Dec 7 - Dec 8
Preston Retreat - Convenient Germantown Location
Property grounds
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Vacation Home in New Albany

9.8 out of 10, Exceptional, (26)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
United States
David L.
The price is ￥15,632
￥32,736 total
includes taxes & fees
Dec 9 - Dec 10
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
Outdoor pool
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Vacation Home in Shepherdsville

10.0 out of 10, Exceptional, (104)
"We had a lovely long weekend. The house was very clean, we appreciated having a high chair & pack n play available as well. We enjoyed the pool. Great location overall. "
United States
Sharon M.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
House | Private kitchen | Fridge, microwave, oven, stovetop
Newly renovated 4BR CozySuites

Vacation Home in Smoketown Jackson

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
United States
Naguib
Newly renovated 4BR CozySuites
Outdoor pool, a heated pool
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Apartment in Downtown Louisville

10.0 out of 10, Exceptional, (38)
"This was the perfect place for a quick trip to the city. Will definitely be back! "
United States
Kayla P.
The price is ￥7,136
￥22,508 total
includes taxes & fees
Dec 7 - Dec 8
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Property grounds
Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands

Vacation Home in Louisville

10.0 out of 10, Exceptional, (10)
"My family of four (boys 9 and 11) were in town for a week to visit family. Great stay, clean place, wonderfully helpful and responsive owner. "
United States
Matthew B.
The price is ￥12,896
￥40,710 total
includes taxes & fees
Dec 11 - Dec 12
Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands
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

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Everything good"
Israel 1-night trip
Posted 18 hours ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Rolling Hills

Search for holiday rentals in Rolling Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Rolling Hills using one of the methods below:

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Look no further and take a look at our great range of rental properties in Rolling Hills!

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This vacation home rental outside of Rolling Hills is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 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.