Holiday houses in Jeffersontown

Guest suite in Louisville

4.94 out of 5 average rating, 276 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.

4.99 out of 5 average rating, 175 reviews

Home in Fern Creek

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!!

4.95 out of 5 average rating, 339 reviews

Cabin in Louisville

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

5 out of 5 average rating, 209 reviews

Cabin in Louisville

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.

Campervan/RV in Louisville

5 out of 5 average rating, 129 reviews

The Gladys Airstream at Progress Park - Derby City

This is our Gladys Airstream! She is a 2011 International Serenity. She sleeps 4 adults comfortably possibly 5 depending on your comfort level. Theres a queen bed in back, dinette folds to a double and the couch to a F/Q. You'll have a private bath w/shower & a kitchen. You'll also have a covered patio with your own private firepit and grill. Progress Park has a total of 11 units ( 2 houses, 8 airstreams & a bunk house). *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

5 out of 5 average rating, 224 reviews

Perfect for Work or Play, Close to Everything!

Whether you're here for work or play, our Airbnb offers the perfect base for your Kentucky adventures! Welcome to your home away from home! Nestled in the quiet suburbs, our modern & spacious retreat offers the perfect blend of comfort & convenience. Whether you’re here to explore the famous Bourbon Trail, work remotely, or simply unwind, you’ll find everything you need right here! Close to shopping, dining, entertainment, major highways, top bourbon distilleries and downtown Louisville.

Guest suite in Louisville

4.99 out of 5 average rating, 203 reviews

Spacious Lower-Level in Quiet Neighborhood

This is a spacious, walk-out lower level with a private entrance. Our quiet neighborhood is 1 1/2 miles from I-265, which means easy access to Louisville or beyond the city to bourbon country. It has a large living area and a fully equipped kitchen. Adventure lovers will like being 5 miles from The Parklands. Downtown Louisville is 20 minutes away. The space has 1 queen bed, 1 double bed, and twin bunk beds. It sleeps 5-6 comfortably. We live upstairs so we are available if needed.

4.91 out of 5 average rating, 545 reviews

Guesthouse in Louisville

Cute Carriage House off Frankfort Avenue

Welcome to "The Cute Carriage House at Frankfort Avenue". Experience serenity in a genuine "tiny house” that comfortably accommodates two people. There are several sleeping options that I will mention below. We are located a short block from premier restaurants and shops on Frankfort Avenue in the classy Clifton Neighborhood...and close to Cherokee Park and the cool Bardstown Road. FYI https://www.leoweekly.com/2020/10/the-winners-of-the-2020-readers-choice-awards/

4.98 out of 5 average rating, 166 reviews

Dome in Mount Washington

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.

4.94 out of 5 average rating, 141 reviews

HOUSE ON HERRICK

Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.

4.97 out of 5 average rating, 167 reviews

Newly Updated: Spacious Suite/Private Entry

My guest suite is close to restaurants, business parks, shopping and easy access to highways. Guests love this place because of the big trees, green space and private entrance. The patio is great for sipping morning coffee, reading or enjoying an evening beverage. Beautiful, quiet neighborhood is perfect for a walk/run. This spacious, comfortable suite is good for couples, solo adventurers, business travelers and small families.

4.99 out of 5 average rating, 147 reviews

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

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Other great holiday rentals in Jeffersontown

Apartment in Brooks

5 out of 5 average rating, 3 reviews

Cozy Studio in Brooks

AlishaRating, 5 stars3 weeks ago

I had such a wonderful stay at Ron and Laurie’s place! From the moment I arrived, they made me feel so welcome and at home. The space itself is peaceful, beautifully maintained, and full of charm with stunning Moroccan inspired decor that adds such a unique and relaxing atmosphere. It was the perfect peaceful getaway! Their warmth and hospitality truly made the experience even more special. I highly recommend staying here if you’re looking for comfort, beauty, and genuinely kind hosts! I’ll be back again when I need to recharge. Thank you so very much Ron and Laurie, for everything!

Private room in Jeffersonville

4.96 out of 5 average rating, 813 reviews

Boho Suite minutes from downtown!

DylanRating, 5 stars3 weeks ago

Great place to stay! It feels cozy with lovely plants everywhere. I’d definitely stay again.

4.85 out of 5 average rating, 249 reviews

Apartment in Louisville

The Nest

Kerry XuRating, 5 stars1 week ago

We stopped at Louisville for a road trip. Sarah’s place was clean and well organized. We had a great experience there!

5 out of 5 average rating, 12 reviews

Louisville Retreat w/ Deck ~ 11 Mi to Downtown!

SusanRating, 5 stars1 month ago

Amazing place! We would definitely stay again

Apartment in Louisville

4.8 out of 5 average rating, 5 reviews

Spacious 1BR Suite | Pool, Parking + Gym D

TiffanyRating, 5 stars6 months ago

Taylor’s place was just perfect! We had everything we needed. It was very clean, decorated very nicely, and the subdivision was very peaceful. The location was also perfect! Taylor was very attentive and made sure we had everything we needed! We will definitely stay again! Thank you for being so kind and for also sharing your property with us!

Private room in Louisville

4.96 out of 5 average rating, 1,404 reviews

Large room with bath in quiet neighborhood

SimonRating, 5 stars3 days ago

Harriett's upstairs room is just the ticket for a peaceful stopover. Beautiful house in a beautiful neighborhood. Top notch and highly recommended.

5 out of 5 average rating, 6 reviews

Apartment in Prospect

Cozy City Condo in Norton Commons

SarahRating, 5 stars6 days ago

Loved our short stay here! Neighborhood is very cute and walkable. Condo was super clean. Beds were comfortable. beautifully decorated. I look forward to staying here again when in the area.