Family-friendly holiday rentals in Clarksville

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.

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.

Spacious family-friendly home w/ exclusive arcade!

Discover the perfect getaway in New Albany, Indiana just minutes from downtown Louisville. This charming home offers cozy bedrooms with Smart TVs, a fully equipped kitchen, and a private backyard for outdoor relaxation. Ideal for families, couples, and business travelers, it includes high-speed Wi-Fi, self check-in, and free parking. Stroll to nearby shops, restaurants, and local attractions, or explore the vibrant Louisville area. Comfort and convenience await at this welcoming retreat!

Louisville Luxury Stay facing the City & River

Modern luxury stay just 8 mins from Downtown Louisville with beautiful Ohio River views. Enjoy a vibrant upscale community with weekend live music, food trucks, brewery, juice bar, hair and nail salons, barber shop, flower shop, tattoo studio, and nearby CrossFit gym for fitness lovers. Only 3 mins from the riverfront for walking, jogging, and skyline views. Close to restaurants, nightlife, bourbon tours, Churchill Downs, and top Louisville attractions. Free parking included.

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!

Beach Vibes 2 mile to Whiskey Row Bourbon City

The beach vibes here are amazing 🤩! This special place is close to everything, making it easy to plan your visit. Only 2.7 mile away you will enjoy everything Downtown Louisville has to offer from a Bourbon Experience, great places to eat, bars, museums, arts, theater, music on Main Street also known to locals as Whiskey Row and Museum Row. Enjoy the local Indiana scene in Downtown Jeffersonville or Downtown New Albany with food and fun!

Firepit/Gaming/Historical bldg.

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.

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.

Studio Apt Near Downtown Louisville

Kick back and relax in this calm, stylish river-view apartment. A peaceful place to stay with countless entertainment nearby. Seconds away from major highways and in walking distance from downtown Louisville. Opportunities to conduct business downstairs in the meeting rooms, with luxury amenities for your visit such as clubhouse access and beautiful rooftop with view of downtown Louisville. Book your stay 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

10 min to Lou~Huge Hot Tub~Fenced Backyard~Games

+Large Fenced Backyard- Giant Hot Tub, Gazebo, Fire Pit, Grill, Outdoor Dining +2 Living rooms +Fully stocked kitchen +On-site Washer + Dryer with Detergent provided +2 car garage, 2 driveway spots, 3 street spots +Arcade games and foosball table +6 smart tv’s +High end memory foam mattresses +Kid friendly amenities