
Holiday rentals with outdoor seating in Highlands
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Highlands
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

The Germantown Loft * Privacy & Convenience *
Enjoy the private, newly-renovated top floor of an eccentric 2-story brick building in the heart of Louisville’s hip Germantown. Originally constructed in the 1800's and now furnished with life’s modern amenities, you’ll appreciate all this unique space offers while being centrally located between NULU, the Highlands, and Germantown’s most enjoyable hangouts. All within 5-minute walk: Logan Street Market, Atrium Brewing, Kaiju, Nachbar, Red Top Gourmet Hotdogs, Hammerheads, Full Stop, and more.

Charming Highlands Home | Walk to Everything
Tucked along a quiet, tree-lined street in Louisville’s Original Highlands neighborhood, you’ll find a cozy, private retreat filled with character and unique decor. Featuring a large master bedroom with king Sleep Number bed, a spacious living/dining room area, 2 full bathrooms, and a cozy full sized guest room. Walk to the best restaurants, boutiques, and coffee shops. Explore the nearby parks or unwind in your peaceful, historic hideaway. 1 mile from NULU 2 from downtown 5 from the Downs

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!

ArTisTs CoTTaGe
Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Private Parking in GTownWalk to Coffee,Shops,Bars!
Shotgun Rye is ready to host your stay in Louisville! Located close to everything cool in Germantown and Highlands area! People visit for Bourbon Tours, Ky Derby, Conventions, Expo Ctr, UL graduations and sporting events, live music and so much more! Completely remodeled with all the modern conveniences & a comfortable, casual touch. But with so much to see and do in Louisville you’ll load up your itinerary with unforgettable experiences. Great location walk to bars, restaurants and shopping!

The Highland Fling - restaurant row, walk to all!
- ABSOLUTE BEST LOCATION!! LOUISVILLE'S RESTAURANT ROW!! - Sterilized Property - Superhost Property! - Charming house in Historic Highlands - 1 Block from Bardstown Rd - Restaurant Row - Walk to local shops and the BEST restaurants - Great backyard -1 full bath on first floor, one up -living room with sleeper sofa - Street parking for this residence - Fully stocked kitchen - 6.3 Miles to Churchill Downs - 2.8 Miles to Downtown/Convention Center - >1 Mile to Cherokee Park *NO locals*

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 - Ali 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 Carriage House
Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

Comfortable-relaxed space to find your inspiration
Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

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.

Eco+ guest suite in the center of all the fun
Hip modern amenities meet historic home in Shelby Park. A quick drive to everything in the urban core - Downtown, Nulu, Old Louisville, the Highlands, Germantown, and more. Easy access to the airport, to boot! We are pet friendly home, but require your pets be registered on the booking. We want your pets (and ours) to be as safe and comfortable as you are, and the fee covers additional costs to complete allergen level sanitization.
Popular amenities for Highlands outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Huge Historic Renovated Home, Walk to All!

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Charming Shotgun Style Home, Great Location

Urban oasis close to breweries, distilleries &more

Best for Bourbon Trail and Beyond!

The Green House in Downtown

The Caldwell Highlands/Germantown

Cozy 2nd-Floor Home | Prime Location Bourbon Trail
Apartment rentals with outdoor seating

★ Victorian Louisville ★ Beautiful 1200 sqft Apt

Urban Bourbon Farm Loft

Lucky Horseshoe

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

Renovated Riverfront Apartment with Elevated Deck

Classy Urban Condo with Great Views

Dreamy Designer-Curated Shoppable Retreat
Condo rentals with outdoor seating

Luxe PLACE Apt in Lucky 13 Duplex w/ Free Parking

Cherokee Park / Highlands Charm

Hidden GEM, newly furnished in a safe, great area

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Spacious Riverfront Condo Minutes from Downtown!

Downtown Condo | Private 1 CAR Garage & Balcony

The Greatest penthouse in the heart of city

Charming Penthouse/Rooftop Patio/Downtown
When is the best time to visit Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 NZD | $243 NZD | $263 NZD | $284 NZD | $407 NZD | $248 NZD | $245 NZD | $238 NZD | $328 NZD | $275 NZD | $252 NZD | $248 NZD |
| 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 outdoor seating in Highlands

Total holiday rentals
Explore 50 holiday rentals in Highlands

Nightly prices starting at
Highlands holiday rentals start at $88 NZD per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- House rentals Original Highlands
- Family-friendly rentals Original Highlands
- Apartment rentals Original Highlands
- Rentals with a fireplace Original Highlands
- Rentals with a fire pit Original Highlands
- Pet-friendly rentals Original Highlands
- Rentals with a patio Original Highlands
- Rentals with a washing machine and dryer Original Highlands
- Rentals with outdoor seating Louisville
- Rentals with outdoor seating Jefferson County
- Rentals with outdoor seating Kentucky
- Rentals with outdoor seating United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- Charlestown State Park
- Falls of the Ohio State Park
- Turtle Run Winery
- Big Four Bridge
- 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
- Bruners Farm and Winery
- McIntyre's Winery
- Lovers Leap Vineyards and Winer




