
Holiday rentals with outdoor seating in Jefferson County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Jefferson County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Little Luxury in Jeffersonville
VisitJeff & Louisville and stay in this newly renovated home! 1 Bed/1 bath. Fenced in patio area & private driveway. Walk to parks, dining & shopping in downtown Jeffersonville. High ceilings, quaint space, modern ammenities! New chef's kitchen, dining table, island seating, queen size bed, comfy couch, LUXURY bathroom w stand alone soaker tub, shower & plenty of vanity space! Perfect for 2 guests (and or a child ) Washer and dryer. We live near by & have another Air B N B across the street!

Louisville Derby Stay — Dreamy Designer Apartment
A thoughtfully curated stay by Jaclyn Journey Hospitality, designed with intention so you feel cared for while away from home. Set within a historic 19th-century building, the space celebrates character & charm while offering beautifully considered comforts throughout. Featured in Architectural Digest, DOMINO Magazine, Apartment Therapy, & more. Every detail has been hand-selected to delight the senses. The apartment is also shoppable, inviting you to take home a favorite piece of your stay.

The House with the Orange Door
Near Churchill Downs (7mins) UofL (5mins) downtown (10mins) Convention Center (10mins) Fairgrounds (4mins), and close to restaurants, bars and coffee shops. The home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space. No local bookings please!

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

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.

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.

A Little Bit of Kentucky
A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

Olive Branch Suite with projector screen in E Lou
This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

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 outdoor seating rentals in Jefferson County
House rentals with outdoor seating

Luxury Waterside Retreat with Geo Dome+Fire Table

Sugar Maple Corner: 5min to KY Expo Center and Zoo

The Veranda

Lilly's Pad

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Quaint Highland's Bungalow

Newly Renovated Derby House

The Green House in Downtown
Apartment rentals with outdoor seating

★ Victorian Louisville ★ Beautiful 1200 sqft Apt

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

The Nest

Urban Bourbon Farm Loft

Lucky Horseshoe

Falls City Loft - Free parking!

Haus on Speed, charming 2nd floor apartment

4th Street Suites - Ali King Bed Suite
Apartment rentals with outdoor seating

Walk to Bourbon Trail | NULU Gem | Gated Parking

Luxe PLACE Apt in Lucky 13 Duplex w/ Free Parking

Cherokee Park Hideaway

Luxury 1-Bed Oasis In Heart Of Highlands W/ Free P

Cherokee Park / Highlands Charm

Hidden GEM, newly furnished in a safe, great area

The Sweet Spot! - Live Like a Local

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace
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- Buffalo Trace Distillery
- Kentucky Exposition Center
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Valhalla Golf Club
- Louisville Slugger Field
- Angel's Envy Distillery
- Kentucky Science Center
- Big Four Bridge
- Falls of the Ohio State Park
- L&N Federal Credit Union Stadium
- Waterfront Park
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- Kentucky International Convention Center
- Frazier History Museum
- Castle & Key Distillery
- Bernheim Arboretum and Research Forest
- Four Roses Distillery Llc
- Marengo Cave National Landmark
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