House holiday rentals in Kentucky

Bluegrass Gables: Lake Cumberland Cottage

Relax in the forest is this amazing 4bd/2.5ba cottage. Only minutes to the Ramsey Point boat ramp, this is your base for your Lake Cumberland vacation. Bring your boat; ample parking onsite. Don't have a boat? No problem, Beaver Creek and Conley Bottom marinas are close by. House features modern amenities and a fully stocked kitchen. Enjoy the fireplace indoors or the firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

A Kentucky Cottage by Mammoth Cave

Escape to "A Kentucky Cottage", only one mile from Mammoth Cave National Park for a true retreat in nature. Relax by the pond or enjoy the serenity of the back porch. The master bedroom has a queen bed, the 2nd bedroom has two twin beds & the living room has a pull out sleeper sofa to sleep six adults comfortably. Free WiFi & Netflix for indoor entertaining. Outdoor space includes grill, firepit and covered dining area. Book now for a peaceful getaway in the heart of Kentucky's natural beauty.

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

The Cave Retreat - 4 Minutes from Mammoth Cave!

Escape to nature and book your stay at our serene Mammoth Cave retreat! Our spacious and modern home is located just minutes from the national park and offers stunning views of the surrounding wilderness. Enjoy the cozy fireplace, prepare a meal in our fully equipped kitchen, or roast some marshmallows under the stars. With comfortable bedrooms and ample living space, our home is perfect for families or groups of friends. Book now and experience the tranquility of Mammoth Cave!

Pickleball*Hot tub*Speakeasy*Bourbon*Pet-Friendly

The Bourbon Skyline is your passport to an unforgettable Kentucky experience. This newly renovated 4-bed, 3 full bath ranch sitting on 8 acres is the epitome of comfort and Kentucky charm. The Bourbon Skyline's hilltop location offers beautiful views over Kentucky landscapes. It's the best of both worlds; countryside, & close to everything! Outdoor dining, fire table & hot tub, corn hole and Pickleball! Just a short drive to Louisville, Lexington, Mammoth Cave & so much more!

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

3 bedroom home (52) with mountain view.

Make lasting memories in this charming home! The moment you walk through the front door, you'll fall in love with the rich beautiful Mountain View! Sit back and relax on the front porch and enjoy the evening sunset after a full day of exploring the outdoors. ✅My DIGITAL guidebook is an amazing resource ✅Spectrum Wifi ✅Smart TV ✅Coffee Bar ☕️ ✅Pack n play and high chair ✅Board games 🎲 ✅Discount for long term rentals Book now and enjoy this BRAND NEW HOME. Oh

The Wildrock Cottage at Woodcreek Lake

The Wildrock Cottage is a custom luxury home completed in 2022. Tucked away on 3 acres in the hills surrounding Woodcreek Lake, this Cottage is unlike any other! Located 5 min from i75 and 7 min from city limits, this Cottage was designed with comfort and style in mind. Stay in the professionally decorated home and enjoy the quite and seclusion, watch the resident deer cross pass by, listen to the birds or the wind rattle through the leaves overhead.

Laid Back Lake House w/ hot tub and private dock❗️

Come enjoy lake life in this newly renovated home located directly on Lake Malone! With relaxation and fun in mind you will have no problem finding something that entices everyone. From fishing and kayaking to relaxing in the hot tub we have you covered. Enjoy beautiful views that are sure to clear your mind and put you at peace from any of our decks. Pack up your family or friends and head to The Laid Back Lake house to start making memories!