Holiday rentals with a kayak in Lake Cumberland

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.

Tranquility Lake Getaway w/ Hot Tub on 27 Acres!

This off-the-beaten-path, ruggedly beautiful Columbia vacation rental will make for a trip you won't forget! Boasting 4 bedrooms, 2.5 bathrooms, and a private deck with stunning views, this home is perfect for travelers looking for peace and solitude while being surrounded by nature. Help yourself to a soak in the hot tub, and relax by the fire in the cozy great room. Do some kayaking on the lake, explore a hiking trail, or visit Lake Cumberland and cruise over a thousand miles of coastline!

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!

The Silver Nest

We invite you to escape the ordinary and embrace the extraordinary in this idyllic haven, the Silver Nest. Inside, the interior combines retro aesthetics with modern amenities, and large windows provide ample natural light. The well-equipped kitchen is ideal for preparing meals. Outside, the rustling creek invites you to dip your toes in, the cozy deck begs you to sip your coffee, and you can choose to have a delightful dinner beside a crackling fire. 7.5 miles from Holmes Bend Marina

Luxury Lake Home! Dock Holidays Lake View Inn

The whole group will be comfortable in this spacious and unique space overlooking Lake Cumberland and Conley Bottom Marina. Luxury at its finest with a Beautiful Gourmet Kitchen, 4 Luxurious Master Bedrooms with their own Bathrooms, Bunkbed room and Queen Suite in the upper level. (Sleeps 20) Enjoy the 2 Large Patios with plenty of Lakeview seating! A 9 person Hot Tub and Sauna is also available on the lower level of the home. Note: Owners occupy separate lower level of home.

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

Lakefront Woodson Bend 97-1

1st Floor condo sits on a gorgeous Lake Cumberland. Clubhouse features a restaurant, swimming pool, kiddie pool, 6 dedicated Pickleball Courts, 2 tennis courts, basketball, volleyball, and playground. Well-appointed kitchen with stainless appliances features a bar area perfect for entertaining! The screened-in heated and cooled back porch w/lake views and a gas grill. The Primary bedroom has a king-size bed and Bedroom 2-King and Bedroom 3-Queen w/full trundle.