Tiny house holiday rentals in Kentucky

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

Tiny LakeView Cottage~Pets! 1 nights available

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.

Fireside - Cozy Cabin for Two in Heart of RRG

Welcome to Fireside, a cozy 1 bedroom + 1.5 bath cabin located in the heart of Red River Gorge. Handcrafted by a professional carpenter in 2013 and redecorated by an interior designer in 2024, this property was thoughtfully created to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.

Tiny Living! Trails, Fishing *No Cleaning Fees

Our beautiful rustic tiny house cabin is the perfect couples getaway or just a great place to stop in for the night. Our tiny house sits down by our pond tucked away into the woods and is very private and secluded. Sit out on the front porch and watch the deer. Play games, read a book, go fishing or just rest and relax. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Guest Fav • Quiet & Romantic • Hot Tub • Fire Pit

Lil Red cabin is about 30-45 minutes from Red River Gorge, Natural Bridge, Underground Kayak and Cave Run Lake. Whether hiking, a wedding, romantic weekend or just getting away, Lil Red is the place! The cabin has been a favorite for visitors to the area for many years. Some of the favorite features are the year-round hot tub, large back deck, charming living room with gas fireplace to sit and read a book, play board games or watch the Smart TV. Come stay and relax in Lil' Red.

Peaceful Cabin in the Forest | Hot Tub & Views RRG

Welcome to Hill Haven🌿 Escape to a quiet cabin getaway perfect for couples or small families seeking comfort, adventure, and relaxation. What our Guests Rave About: 🌲 Secluded yet central: Private forest retreat minutes from RRG trails, climbing, and local favorites 🛁🔥 Outdoor oasis: Hot tub, fire pit, string lights, and seating for relaxing evenings under the stars ✨ Spotless & cozy: Clean, comfortable interiors with thoughtful décor, modern amenities, and inviting atmosphere

Peaceful getaway for couples - Hemlock Haven LLC

*Please read entire listing and rules* Step away from fast paced life to experience true relaxation at our tiny cabin, situated in the one stop light town with some of the country's best internet! Located in the heart of the Daniel Boone National Forest, Hemlock Haven LLC has been customized to be a nature lovers paradise. Our cabin is in a fairly remote area, but we do have a few local convenience stores and restaurants where you'll find plenty of hospitality and country cooking!

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.

Tall Stüga at Lush Hollow

Welcome to Tall Stüga! Our incredibly modern, Scandinavian-themed cabin! You're located on the Sheltowee Trace, minutes from Cave Run Lake and only 25 country miles from Red River Gorge making it the perfect place to escape and wake up amongst trees or spend a weekend w/friends! There is public access to hiking trails, boat docks, horse camps, local golf course, parks & more. Plus, you'll be close to numerous quaint little towns, state forests, antique stores & local markets.

Trendy Tiny Home w/ King Bed Loft

Unique experience in style! Enjoy a weekend or an extended stay at this charming carriage house just walking distance to popular restaurants, breweries and local shops. The location is perfect! Inside you'll find a fully equipped kitchen, bathroom, living room with a 55" smart tv, a dedicated work space/desk and a king sized bed in the loft. Guests will have privacy with self-check in smart locks and a dedicated parking space. We can't wait to host you!

Cozy Couples and Climbing Getaway in Heart of RRG!

Escape to our thoughtfully designed tiny cabin, nestled near the entrance of Cliffview Resort, right at the heart of the magnificent Red River Gorge. This cozy retreat is intended for individuals or couples seeking a place to relax after spending an exciting day outdoors, soaking up all that the Red River Gorge has to offer! It can even accommodate up to four guests if needed, offering a delightful combination of modern comfort and minimalist charm.

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!