Holiday rentals in Clarksville

The front view of the newly renovated house features a white exterior with black trim and a central entrance. A brick porch with inviting planters frames the entryway, while a navy-colored door adds contrast to the facade.

4.89 out of 5 average rating, 110 reviews

Little Luxury in Jeffersonville

VisitJeff & Louisville and stay in this newly renovated home! 1 Bed/1 bath. Fenced in patio area & private driveway. Walk to parks, dining & shopping in downtown Jeffersonville. High ceilings, quaint space, modern ammenities! New chef's kitchen, dining table, island seating, queen size bed, comfy couch, LUXURY bathroom w stand alone soaker tub, shower & plenty of vanity space! Perfect for 2 guests (and or a child ) Washer and dryer. We live near by & have another Air B N B across the street!

A welcoming exterior view of a stylish house features a covered front porch with seating and decorative elements. The spacious interior showcases a cozy living area with comfortable seating and art on the walls. A well-maintained outdoor space includes a putting green. Natural light brightens the rooms.

4.99 out of 5 average rating, 117 reviews

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.

A modern living area is presented with a grey sofa accented by patterned cushions. A light marble coffee table is centered on a patterned rug. A potted plant adds a touch of greenery, while natural light streams through window treatments, illuminating the space.

4.99 out of 5 average rating, 135 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!

A modern living area is furnished with a green sofa adorned with cushions. Above, framed botanical artwork decorates the wall. An open kitchen is visible, featuring stainless steel appliances and light wood shelving, complemented by a small dining table.

4.95 out of 5 average rating, 260 reviews

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.

4.85 out of 5 average rating, 108 reviews

A cozy living area features a light beige sectional sofa adorned with a white pillow and a brown accent pillow. A sleek stainless steel refrigerator stands beside modern kitchen cabinetry. Two framed artworks depicting serene waves are displayed on the wall, enhancing the inviting space.

Flat in Clarksville

Beach Vibe close to Museum Row

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!

A private outdoor space features a heated hot tub beside a gas fire pit surrounded by comfortable seating. String lights hang overhead, creating a relaxed atmosphere, while a wooden fence encloses the area for privacy. The evening sky adds a serene backdrop to the setting.

4.84 out of 5 average rating, 205 reviews

A Charming Cottage with Hot Tub and Fire pit.

Look at this charming house!!! +Close to downtown Louisville - 6.2 miles +Hot tub +Modern decor +Propane Gas Outdoor fire pit and seating +Fully stock kitchen +Fully fenced Private Outdoor +Dog friendly (woof) +Close to bourbon Trails +Churchill Downs - from 11 miles Book today and come make unforgettable memories with friends and family at our vacation home! We’re a pet friendly house for a $110 per stay.

A welcoming living area features a brown leather sofa and a light-colored armchair, arranged around a circular coffee table. A large window allows natural light to fill the space, and a wall-mounted TV is positioned opposite the seating. A fan is mounted on the ceiling.

4.92 out of 5 average rating, 171 reviews

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

A light-filled living area features a tufted beige sofa with blue patterned throw pillows. A dark coffee table holds decorative items, while a patterned area rug adds warmth. Natural light streams through two windows, illuminating the inviting space.

4.99 out of 5 average rating, 116 reviews

Charming Home minutes from Louisville

Your family will enjoy this centrally located 2 bedroom 1 bath modern home that’s walking distance from downtown New Albany and 13min drive from downtown Louisville. With walking paths, small shops, and a sweet bakery just around the corner, your family can explore our little town. Located on a quiet street and surrounded by historic New Albany, you can end the night on our covered fenced in patio.

4.96 out of 5 average rating, 120 reviews

A cozy living area features a fireplace with a television mounted above it. Two armchairs and a small table are positioned around the fire. A patterned rug covers the hardwood floor, while framed photos and shelves adorn the walls, adding character to the space.

Home in Germantown

Germantown Home with Hot Tub

Open for Sept music festivals! Only 3 mi. from the concert site. Enjoy a perfect getaway! Our home is newly remodeled and has all the amenities for an awesome experience. Relax in the hot tub or sip drinks by the fire pit. A perfect location as a home base while you explore the city, enjoy the Derby, or sample the offerings along the bourbon trail.

