
Vacation rentals with a patio in Highlands
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Top-rated patio rentals in Highlands
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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!

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.

4th Street Suites - Comfortable King Bed Suite
Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

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.

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.

Location! Corner downtown condo!
Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.
Popular amenities for Highlands patio rentals
Apartment rentals with a patio

Charming 2BR in walkable Original Highlands

Courtyard View w/ Free Wifi & In Unit Washer/Dryer

NEW! Chic Coastal Elegance in Highlands w/ Parking

Downtown Getaway • King Bed, Heated Pool + Hot Tub

Studio Apt Near Downtown Louisville

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

Beach Vibe close to Museum Row
House rentals with a patio

~Modern~Luxury 3BR~Walkable~Central AC~

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

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Modern stay for Derby minutes from Churchill Downs

Parkside Pad - Iroquois Park

Newly Renovated Derby House

The Old McDonald Lane

My Old Kentucky Home in trendy area of Louisville!
Condo 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

2 bedroom condo in Downtown Louisville

Downtown Whiskey Row Louisville Apartment Sleep 6

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 | G$26,987 GYD | G$28,452 GYD | G$30,126 GYD | G$32,427 GYD | G$45,188 GYD | G$29,498 GYD | G$29,707 GYD | G$27,615 GYD | G$40,377 GYD | G$30,962 GYD | G$28,452 GYD | G$28,033 GYD |
| 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 vacation rentals with a patio in Highlands

Total vacation rentals
Explore 70 vacation rentals in Highlands

Nightly prices starting at
Highlands vacation rentals start at G$8,368 GYD per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Highlands vacation rentals include wi-fi 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 fire pit Original Highlands
- House rentals Original Highlands
- Apartment rentals Original Highlands
- Rentals with a washer and dryer Original Highlands
- Pet-friendly rentals Original Highlands
- Rentals with a fireplace Original Highlands
- Rentals with outdoor seating Original Highlands
- Family-friendly rentals 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
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- Louisville Slugger Field
- 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
- Big Spring Country Club
- Frazier History Museum
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Best Vineyards
- Bruners Farm and Winery
- Lovers Leap Vineyards and Winer




