Vacation rentals with a kayak in Lake Cumberland

*Tiny LakeView Cottage* Pets welcome! Kayaks

We welcome your fur babies!! ATV trail to lake! Ice maker! Coffee! Adorable 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. Also has an ATV trail to lake!! Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

Luxury Secluded Retreat at Wolf Creek Marina

Timber Ridge Lodge @ Wolf Creek Marina is a private retreat secluded in nature. Situated on over 5 acres only 1.5 mi to Wolf Creek Marina and ramp, this custom built timber frame home sleeps 16. Gorgeous kitchen, covered wrap around decks high in the trees. Two main private suites on the first floor, spacious 2nd floor bedroom with 2 queen beds and open 3rd floor with 4 queen beds. Come see the stars, visit the lake and make memories! Don't have a boat? No problem, boat rentals are close by!

Lily's Paradise Lake House

Wanting to plan a getaway with friends and family? Let Lily's Paradise take care of you. Our lake house is here to help you unwind and have fun. Our lake house is located minutes away from the beautiful Lake Cumberland. We are located in the center of Jamestown and only minutes away from Russell Springs and Somerset. Enjoy time at the lake only 3 miles from Lily Creek Boat Ramp, 1 mile from Pepe's Mexican Grill, 2.5 miles from Mini Indy, 0.8 miles from Dollar General Market and much more.

Home 0.2 miles from boat ramp with game room

Relax and get away with your whole family at our newly remodeled lake home! We are located 0.2 miles from the nearest Lake Cumberland boat ramp. We have plenty of driveway space to park your boat. We offer an adorable master bedroom with your own private bathroom. Our garage is filled with indoor and outdoor games for all ages. The area is known for its welcoming atmosphere and small community hospitality. We are located 12 miles from Safe Harbor and 19 miles from Conley Bottom Resort.

23 Acre Lake Cumberland: Boats & Fishing Oasis

Escape to a 5-star, 23-acre private lake estate, your ultimate outdoor retreat by Lake Cumberland.. Enjoy our 3-acre fishing pond with all gear provided, kayaks and boats. Relax in a luxurious 8-person hot tub, savor meals on Traeger & egg grills & 2 fire-pits. Inside, find a cozy fireplace, high-speed Wi-Fi, Smart TVs, full bath and half bath plus a gourmet kitchen. Experience Lake Cumberland with our rentals, and let me be your guide to the best hidden gems. Your dream vacation awaits!

Cumberland Cabin

Escape to our cozy cabin nestled on the serene shores of Lake Cumberland. Perfect for a relaxing getaway, this charming retreat offers modern amenities, and easy access to outdoor adventures. Whether you're looking to unwind or explore, our cabin provides the ideal setting for a memorable vacation. This property offers fiber optic Internet. Boat ramp less than a quarter of a mile off the driveway. Very short boat ride to Conley Bottom Marina which is one of Cumberlands best Marinas.

Tranquility Cabin

If you’re looking for somewhere you and your family can get away from all the noise and just enjoy nature, you’ve found it! Our cabin by the woods offers enough sleeping space for your whole family! Take a dip in the hottub after a day on the lake and enjoy a campfire after dark. We have a fully stocked kitchen as well as a Blackstone griddle on the deck. Distance to water: 1 mile to boat ramp 25 min. to Burnside Marina 35 min. to Lee’s Ford Marina 35 min. to Conley Bottom Marina

Coyote Moon Ranch - Spacious 4 BR Barndo on Laurel

Create memories and enjoy the natural surroundings of the Daniel Boone Forest and Laurel Lake in Corbin, KY at Coyote Moon Ranch (CMR). Borders the Daniel Boone with trail access to Laurel Lake within a 5 minute hike. Bring your boat with access to Hightop Boat ramp within 1 mile of CMR. Enjoy the private 2 acre stocked fishing lake/dock during your stay. A unique western ranch right here in Kentucky! Escape the big city and experience the tranquility and nature of the outdoors!

The Honeymoon Hideaway

Escape to a romantic haven in the heart of Daniel Boone National Forest. Our cozy yurt features a queen bed, 2 rocking chairs, and a comfy couch, perfect for unwinding together. Outside, enjoy a private deck with a grill, fire pit, picnic table, and seating—ideal for intimate evenings under the stars. Nestled on our homestead, this peaceful retreat offers the perfect setting for a romantic getaway, where nature and serenity meet for unforgettable moments.