Family-friendly holiday rentals in Lyndon

The Hillcrest- Great Crescent Hill Location!

Great space in Crescent Hill part of Louisville. Easy access to downtown, Expressway University of Louisville & Waterfront Park areas. Walking distance to Bars & Restaurants on Frankfort with shopping in the area. The space is furnished clean and minimalistic, vintage themed. Great for families or friends all getting together. Three nice sized bedrooms. One full bathroom upstairs and a half bathroom downstairs in basement. Main floor has a dining room seating 8, kitchen & living room.

Breakfast At Tiffany's

This private detached in-law suite with driveway access will make you feel like your staying with family. An open plan living area let's you relax and feel at home while enjoying a modern kitchen, spacious shower, and cozy bedroom with a vaulted ceiling and exposed brick. We're located within walking distance of Charlie Vettiner Golf Course and Park so if you have an early tee time, a long game, or come into town for a Pickle Ball tournament, you're welcome to stay with family in our suite.

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.

Highland Victorian Retreat

Experience the epitome of old-world charm in our exquisite one-bedroom apartment! Indulge in the serenity of a separate bedroom featuring an exceptionally comfortable bed designed to ensure a restful night's sleep. The tastefully decorated living room is highlighted by an elegant antique fireplace, creating an inviting ambiance. The fully-equipped kitchen boasts modern appliances, including a brand-new washer and dryer, ensuring you have everything you need for a seamless and enjoyable stay.

Stella Airstream at Progress Park in Derby City

This gorgeous silver bullet is our Stella Airstream, lovingly named after Wally Byam's wife Stella! She is a 1983 Airstream Classic. She's loaded with all the modern amenities! Stella can sleep 6 comfortably with 2 king beds and 2 bunk beds. There's a private toilet/shower with 2 add'l nearby. You'll have a kitchen & covered patio with grill & firepit. There are 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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.

Private EAST END gem, minutes to everything!

Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

Urban Bourbon Farm Loft

Very unique second story 575sqft. duplex apartment, 15 stairs to climb, with lots of amenities! A 15-20 minutes walk to reservoir park, swim club ($5.00), Blue Dog bakery, restaurants, coffee shops, salons, art galleries, a bookstore, and unique shops! The apartment is a 7 minute walk to the Southern Baptist Theological Seminary, which is a beautiful space to walk and enjoy. This is a second story apartment that is accessible through the backyard privacy fence gate.

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.)

Delectable Delor

Private section of home. There are no shared spaces, so you have privacy, but I do live on the other side of the house which is divided by a locked door. You have your own entrance through the front door, and off street parking. My entrance is the back of the house through the gate, which is off limits. Please be aware that 2 cats live on my side of the house, for those of you with allergies, but they won't have access to your space when you’re there.

Olive Branch Suite with projector screen in E Lou

This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

Highlands Lower Level Studio Guest Suite

Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.