Holiday houses in Jeffersonville

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.

Cozy Neighborhood Home - 10 min to Louisville!

Relax just 10 minutes from downtown Louisville at this beautiful patio home in a newly built community. Perfect for a weekend trip, business travelers, those with pets, travel nurses, and others! Quick, easy access to River City via I-65 or East End Bridge from a quiet, charming neighborhood. Equipped with an office space and fast fiber optic wifi for those working remotely. Grocery and restaurant options just 0.5 miles away. Also enjoy the neighborhood’s paved walking trail with a lake view.

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

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.

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!

Quiet Home w/ Sunroom & Fire Pit Near Downtown

Enjoy a peaceful stay in this charming single-family home in quiet Jeffersonville, IN, perfect for families or groups.This 3-bedroom home is equipped for stays of any length and offers a true home-away-from-home feel. Sleep comfortably in one of three cozy beds, then enjoy your morning coffee in the bright three-season sunroom. Take a short drive to Louisville, enjoy neighborhood walks, or relax with yard games and a gas firepit to end the day!

Downtown River Views - EV Charger - 6 Min to YUM

Brand-new modern riverfront home with EV charging, multiple king bedrooms, and space to spread out — just 6 minutes from downtown Louisville. Ideal for families, groups, and work trips who want privacy, parking, and easy access to NuLu, the Big Four Bridge, and the Yum! Center. Now accepting short stays with flexible booking — perfect for last-minute trips, events, or extended weekends. The entire home is private and exclusively yours.

Walk to Louisville/Hot Tub

This home is in the perfect location to access all that Louisville has to offer. Steps to bustling downtown Jeffersonville - what locals call the “sunny side” of Louisville. An easy walk to an abundance of bars, restaurants, coffee shops, and the river. 3 blocks to local grocery store. Once you are done exploring the city, relax in the serene fenced-in backyard, and enjoy extra amenities such as a hot tub, outdoor fire pit, and grill!

Luxe Waterfront w/Cinema Hot Tub Sauna Pet Views

Experience sweeping Ohio River views at an upscale waterfront retreat just minutes from Downtown Louisville, the Urban Bourbon Trail, and 15 minutes from Churchill Downs. Designed for up to 12 guests, enjoy a private hot tub, sauna, theater, game room, expansive riverfront deck, and fire pit—an elevated blend of luxury, comfort, privacy, and resort-style amenities for Derby weekends, family escapes, and unforgettable Kentucky getaways.

Flawlezz Stays

Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.

Mid-Century Oasis with Hot Tub

Unwind in style: soak in the private hot-tub, gather at the fire pit, and enjoy a spacious backyard framed by mid-century charm. Inside you’ll find an open-plan living area, fully equipped kitchen, fast Wi-Fi, and comfy beds for a restful stay. 3 bedrooms & 2 baths Washer/dryer & dishwasher Smart TV + books & board games Minutes to local eateries, bourbon trails and downtown attractions. Book your getaway today!

Scandinavian Retreat: Cozy Stay near Louisville

Come stay in this cozy 3 bedroom, 1.5 bathroom townhouse, designed to make you feel at home while visiting Southern Indiana or Louisville, Kentucky. A few minutes to downtown night life, museums, Louisville, UofL, and close to bourbon trail this cozy home boasts memory foam beds, furniture, full kitchen & more. Fast WiFi (~300mbs) 50" smart HDTV Parking for 2 cars 13 minutes to the YUM! Center