Holiday rentals in Hills and Dales

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Top-rated holiday rentals in Hills and Dales

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Top guest favourite

Home in La Grange

5 out of 5 average rating, 238 reviews

Your Cozy Get Away Cabin with Hot Tub

This cabin is a completely renovated 1940's farm house 10 minutes from historic downtown LaGrange. Guests have the entire home with front and back porch overlooking the big backyard. The master bedroom has a queen bed and the second bedroom has a full bed. The kitchen is fully equipped and ready for some country cooking. The fire pit is located in the back yard ready for you or you can use the gas fire pit just steps from the hot tub. The hot tub is ready for guests with a view of stars!

Guest favourite

Flat in Louisville

4.83 out of 5 average rating, 126 reviews

Highlands Harmony House - Near Cherokee Park

Upstairs; full sized Studio Apartment with large bedroom, kitchen, separated bath, private, big screened porch! The PRIVATE bathrooms are in the hall -3 feet from your bedroom/hidden behind privacy screens. "Yes, you can run to the bathroom in your 'all-together!" You'll love the kitchen and comfortable queen bed. Very cozy! Private screened porch overlooks our artistic/wooded backyard! Located on a quiet dead end street. Stroll our shady sidewalks to local bars coffee shops, restaurants etc.

Guest favourite

Apartment in Highlands

4.93 out of 5 average rating, 196 reviews

Large Townhouse, Walk to All! King beds, 2.5 baths

Large, 3 story townhouse sleeps 8 in 1600 sq. ft. Step out the door to best walking neighborhood in Louisville. Great coffee shop 150 ft. away, with a dozen places to eat, from fancy to casual, within the block. Parks, movies, live music are 10 minute walk or less away. 2 King bedrooms, each with full bath, 1 queen and 1 twin daybed w/ trundle. Fully equipped kitchen, 3 large smart tvs, wifi and cable! Kitchen fully equipped, from quality appliances to pots/pans/plates/cutlery/glasses/etc.

Top guest favourite

Chalet in Borden

4.99 out of 5 average rating, 67 reviews

Top of the Rock

This isn't a vacation rental...it's an ADVENTURE! Escape to an exhilarating hilltop haven on Top of the Rock, a captivating chalet resting 800 feet above sea-level that beckons you into a private paradise of farmland and forest. The triple balcony unveils breathtaking views of stunning Star Valley, nestled in the famed knobs of Southern Indiana. Inside, discover a spacious blend of rustic & cozy: a grand Great Room with a 30-foot ceiling, diverse common spaces, and comfortable sleeping for 10.

Guest favourite

Loft in Central Business District

4.93 out of 5 average rating, 90 reviews

Historic Nulu Loft| Downtown | Bourbon Trail

Our industrial loft is located in the historic Central Business District and NuLu area of Louisville. Local history mixes with a trendy and vibrant neighborhood known for its eclectic mix of art galleries, restaurants, and shops. The loft is situated close to all amenities and major attractions in downtown Louisville, including the popular Whiskey Row, Museum Row, Bourbon Trail and Louisville Slugger Field. We are a quick 12min drive to historic Churchill Downs, home of the Kentucky Derby.

Superhost

Home in Old Louisville

4.84 out of 5 average rating, 89 reviews

Exposition Center, Bourbon Trail, Downtown, & I65

Our guest will enjoy easy access to everything from this centrally located home. Right off of interstate 65. Conveniently located near downtown (2 miles), University of Louisville (1.1 miles), Cardinal Stadium (1.9 miles), Yum Center (2.3 miles), Churchill Downs (2.8 miles), Kentucky Exposition Center (3.1 miles), Louisville International Airport (3.9 miles), and many more local attractions. This home has been fully renovated and has two off street parking spaces in the rear of the house.

Top guest favourite

Home in Louisville

4.95 out of 5 average rating, 171 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 La Grange

4.92 out of 5 average rating, 106 reviews

Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!

Centrally located in La Grange, the Kindness Capital of Kentucky. Welcome to the hallmark of small towns where the train rolls down Main Street over 30 times each day. Walk to locally owned donut and coffee shops, Farmer’s market, playground with splash pad, and restaurants. Spend your day on the Bourbon Trail or Churchill Downs before relaxing in the Hot Tub. Driving distance to the Creation Museum and Ark Encounter, The Slugger Museum, Falls of the Ohio, and Mega Caverns.

Superhost

Home in Louisville

4.72 out of 5 average rating, 29 reviews

The Shaded Retreat

Kick back & relax in this calm, stylish space. Designed for long-term stays. Traveling medical workers & project work teams will find this a perfect fit. Flexible sleeping arrangements: accommodates 5 extra large twin beds and 1 queen bed. Deep discounts for longer stays. The second bathroom is set for renovation but is fully functional. It's connected to the laundry room and back door. For guest with pets it a great space to clean paws before entering the main house.

Guest favourite

Home in New Albany

4.94 out of 5 average rating, 143 reviews

king bed and oasis backyard with hot tub

11 miles to Derby. Come enjoy our newly decorated house with a hot tub, gazebo outdoor fun area and lounge furniture and wood burning fire pit. The idea is to both indoor and outdoor give you a great experience that not everyone offers! We sleep 4 adults comfortably in our 1 KING size bedroom and 1 QUEEN size bedroom. We're located in a quiet neighborhood with a fully fenced in backyard and we're Pet Friendly with a fee!

Top guest favourite

Home in Jeffersonville

4.93 out of 5 average rating, 75 reviews

Beachfront River Cottage

Escape to our Beachfront River Cottage for tranquility and breathtaking panoramic river views. This charming retreat features an AC/Heated porch, fully stocked kitchen, riverside deck, and a private beach. Only 7 mins to Garrett's General Store in downtown Utica, 17 mins to downtown Jeffersonville, 20 mins to downtown Louisville, and 29 mins to Churchill Downs, home of the Kentucky Derby!

Guest favourite

Home in Mount Washington

5 out of 5 average rating, 20 reviews

Bourbon Trail Bungalow with Hot Tub and play park!

Situated on a spacious, level, and secluded property, this residence is nestled beside a top-notch park offering a scenic walking path, pickleball and basketball courts, baseball fields, and various amenities. The house features covered porches at the front and back, with a relaxing open-air hot tub on the rear deck. Recently renovated, the home boasts stunning décor throughout.