Holiday rentals with outdoor seating in Jeffersonville

Guest suite in Jeffersonville

4.95 out of 5 average rating, 222 reviews

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

Apartment in Jeffersonville

4.99 out of 5 average rating, 293 reviews

Renovated Riverfront Apartment with Elevated Deck

Completely remodeled 1820's riverfront apartment with a direct view of the Ohio River from the elevated deck. Enjoy a quick walk to restaurants, bars, shops, the Jeffersonville Ampitheater and the Big Four Walking Bridge to Louisville, KY. Minutes from KFC Yum Center, Louisville Slugger Field, Museum Row, Kentucky International Convention Center and the Louisville City Soccer Stadium. Perfect, unobstructed view for Thunder over Louisville. Also great for The Kentucky Derby. On site parking.

4.95 out of 5 average rating, 224 reviews

Cheerful 2 bedroom home, close to downtown

2 bedroom home & 1.5 bath. Fenced private courtyard. Walk to parks, dining & shopping in downtown Jeffersonville. Across the bridge from Louisville! Lots of light, chef's kitchen w kitchen wares and expandable dining table. 2 bedrooms (queen beds), and a comfy couch. Street parking w designated spot. We live on the street & use a security camera to confirm your arrival, departure, # of reserved guests. Non Smoking home. 8 min drive: Yum!Center/Convention Center/Bourbon distilleries/ restaurants

4.95 out of 5 average rating, 110 reviews

The Cloud - New Luxury Home With EV Charger

New 3 bed / 2 Bath, 2 King beds and 1 Queen. Spacious garage with EV charger, furnished patio with grill. Located in the heart of Jeffersonville's expansion and about 18 miles from Louisville International Airport and 7 Mi to Dtwn Louisville. Short distance to highways, shopping centers. Walking access to Vissing Park trails. Open floor plan with 10' ceiling, 65" smart TV and 50" smart TV in each bedroom. Kitchen fully equipped. Treadmill, 1 high chair and 1 portable pack and play for babies.

4.99 out of 5 average rating, 124 reviews

Lil Blue-Cheerful, fully renovated & updated home

Enjoy your stay at Lil Blue! You'll have the entire 2 bedroom, 1 bath home which is comfy, cozy and fully appointed. We are located 1/2 block away from The Carriage House at Howard Steamboat Museum, and just a mile away from all that downtown Jeffersonville has to offer. We are a bridge away from Louisville KY, less than 10 miles from Churchill Downs (Kentucky Derby) and less than 3 miles to the YUM Center (great concerts, events, & UofL basketball). Everything in this home is BRAND NEW!

5 out of 5 average rating, 237 reviews

Cabin in Louisville

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.

4.91 out of 5 average rating, 283 reviews

Home in Clifton Heights

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.

4.95 out of 5 average rating, 240 reviews

Home in New Albany

The Green House in Downtown

Newly renovated 1920s shotgun house in Downtown New albany. Perfect for those who want the convenience of being in the middle of it all, but still want an authentic and stylish oasis to relax in. Comes with all the amenities you would expect for a convenient stay including fully equipped kitchen, private back yard, off street parking, and self check-in. Walk or Bike your way to many local restaurants, shops, or take the byway to enjoy the scenic Ohio River.

4.96 out of 5 average rating, 106 reviews

Home in New Albany

Industrial Gaming House firepit

Only a 1 min drive to the revitalized heart of New Albany and short 7 minute drive to downtown Louisville. This stylish 2 br 1 1/2 ba loft like flat was a grocery in the early 1900s. It was renovated to bring back the exposed brick wall, beams and knotty wood floors. The-remodeled bathroom has a new soaking tub and stand in shower. The middle BR also has a futon that pulls out to sleep 2 more. There is also an outdoor firepit on a paved area.

4.99 out of 5 average rating, 102 reviews

Welcome to Maya’s Bourbon Riverfront, an exclusive retreat offering luxury riverfront living just minutes from Louisville and Jeffersonville. This stylish escape boasts 4 elegant bedrooms, 3 spa-inspired baths, upscale amenities and serene outdoor spaces with scenic views. Perfectly located near Churchill Downs, the Bourbon Trail and top attractions, it blends comfort, sophistication and adventure for an unforgettable getaway.

4.97 out of 5 average rating, 118 reviews

Louisville's Family Friendly Home

This historic home is in walking distance to downtown restaurants and shops. Louisville is 5 minutes away across a bridge Two bedrooms each have king beds and a pull-out sofa has a queen. Have a groovy time in That 70s Room, the bedroom curated with fun pieces from the 70s. Guests have full access to the bottom unit except for the furnace room and owners closet.