House holiday rentals in Middletown

5 out of 5 average rating, 238 reviews

Home in La Grange

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!

4.95 out of 5 average rating, 128 reviews

The TEB House, Walk to Downtown

Come stay in our peaceful and centrally-located home in the Most Beautiful Small Town in America. We renovated this home with guests in mind, to make it a clean and comfortable space to come and relax while visiting Bardstown! Located near Saint Joseph Proto Cathedral, you will be in walking distance of all things Downtown Bardstown. We have 3 bedrooms, a living space with basic cable and access to streaming sites, washer/dryer, renovated bathrooms and kitchen. On site parking for 2-3 vehicles.

4.86 out of 5 average rating, 183 reviews

Home in Elizabeth

Relaxing River House Retreat-Sleeps 10-12

Cozy newly renovated river house with ample entertainment space inside and out. Large covered deck with wrap around porch and a beautiful view of the Ohio River. 1 mile from Horseshoe Casino, just minutes from entertainment and amenities of downtown New Albany, IN and Louisville, KY. Less than 10 minutes from a local winery, 2 breweries, and Chariot Run Golf Course. Perfect for large groups or a romantic weekend getaway! Additional detached bonus bedroom. $100 extra per stay at guest's request.

4.95 out of 5 average rating, 186 reviews

Bardstown Bourbon Bnb - near My Old KY Home

Welcome to our charming Airbnb in Bardstown, Kentucky, the bourbon capital of the world! Situated in the heart of downtown, our spacious and beautifully decorated home is the perfect retreat for bourbon enthusiasts, history buffs, and nature lovers alike. Boasting of three comfortable bedrooms, each furnished with plush bedding. The living area is bright and airy, with large windows and comfortable seating for you to relax. The fully-equipped kitchen is perfect for cooking up delicious meals.

4.95 out of 5 average rating, 127 reviews

Home in Elizabethtown

Applewood Cottage Welcome Home

You'll experience all the comforts of home. A level entrance and easy access to every room. There is a walk-in shower located in the master bath, helpful for anyone with limited mobility. Bedrooms are separated, which allow privacy. Washer and dryer for your laundry needs, large kitchen fully equipped. A private, covered outdoor space provided with a grill and propane heat that allows extra room for dining. Minutes to all attractions. 1m music festival 15m Blue Oval 20m Fort Knox 8 m Ball Park

4.88 out of 5 average rating, 287 reviews

Bardstown Bourbon Trail House ❤️

Bourbon trail getaway in historic downtown Bardstown. Enjoy this entire home during your stay in the "Most Beautiful Small Town in America." Cottage located on a quiet side street. Walking distance to My Old Kentucky Home Dinner Train, Restaurants, Bars, Coffee and Fabulous Boutique Shops. Parking for 3 vehicles. 1 queen bed downstairs. 1 queen bed upstairs & 1 full-size bed upstairs. Brand new renovated bathroom downstairs AND renovated bathroom upstairs. Home is not handicap accessible.

4.95 out of 5 average rating, 171 reviews

Home in Louisville

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!

4.87 out of 5 average rating, 172 reviews

Home in Louisville

Prime Highlands Location - 500ft fro. Midcity Mall

Formerly known as Breslin House, this well-loved Airbnb (126 five stars reviews) is under a new host. We are confident you'll love it as much as everyone did before! Our house is located on a quiet street, but steps away from restaurants, bars, boutiques, and cafes on Bardstown Rd. It's perfectly situated in the heart of the Highlands so you can walk to almost everywhere. Our home is very spacious with 3 large bedrooms, so you'll have plenty of privacy even with a large group.

4.92 out of 5 average rating, 214 reviews

Home in Highlands

Walk to All! 2 Kings, 2.5 baths, washer/dryer

3 story townhouse in city's best location. 1/2 block to great restaurants, cafes, shops and Cave Hill. Parking for 2 cars. Sleeps 8 in two king bedrooms and 2 sleeper sofas. 3 bathrooms (2 full and a 1/2) Wifi, gas fireplace, cable, lux linens, washer/dryer (with detergent/dryer sheets), fully equipped kitchen and more! Great local coffee just across street. Two of Louisville's best restaurants with 2 blocks. Half dozen fun nightspots within a 2 minute walk.

4.91 out of 5 average rating, 157 reviews

Home in Louisville

New Signature Highlands Home- steps away from…

Welcome to our new to AirBNB Highlands home. Recently redecorated and updated, this home is steps away from many incredible local restaurants, bars, and shops. Less then one mile to Cherokee Park. Less then five miles to Churchill Downs, NULU, and the airport. You simply can’t beat this location. Safe, family friendly neighborhood with swing-set in the back yard (high chair, pack and play, toys, and more available upon request).

4.94 out of 5 average rating, 120 reviews

Home in Germantown

Spruced-Up Shotgun, Steps to Logan St Market

Recently renovated full 2 bed/2 bath house in historic Germantown. Guest will enjoy a full kitchen with all utensils and appliances provided. Living room has 55' TV with plenty seating and light. Each bedroom has double bed with linens, dressers, nightstand, and closet. Full bathroom connected to each bedroom with towels and toiletries. Front and back door uses coded Yale locks. Security cameras on front and back doors.