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Vacation rentals with outdoor seating in Original Highlands, Louisville

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Original Highlands, Louisville

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Cottage in Germantown

4.85 out of 5 average rating, 299 reviews

Tyler Park Cottage in the Highlands

Adorable, light-filled cottage in the beloved Highlands neighborhood. An easy ten minute walk in one direction will put you on Bardstown Road, full of dining and bars, while a 15 minute walk in the other will land you in the hip Germantown-Schnitzelburg neighborhood. A short (6 minute) drive to downtown, 11 minutes to Churchill Downs. You'll find wireless internet, clean towels and sheets, basic kitchen and bathroom amenities, coffee maker, a flat screen TV with Apple TV, and keyless entry.

Guest suite in Louisville

4.98 out of 5 average rating, 116 reviews

Location & Luxury - Walk From Your Private Suite!

Welcome to your private apartment in the best location Louisville has to offer! Located one street behind Bardstown Rd, it's an easy walk to some of the top restaurants, parks, and amenities in the city! 10-15 minute drive to Churchill Downs, Airport, downtown, the Expo center and so much more! Enjoy the newly renovated suite that has a touch of original character integrated into the fresh space. Eat in kitchenette, deck, marble surround rainfall shower and cozy bedroom with a whimsical feel.

Home in Germantown

4.93 out of 5 average rating, 145 reviews

Shotgun Rye for Bourbon Trail, UL Games & KY Derby

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!

Cabin in Louisville

4.99 out of 5 average rating, 154 reviews

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.

Rental unit in Highlands

4.86 out of 5 average rating, 585 reviews

Custom 1920s Bungalow in Historic Highlands

Beautifully renovated, 800 sq ft, 2 Bedroom, 1 bath apartment centrally located in the historic Highlands neighborhood. Small but efficient kitchen for staying in, and a coffee bar in the dining room, to get you moving. Excellent restaurants, coffee shops, and boutique shopping within a few blocks. Beautiful Cave Hill Cemetery, and Cherokee Park are nearby, as well as a playground and dog park just a block away. A Walgreens is just a few steps away for groceries, etc.

Home in Highlands

4.9 out of 5 average rating, 154 reviews

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.

Guesthouse in Louisville

4.98 out of 5 average rating, 269 reviews

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.

Rental unit in Louisville

4.97 out of 5 average rating, 106 reviews

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.

Guest suite in Louisville

4.98 out of 5 average rating, 583 reviews

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.

Rental unit in East Market District

4.98 out of 5 average rating, 130 reviews

Dreamy, Designer-Curated Shoppable Retreat

A thoughtfully curated rental by Jaclyn Journey Hospitality, designed with intention to make you feel taken care of when staying away from home. Featured in Architectural Digest, DOMINO magazine, Apartment Therapy & others. With every item hand-selected to enchant the senses, this rental is shoppable, encouraging you to take your favorite piece of your trip back with you.

Home in Louisville

4.97 out of 5 average rating, 315 reviews

Urban spot close to breweries, distilleries & more

Welcome to "The Hamilton House" Air B&B nestled between the Highlands and Nulu in the Paristown neighborhood. This amazing Louisville getaway boasts an unbeatable outdoor experience. In addition, you will be be within walking distance of excellent dining, breweries, and entertainment and within easy driving distance to all that downtown Louisville offers as well.

Guest suite in Louisville

4.86 out of 5 average rating, 336 reviews

Basement Abode in Cherokee Park

At our one bedroom (king bed) basement abode you will have your own private entrance in the back of the main home in the Historic Cherokee Park neighborhood. Quiet and secure with a location that simply cannot be beat. Plan on parking your car and walking to the best park, restaurants, local shops and bars in Louisville. We are dog friendly! :)

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Popular amenities for Original Highlands, Louisville outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Louisville

4.9 out of 5 average rating, 594 reviews

Limerick Carriage Company

Home in Louisville

4.98 out of 5 average rating, 117 reviews

"The Brook" - Louisville

Home in Louisville

4.98 out of 5 average rating, 349 reviews

Velo Studio Flat / Paristown Pointe / Highlands

Home in Butchertown

4.94 out of 5 average rating, 119 reviews

The Henry - Nulu/Downtown - Newly Renovated

Home in Jeffersonville

4.99 out of 5 average rating, 103 reviews

Lil Blue-Cheerful, fully renovated & updated home

Home in Highlands

4.9 out of 5 average rating, 139 reviews

The Highland Fling - restaurant row, walk to all!

Home in Jeffersonville

4.95 out of 5 average rating, 189 reviews

Cheerful 2 bedroom home, close to downtown

Home in New Albany

5 out of 5 average rating, 340 reviews

Welcome to the Bough House!

Apartment rentals with outdoor seating

Rental unit in Central Business District

4.92 out of 5 average rating, 102 reviews

4th Street Suites - Comfortable King Bed Suite

Rental unit in Louisville

4.87 out of 5 average rating, 93 reviews

1 Bedroom Apt in Highlands Home w/private patio

Rental unit in Louisville

4.94 out of 5 average rating, 306 reviews

Lucky Horseshoe

Rental unit in Jeffersonville

4.99 out of 5 average rating, 268 reviews

Renovated Riverfront Apartment with Elevated Deck

Rental unit in Louisville

4.75 out of 5 average rating, 518 reviews

Classy Urban Condo with Great Views

Rental unit in Butchertown

4.77 out of 5 average rating, 356 reviews

1BR APT attached to Historic Neighborhood Tavern

Rental unit in New Albany

4.98 out of 5 average rating, 105 reviews

Lovely Hideaway at "Sunnyside" on Main

Rental unit in Louisville

4.98 out of 5 average rating, 276 reviews

Spacious & Artsy Highlands 3 Bedroom for Up to 6

Condo rentals with outdoor seating

Condo in East Market District

4.99 out of 5 average rating, 112 reviews

Downtown Apt in NuLu | King Bed w/ parking

Condo in Highlands

4.97 out of 5 average rating, 136 reviews

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!

Condo in Highlands

4.93 out of 5 average rating, 41 reviews

Holiday Discount|Walking distance|Off street parki

Condo in Crescent Hill

4.96 out of 5 average rating, 127 reviews

Hidden GEM, newly furnished in a safe, great area

Condo in East Market District

4.96 out of 5 average rating, 114 reviews

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Condo in Highlands

4.93 out of 5 average rating, 177 reviews

Huge Highlands Townhouse, Walk to All!

Condo in Louisville

4.98 out of 5 average rating, 446 reviews

Remodeled suite in one of Louisville's BEST areas

Condo in Central Business District

4.9 out of 5 average rating, 240 reviews

Downtown Condo | Private 1 CAR Garage & Balcony

Quick stats about vacation rentals with outdoor seating in Original Highlands, Louisville

Total rentals
40 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore