Holiday houses in Hills and Dales

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hills and Dales

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A cozy porch area features two cushioned chairs and a modern fire table, providing a comfortable space to relax. The wraparound design showcases views of the surrounding greenery and marina, while string lights overhead add a gentle ambiance to the setting.
Home in Prospect
4.98 out of 5 average rating, 110 reviews

LUX Waterside Retreat|GeoDome+Outdoor FireTable

✅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.

Top Guest favourite
An outdoor fire pit is surrounded by several wooden chairs, providing a gathering space for relaxation. The calm waters of the Ohio River reflect the night sky, with soft lights from boats creating a serene atmosphere. Low greenery and gentle clouds frame the scene.
Guest suite in Jeffersonville
4.95 out of 5 average rating, 244 reviews

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.

Top Guest favourite
A charming house is framed by lush greenery, with a well-maintained yard featuring a white fence. An inviting driveway leads to the entrance, while American flags adorn the porch. The surrounding trees provide a serene, wooded backdrop.
Guest suite in Louisville
4.95 out of 5 average rating, 319 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Top Guest favourite
A front porch is featured with blue siding and a welcoming entrance. Two chairs, each with colorful cushions, are positioned beside a small, round table. A decorative wreath hangs on the door, which is framed by a light fixture and a potted plant sits nearby.
Home in Jeffersonville
4.99 out of 5 average rating, 143 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!

Top Guest favourite
The exterior of a historic two-story brick home is showcased, framed by lush greenery and vibrant flower planters. A stone pathway leads to a welcoming front porch, while expansive lawns on either side enhance the serene outdoor atmosphere.
Cabin in Louisville
4.98 out of 5 average rating, 296 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top Guest favourite
An outdoor deck provides a serene seating area with a round table and four metal chairs, overlooking the calm river. The surrounding trees and distant urban skyline create a peaceful backdrop for relaxation.
Home in Louisville
4.96 out of 5 average rating, 178 reviews

The River's Edge Oasis, close to downtown

Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Guest favourite
Home in Clifton Heights
4.91 out of 5 average rating, 324 reviews

Quiet Neighborhood Home With Outstanding Location

Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

Guest favourite
The exterior of the cottage is highlighted in soft orange light against a snowy backdrop. Snow blankets the roof and surrounding trees, while two windows on either side of the door create a welcoming glow in the evening light.
Guesthouse in Louisville
4.97 out of 5 average rating, 143 reviews

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This newly completed space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

Top Guest favourite
A modern kitchen features dark cabinetry paired with a bright countertop and contemporary appliances. Natural light enters through large windows, illuminating the adjacent dining area furnished with a sleek table and metal chairs, set against a backdrop of greenery.
Home in Louisville
4.98 out of 5 average rating, 128 reviews

Charming Bungalow on 1.5 Acres in Amazing Location

Peaceful. Private. Clean. Comfortable. Convenient. Hummingbird is a charming updated bungalow in one of Louisville's most coveted neighborhoods. Nestled on 1.5 acres of a historic street, you'll enjoy a park-like setting teeming with wildlife. Private, yet offering easy access to shopping, dining, entertainment, and major highways, this hidden gem is sure to please. Plus, NO CLEANING FEE! Whether here work, fun, or both, you’ll love your time at Hummingbird.

Top Guest favourite
Dome in Mount Washington
4.98 out of 5 average rating, 240 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Superhost
Home in Jeffersonville
4.8 out of 5 average rating, 110 reviews

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.

Superhost
Home in Jeffersonville
4.92 out of 5 average rating, 189 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

Popular amenities for Hills and Dales holiday rentals