Photo by Melanie Rudolph
Highlands holiday lettings
We found 256 holiday rentals — enter your dates for availability
Discover a selection of 17 homes and other holiday rentals in Highlands that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Highlands
Showing deals for:25 Jul - 1 Aug
Image gallery for Well Appointed Home in the Highlands! Walk to Paristown Hall, Shops & Bars!
1010 out of 10 rating
Exceptional
(127 reviews)
Well Appointed Home in the Highlands! Walk to Paristown Hall, Shops & Bars!
Louisville, KY
7% off
Price is £830
£830
£119 per night
includes taxes & fees
Image gallery for Updated Shotgun Home in GTown!- 4 Miles fm Churchill Downs! w/private parking!
1010 out of 10 rating
Exceptional
(61 reviews)
Updated Shotgun Home in GTown!- 4 Miles fm Churchill Downs! w/private parking!
Louisville, KY
6% off
Price is £838
£838
£120 per night
includes taxes & fees
Image gallery for Heart Of the Highlands Hangout-Large 7 Bedroom!
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Heart Of the Highlands Hangout-Large 7 Bedroom!
Louisville, KY
7% off
Price is £6,485
£6,485
£926 per night
includes taxes & fees
Image gallery for THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
1010 out of 10 rating
Exceptional
(73 reviews)
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
Louisville, KY
7% off
Price is £1,708
£1,708
£244 per night
includes taxes & fees
Image gallery for Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Hip 3BR/2BA Highlands Loft on BEST Part of Bardstown Road. Comfy & Convenient!
Louisville, KY
11% off
Price is £1,830
£1,830
£261 per night
includes taxes & fees
Image gallery for Breaking Records - Steps from Paristown Hall
1010 out of 10 rating
Exceptional
(43 reviews)
Breaking Records - Steps from Paristown Hall
Louisville, KY
15% off
Price is £888
£888
£127 per night
includes taxes & fees
Image gallery for Germantown - Perfect for Groups
1010 out of 10 rating
Exceptional
(11 reviews)
Germantown - Perfect for Groups
Louisville, Kentucky
7% off
Price is £1,397
£1,397
£200 per night
includes taxes & fees
Image gallery for 3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
9.89.8 out of 10 rating
Exceptional
(169 reviews)
3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
Louisville, KY
11% off
Price is £1,419
£1,419
£203 per night
includes taxes & fees
Image gallery for 2Bd/2Ba in GTown! An Easy 4 Miles to Churchill Down & KY EXPO CTR! Free parking!
1010 out of 10 rating
Exceptional
(7 reviews)
2Bd/2Ba in GTown! An Easy 4 Miles to Churchill Down & KY EXPO CTR! Free parking!
Louisville, KY
7% off
Price is £1,258
£1,258
£180 per night
includes taxes & fees
Image gallery for Velo Studio / Paristown Pointe
1010 out of 10 rating
Exceptional
(19 reviews)
Velo Studio / Paristown Pointe
Louisville, KY
7% off
Price is £1,065
£1,065
£152 per night
includes taxes & fees
Image gallery for "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"
1010 out of 10 rating
Exceptional
(29 reviews)
"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"
Louisville, KY
24% off
Price is £2,191
£2,191
£313 per night
includes taxes & fees
Image gallery for Remodeled Derby Home w/ Games & Outdoor Space!
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Remodeled Derby Home w/ Games & Outdoor Space!
Louisville, Kentucky
14% off
Price is £1,626
£1,626
£232 per night
includes taxes & fees
Image gallery for Heart of Louisville 3BR Getaway
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Heart of Louisville 3BR Getaway
Louisville, KY
11% off
Price is £1,296
£1,296
£185 per night
includes taxes & fees
Image gallery for Derby Time! Highlands Home with View of Downtown Walkable.
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Derby Time! Highlands Home with View of Downtown Walkable.