Guest house in Jeffersonville

A charming cottage features a stone exterior with decorative window boxes filled with flowers. A gravel path leads to the entrance, while a covered patio area is visible alongside the structure. The surrounding yard is spacious and green, offering a serene outdoor environment.

4.86 out of 5 average rating, 222 reviews

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!

4.83 out of 5 average rating, 163 reviews

A comfortable seating area features a gray recliner and a tan armchair, both positioned on a textured area rug. A small wooden side table is present, accompanied by a stylish lamp, while light enters through small windows above, illuminating the neutral-toned walls.

Flat in New Albany

cellar hideaway

Studio apartment is unique and inviting. Plan a mini breakaway in this private basement retreat. New 55” TV with Netflix access or perhaps a Rip Van Winkle rest on the Queen size bed (hmmmmm so comfortable). Love to cuddle under airy light soft comforter & blankets. Walk, or drive, to stores & restaurants about 5/6 blocks away.

Home in Downtown New Albany

A modern living space is showcased, featuring a stylish mustard-colored couch paired with dark pillows. A round coffee table sits atop a patterned rug, with sleek bar stools positioned at a kitchen island in the background. Unique wall art adds character to the lively atmosphere.

4.92 out of 5 average rating, 103 reviews

The Curated Chateau—short drive to Louisville

Professionally designed and fully renovated!! Owners of the home are a professional interior stylist and builder by trade, making this a unique find in downtown New Albany. Walk to everything downtown: restaurants, shops, bars and entertainment!! Location can’t be beat and the home is just across the bridge from Louisville, KY.

Popular amenities for Clarksville holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Clarksville

A welcoming living room features a minimalist black media console with a cozy fireplace. A large artwork hangs on the wall above, while a stylish bookshelf displays decorative items. A plush area rug centers the space, surrounded by comfortable seating options.

4.96 out of 5 average rating, 97 reviews

BRAND NEW, Jeff, IN Cottage, The Newport

Home in Cherokee Triangle

The kitchen area is characterized by white cabinetry and granite countertops, reflecting natural light from a nearby window. Stainless steel appliances are featured, along with two wooden stools at the breakfast bar. A small round dining table with two chairs is positioned to the side.

4.96 out of 5 average rating, 425 reviews

The Highlands Condo/Roof Deck

4.98 out of 5 average rating, 80 reviews

A modern living area is showcased, featuring a blue sofa positioned toward a wall-mounted television. A bright, colorful wall art piece adds a touch of character. Natural light filters through large windows, offering a view of the balcony area.

Flat in Clarksville

Studio Apt Near Downtown Louisville

4.91 out of 5 average rating, 45 reviews

A modern kitchen is featured, equipped with a stove, microwave, and ample cabinetry. A small dining table with three stools is positioned near the window, which is adorned with wooden blinds. Colorful artwork adds a vibrant touch to the neutral decor.

Home in Clarksville

Carter's Cottage- Minutes from downtown Louisville

Flat in Downtown New Albany

A cozy living area features large windows allowing natural light to fill the space. A comfortable gray sofa is complemented by accent chairs. A coffee table sits in front of the seating area, and a modern kitchen island with a sleek countertop is in the foreground.

4.98 out of 5 average rating, 119 reviews

Downtown Luxury 1BR Apt near Louisville KY

5 out of 5 average rating, 11 reviews

Cheerful 2BR Home Close to Everything

4.99 out of 5 average rating, 80 reviews

A cozy bedroom features a spacious bed with a textured white coverlet. An illuminated headboard casts a soft glow, while a decorative tray with a candle and a small plant is placed on the bed. Black and white accents enhance the calming atmosphere.

Flat in Clarksville

Flawlezz Stays

A well-lit kitchen features green cabinetry complemented by wooden accents. A white retro refrigerator stands next to a double basin sink, with a window providing natural light. A neutral woven rug is placed on the floor, adding warmth to the space.