
Holiday rentals with a patio in Highlands
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Top-rated rentals with patio in Highlands
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Modern Apartment• King Bed, Heated Pool + Hot Tub
Enjoy all of what Louisville has to offer with this luxury apartment perfect for 4! With a comfortable king size bed and a memory foam sleeper sofa, you can enjoy a peaceful nights sleep and wake up to complementary coffee and a sunrise over the city skyline!Spend your day on the rooftop, or enjoy the plethora of activities and restaurants all within walking distance, including 4th St. Live! End the day with a virtual golf game, hit the gym, or relax with a movie. Book your stay with us today!

2 br home, walking distance to much entertainment
Home located in the historic Irish Hill neighborhood, just a short walk to popular Baxter Ave and Bardstown Rd, famous for its restaurants, coffee shops and nightlife. Downtown and Nulu are a very short drive away, many great bars and distilleries are walking distance. Home built in 1879, entirely renovated with a modern kitchen, fully fenced backyard, private parking and fire pit.Master bedroom has a king size bed and it’s own bathroom with jetted tub. We look forward to your visit, thank you!

"Blue Grass" Pool Table Retreat - Plush Comfort
The perfect getaway to luxuriate in the center of Louisville! Boasting 11-foot tall ceilings, 75" televisions, and a spacious downstairs floor plan that includes a pool table, living room (with velvet sofas), and an open-air basement rec room with spiral staircase and fur bean bags. We decorated our home to provide as much comfort & entertainment as possible: super-cushy king-size memory-foam beds, vast porch space (with grill), and eclectic art to feed your eyes & mind. We hope you enjoy it!

Highlands Bishop Cottage-Walkable
Walkable Highlands Cottage in the Irish Hills neighborhood. Newly renovated with charm! Close to NULU (.5 mi), Butchertown (.6 mi), downtown (1 mi). Just 4 mi to the Yum Center, 5 mi to the Expo Center, 5.2 mi to Churchhill Downs, and 5.7 mi to the airport. Walkable to breweries, restaurants, parks and Cave hill Cemetery. You can even view the bridge over Ohio River from the end of the street. 1 on property small parking spot off alleyway with additional street parking on side streets

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

Cheerful, centrally located 2 bedroom shotgun home
This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

4th Street Suites - Luxury King Bed Suite
Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Highlands Midcentury Getaway w/ Firepit & King Bed
Welcome to "Ruby"- the coolest, most conveniently located home in the city. From head to toe, Ruby is decked out with all the ingredients for a fun, relaxing Louisville stay. Occupying the first floor of a beautiful Victorian home, Ruby is walking distance to restaurants and the urban bourbon trail, as well as hospitals and downtown businesses. The location truly can't be beat! Drive or Uber to the Yum center, NULU, Lynn Family Stadium, and the waterfront in no time.

Haus on Speed, charming 2nd floor apartment
Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

Historic Derby Carriage House
Historic Carriage House- 2 BR, 1.5 BA Oasis situated 10 mins to downtown, a 10 min walk to restaurants, shops, and groceries, and a 15 min drive to Churchill Downs. Right across the street from two parks and bike trails for a pleasant escape close to the bustle of Louisville nightlife. Free Parking, Wifi and Smart TV access accommodation as well as spa bathroom with soaking tub, jetted shower, and heated towel rack. Down the street from Cherokee Art Festival.

Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.
Popular amenities for rentals with patio in Highlands
Flat rentals with a patio

King Bed Suite w/ Record Player, Patio & Free WiFi

Charming 2BR in walkable Original Highlands

NEW! Chic Coastal Elegance in Highlands w/ Parking

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

Beach Vibe close to Museum Row

Location! Corner downtown condo!

Home Away from Home, Unit 3
House rentals with a patio

Cozy Cottage House in Louisville-*No cleaning fee*

"The Brook" - Louisville

Bright, fun, and colorful home

"Call Me Old-Fashioned" in Derby & Bourbon Country

Cozy Home w/ Fully Fenced Yard

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

The Offbeat Oasis in New Albany

Parkside Pad - Iroquois Park
Apartment rentals with a patio

Perfect Location! Huge Space in Walkable Highlands

Bitters Suite-New on Bourbon Trail! BRAND NEW!

Cherokee Park / Highlands Charm

2BR | 2BA - Downtown Apt in NuLu w Private Parking

Luxury Apartment/Near Louisville/EV Charger

Downtown Whiskey Row Louisville Apartment Sleep 6

Butchertown Game Loft: Sleeps 16! Walk to Nulu.

The Greatest penthouse in the heart of city
When is the best time to visit Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 SGD | $175 SGD | $185 SGD | $199 SGD | $277 SGD | $181 SGD | $182 SGD | $170 SGD | $248 SGD | $190 SGD | $175 SGD | $172 SGD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about holiday rentals with a patio in Highlands

Total holiday rentals
Explore 70 holiday rentals in Highlands

Nightly prices starting at
Highlands holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 7,060 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Highlands holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highlands rentals

4.9 Average rating
Highlands stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Original Highlands
- Pet-friendly rentals Original Highlands
- Rentals with a firepit Original Highlands
- Rentals with a fireplace Original Highlands
- Family-friendly rentals Original Highlands
- House rentals Original Highlands
- Flat rentals Original Highlands
- Rentals with outdoor seating Original Highlands
- Rentals with a patio Louisville
- Rentals with a patio Jefferson County
- Rentals with a patio Kentucky
- Rentals with a patio United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Charlestown State Park
- Louisville Slugger Museum & Factory
- Louisville Slugger Field
- Heritage Hill Golf Club
- Turtle Run Winery
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- River Run Family Water Park
- Hurstbourne Country Club
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Best Vineyards
- Bruners Farm and Winery
- Lovers Leap Vineyards and Winer