Louisville, KY
7% off
Price is £1,438
£1,438
£205 per night
includes taxes & fees
Image gallery for Historic three-level home in the Highlands
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Historic three-level home in the Highlands
Louisville, KY
7% off
Price is £1,246
£1,246
£178 per night
includes taxes & fees
Image gallery for Jungalou @ Bungalou + Bourbon Bar + Gameyard
1010 out of 10 rating
Exceptional
(9 reviews)
Jungalou @ Bungalou + Bourbon Bar + Gameyard
Louisville, Kentucky
8% off
Price is £1,825
£1,825
£261 per night
includes taxes & fees
Image gallery for Victorian Home in Highlands,5 miles fm Churchill Downs & KY EXPO CTR! Sleeps 6!
1010 out of 10 rating
Exceptional
(48 reviews)
Victorian Home in Highlands,5 miles fm Churchill Downs & KY EXPO CTR! Sleeps 6!
Louisville, KY
10% off
Price is £1,425
£1,425
£204 per night
includes taxes & fees
Image gallery for Close to Paristown Hall in the Highlands! Cozy Lg Studio, Sleeps 3!
1010 out of 10 rating
Exceptional
(76 reviews)
Close to Paristown Hall in the Highlands! Cozy Lg Studio, Sleeps 3!
Louisville, KY
7% off
Price is £788
£788
£113 per night
includes taxes & fees
Image gallery for Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
1010 out of 10 rating
Exceptional
(20 reviews)
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Louisville, KY
7% off
Price is £5,973
£5,973
£853 per night
includes taxes & fees
Image gallery for Stylish House Walking Distance from the Fun of the Highlands!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Stylish House Walking Distance from the Fun of the Highlands!
Louisville, KY
15% off
Price is £886
£886
£127 per night
includes taxes & fees
Image gallery for CUTE Home in GTown-4 Miles fm Churchill Downs & KY EXPO CTR! Private Parking!
1010 out of 10 rating
Exceptional
(63 reviews)
CUTE Home in GTown-4 Miles fm Churchill Downs & KY EXPO CTR! Private Parking!
Louisville, KY
8% off
Price is £809
£809
£116 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Highlands
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Historic District Townhouse in City's BEST Location
Sleeps 8 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
191 reviews(191 reviews)
Historic three-level home in the Highlands
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Big Chill! 5br 2ba Walkable- Hot tub!
Sleeps 10 · 5 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The Bellwether Hotel
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
13 reviews(13 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Highlands?
Houses are the most popular kind of holiday rental in Highlands, according to our data. Even if you have something bigger or smaller in mind, Vrbo has holiday homes in a variety of shapes and sizes. Look through our options to find your perfect match.
How much does it cost to rent a holiday rental in Highlands?
Property type, length of stay and season are among the factors that can affect the price of a holiday home. Simply add your travel dates to find the ultimate escape. From cosy chalets to sprawling villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Highlands?
Prices for beach houses in Highlands may vary depending on the type and size of the property and time of year you’re travelling. Simply enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use our filters to narrow down your search by amenities, nearby activities, ratings and more.
Are there large group holiday rentals in Highlands?
With four holiday rentals that can host 10 people or more in Highlands, you don’t have to hold back on your invites. From extended family holidays to events like Christmas or New Year’s Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals with WiFi in Highlands?
Whether you want to keep up with the latest news, look over emails or update your social media, there are six holiday homes with WiFi in Highlands. Check the “WiFi” box when searching on Vrbo and stay connected on your holiday.
How old do you have to be to rent a holiday rental in Highlands?
The minimum required age is usually 16, 18 or 21. It can differ between properties on Vrbo, so check the rules of your preferred Highlands holiday rental before booking.
How long can I rent a holiday rental in Highlands for?
It really depends on the Highlands property. To see all available options offering extended stays, simply enter your travel dates and guest number into Vrbo. You can enjoy having the whole property to yourself, along with comforts such as air conditioning, a kitchen and an outdoor space where the kids can run and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.