Holiday rentals with outdoor seating in Jeffersonville

BRAND NEW, Jeff, IN Cottage, The Newport

Welcome home to this cozy family retreat. Enjoy this private 4 bedroom/2 bath home LESS than 10 minus to all the best things to do in Southern Indiana and Louisville! LESS than 15 mins to KY Expo Center and Churchill Downs. Less than 30 minutes to Huber's. Gather in the living room to play games, watch TV or cook in the fully equipped kitchen. Enjoy all of the local distilleries, or one of the many museums, catch a soccer or baseball game then grab a bite to eat in Jeffersonville or Louisville.

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.

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

Backyard Oasis with Hot Tub and Fire Pit.

Come enjoy our fun house , we have a hot tub, fire pit and fully fenced private outdoor area , that makes for perfect day in or nights with our string lights and cozy fire pit! We’re only 2 miles from the hustle and bustle of downtown Jeffersonville and 4 miles across the bridge to Louisville’s downtown area. We have top of the line comfortable mattresses and cozy bedding! Fully fenced in backyard and Pet Friendly with a Fee, stay in or go out, either way you’ll have a great with ample space.

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.

Remodeled Riverfront Unit - Porch with River View

Completely remodeled 1820's riverfront apartment with a direct view of the Ohio River from the front 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, the Kentucky International Convention Center and the Louisville City Soccer Stadium. Perfect, unobstructed view for Thunder over Louisville. Great for The Kentucky Derby. On site parking.

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!

Luxury 1BR Apt w King Bed near Louisville KY

Stylish 1BR apartment in the heart of Downtown New Albany Indiana. This apartment is centrally located to great shops and fantastic dining in downtown New Albany all within walking distance, 10 minutes to Downtown Louisville and the KFC Yum Center, and a short drive to Caesar's Casino. With a beautiful view of the downtown area from the living room, this apartment comes fully stocked with every amenity for your short or long-term stay.

Charming 4 bedroom home minutes from Downtown!

20 Minutes from Churchill Downs! We want to make our home, "Your home away from home!" This home has everything that you and your family will need whether you decide to stay for two nights or twenty nights. Our home is located in the perfect location. There is easy access to I-265 and the Lewis and Clark Bridge which crosses into Louisville's East end. We are also located only minutes from Jeffersonville's Tenth Street.

Upscale Waterfront Views HotTub Sauna Cinema Pets

Gather at a stunning luxury riverfront retreat on the Bourbon Trail with sweeping Ohio River views. Just 15 minutes to Churchill Downs and minutes from downtown Louisville, this private home sleeps 12 and features a hot tub, sauna, theater, game room and expansive deck. Enjoy bourbon tastings, sunset fires by the river and elevated comfort—perfect for Derby weekends, family gatherings and unforgettable group escapes.

Ohio River Views • 3BR Home + Game Room near DT!

Welcome to your riverside getaway along the Ohio River. This spacious 3BR, 2BA home offers rustic charm with modern comfort. Relax on the porch with river views, cozy up by the fireplace, or grill and dine outdoors. Enjoy two king and two queen hybrid memory-foam beds plus a game room with arcade games and a poker table. Walk to downtown Jeffersonville or take a short drive to Louisville.

The Cottage Next Door

Looking for a cozy, clean place to rest your head while you explore? Comfort, simplicity and value- perfect for travelers who care more about adventure than luxury. We offer quiet, efficient and sparkling clean- everything you need to recharge after a day of soaking in the local sights, bites and vibes. Book now and start your next adventure!