House holiday rentals in Jeffersonville

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

Value · Family · Pets

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.

Value · Family · Laundry

Relaxing house / Hot Tub/ Arcades

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.

Location · Family · Accuracy

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

✅Climate controlled GeoDome w/movie screen ✅Fire Table ✅Family+baby friendly👶 ✅Not in a Neighborhood Tucked away on two private acres along Harrods Creek, this beautifully remodeled historic home offers rare privacy, creekside charm, and easy access to Louisville's best attractions. No crowded neighborhoods - just open space, creek views, and boats drifting by. Perfect for bourbon tours, concerts, and Derby weekends, you can explore the area, then return to your own peaceful creekside retreat.

Location · Family · Hospitality

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.

Value · Family · Laundry

Beachfront River Cottage

Escape to our Beachfront River Cottage for tranquility and breathtaking panoramic views of the Ohio River. Whether you're here for the Kentucky Derby, Music Festivals or a quiet weekend away, this charming retreat offers the rare luxury of a private beach w/fishing and modern comforts. Featuring a glass-enclosed, AC/Heated porch—perfect for morning coffee or sunset dinners year-round. Equipped with a full-size gas grill, Adirondack chairs, a picnic table, and a fire pit for cozy evenings.

Family · Value · Barbecue

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!

Value · Family · Comfort

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 just blocks from the area’s newest restaurant corridor. We are dog friendly, and boast a large side-yard and sidewalks throughout. Also enjoy the neighborhood’s paved walking trail with a lake view.

Value · Family · Getting around

18 minutes to Churchill Downs! King, Queen & full!

Relax with the whole family at this cozy 2 story home 12 minutes outside of Louisville KY. Location is perfect! Enjoy a short drive to the city without the headache of the traffic. Our beautiful home has 3br & 2.5 baths (Decor is always changing) . We are only a stone throw away from Countless shopping spots, restaurants, coffee shops and gyms. No party’s No pets No smoking No commercial vehicles No trailers No RV’s Churchill Downs 10 miles Kentucky Expo 9 miles Yum Center 7 miles

Value · Location · Comfort

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.

Location · Value · Checkout

Butchertown 1BR | Walk to NuLu | Free Parking

Stay in Louisville's Historic Butchertown, just steps from the restaurants, breweries, boutiques, and bourbon experiences of NuLu. This beautifully renovated first-floor 1-bedroom apartment combines historic character with modern comfort, featuring soaring 11-foot ceilings, exposed brick chimneys, a spacious open-concept living area, a fully equipped kitchen, dedicated workspace, Smart TVs, and free parking for a convenient city stay.

Family · Location · Comfort

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

Value · Family · Air conditioning