Smoking-friendly holiday rentals in Kentucky

Cozy cottage 5 min to Nolin Lake

Welcome to the "Buffalo Bungalow"! Fully renovated, gorgeous 2 bedroom cottage w/ included camper (3rd bedroom). Patio, hot tub, Blackstone griddle, gas grill, fire pit. Cowboy style camper w/ bar, video game & poker table. Master bedroom features king size bed, 2nd bedroom a queen bed, camper w queen. Luxury linens. 3 smart TV's w/ Netflix. Cozy living room, kitchen w/ all you need to cook & a frig. 5 min to Nolin Lake & 20 min to Mammoth Cave. Plenty of space for parking your lake toys.

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

*Tiny LakeView Cottage* Pets welcome! Kayaks

We welcome your fur babies!! Kayaks available! Ice maker! Coffee pot w/coffee & creamer! Adorable, cozy tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

The Luxury Cabin

The Cabin is a fully furnished , 3 bedroom home on 13 acres, a pond 2 fire-pits, wildlife. The house has a gas fireplace, and a fully stocked kitchen, also we provide a gas grill outside on the wrap around porch. The porch has a swing and plenty of seating. A wash room with full size washer and dryer. The pond has a dock and is fully stocked. A king master suite with a shower ,bath tub. A bunk room w/ 4 long bunks. Upstairs a balcony / queen bedroom overlooking the downstairs.

Bowman Pond Cabin, spacious 1 bdrm open floor plan

Setting back about 1/2 mile into our 375 acre farm is our Bowman Cabin. Kick back and relax in this beautiful open concept cabin on a small pond. It has many comforts of home such as electricity, heat/ac, running water. There is no wi-fi and cell phone signal varies however there is a tv w/antenna and a DVD/Blu-ray player. There is plenty of hiking . Laurel Gorge, Red River Gorge, Cave Run Lake and Grayson Lake are just a few attractions within short driving distance from us.

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

The Stepping Stone Ranch

Cozy little mobile home located on a very beautiful horse farm (we welcome you to book a trail ride while you stay, just write in advance so we can get it booked as we do sometimes fill up)! Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well (ziplining, kayaking, Fort Booneborough). Also very close to multiple awesome restaurants with fun atmospheres (Proud Mary, Boonedogs, Halls on the River, etc.)

Hot Tub, Fire Pit, Fast WiFi & VERY Close to RRG!

Escape to nature in this cozy cabin retreat in the heart of Red River Gorge, perfect for couples or small groups (sleeps 4). Enjoy a private hot tub, grill, fire pit, and peaceful forest views. Inside features a full kitchen, smart TV, and comfortable living space. Just minutes from hiking trails, rock climbing, and natural arches. Whether you're exploring the Gorge or relaxing under the stars, this cabin is the ideal escape for adventure and serenity.

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Rickhouse: A structure designed to store and age distilled spirits. Sparked from a passion for fine spirits and the idea that a home can contain all the makings to craft the perfect cocktail, the Rickhouse was born. Featuring chesterfield leather seating, a vast collection of cocktail glasses, regulated 4-tier humidor and spirits-centric art, it strikes the perfect match of comfort and eccentricity. Cheers and enjoy The Rickhouse!