Vacation rentals with a kayak in Lake Cumberland

Quirky Midcentury Bungalow close to everything!

This centrally-located midcentury bungalow sits on almost an acre with two bedrooms and a jack and jill bath. The closest boat ramp is just a third of a mile away and there are 5 total boat ramps within 5 miles. The house sits right off 27 and is minutes away from several restaurants and popular Lake destinations. We are just 2 miles to Burnside Marina with a boat ramp and golfing. Come experience Lake Cumberland and be next to everything you want! We look forward to sharing our home with you.

Lake Cumberland Cabin • Sauna • Cozy Fall Stay

Looking for a relaxing lake cabin with water access for fishing, boating or swimming? How about health/fitness with our Infrared Sauna? Like Fall/Winter Festivals too? Check out our local holiday destination Bear Wallow Farm (on FB). Pumpkin Patches, Tube Rides, Hayrides, Selfie spots, fabulous foods and special seasonal beverages! Relax with the whole family at this peaceful cabin. A 1/2 mile from lake access, gravel beach, boat launch, fishing & swimming. Just 6 miles to Wolf Creek Marina.

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!

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!

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.

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!

BRAND NEW | Farm | NearLake | PetFriendly | HotTub

Welcome to “Lakin’ it Easy,” your BRAND NEW cozy farm retreat located in Somerset, KY. This 3 bedroom, 2 bathroom home is designed to provide you with modern comfort and a peaceful farm setting with a pond, making your stay truly exceptional. Located 1 mile from Lake Cumberland and only minutes from town! Enjoy coffee on both covered porches overlooking the farm and relax in the brand new hot-tub featuring a Bluetooth sound system and lights! ‼️NOW OFFERING KAYAK & PONTOON RENTALS‼️

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.

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.