Vacation rentals with a kayak in Lake Cumberland

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Top-rated kayak rentals in Lake Cumberland

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Top guest favorite

Farm stay in Somerset

5.0 out of 5 average rating, 22 reviews

Lake House | By Marina | Farm View | HotTub | Pond

Welcome to Lakin’ it Easy!!! Your newly built and 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, 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! Ask us about our kayak and pontoon rentals for added fun!

LocationOutdoor spacesPets

Superhost

A cozy outdoor fire pit area is set among trees, featuring several folding chairs arranged around a circular rock border, with a central fire pit glowing softly. A wooden deck is visible in the background, providing additional outdoor space.

Cabin in Somerset

4.79 out of 5 average rating, 39 reviews

Omega Retreat Charm Meets Forest on the Cumberland

Five Bedrooms, Three Bathrooms home nestled in the Omega Park community. Relax in this renovated charming Five-bedroom three full bath retreat with all the amenities. For our guests we offer complimentary use of kayaks and bicycles Enjoy the beauty of the natural surroundings as you prepare your meals on the gas grill. Our decks provide plenty of seating for your outside dining pleasure After your meal gather around the fire pit with friends and family for a memorable evening under the stars

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Guest favorite

A collage features the lake house, showcasing the cozy sleeping area with a spacious bed and decorative paddles, a bright outdoor dining space with long tables and seating, a fire pit area surrounded by chairs, and the exterior of the house framed by lush greenery.

Home in Monticello

5.0 out of 5 average rating, 13 reviews

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

Perfect space for your get together or event! 5 Bedrooms, 5 Attached Baths, 10 Beds. Sleeps 20 easily. New SwimSpa (large hot tub/ small lap pool)! Entire 2nd floor unit. 2 large decks. Plenty of parking. 2 gas grills and a fire pit. Must be comfortable with STAIRS as this is a second floor unit. ***There is a separate listing to rent the entire home if more space is needed. This would add 4 additional bedrooms (10 beds) 2 more bathrooms, a full kitchen, dining table for 20 and access to sauna

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Guest favorite

Home in Russell Springs

5.0 out of 5 average rating, 6 reviews

Sunsetter - Luxury Floating Home on Cumberland

Experience lake life like never before at Sunsetter-a luxury over-water floathouse on Lake Cumberland designed for families, girls' getaways, men's fishing trips, and group escapes. Relax on your private deck with a hot tub, water slide, outdoor kitchen, and outdoor shower, and bring you own boat or rent one directly from the marina and enjoy seamless dockside access right from your private patio deck (up to 30ft) to explore beautiful Lake Cumberland. Sleek, modern, and designed for comfort and

LocationOutdoor spacesCleanliness

Guest favorite

The exterior of a spacious cabin features a combination of light-colored siding and stone accents. A large grass area surrounds the home, complemented by a metal roof overhanging the front porch. Parking space is available on the gravel pad beside the cabin.

Cabin in Nancy

4.97 out of 5 average rating, 39 reviews

Lake Access Cabin, LG Parking fenced yard, Fishing

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.

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Guest favorite

A spacious living area features high wooden ceilings accented by modern light fixtures. A large sectional sofa is arranged around a decorative table, with a cozy stone fireplace off to one side. The warm wood paneling enhances the natural ambiance, and a staircase leads to an upper level.

Cabin in Russell Springs

4.95 out of 5 average rating, 41 reviews

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!

LocationOutdoor spacesCleanliness

Top guest favorite

Tiny home in Monticello

4.94 out of 5 average rating, 269 reviews

Tiny LakeView Cottage~Pets~Best Sunset~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.

LocationOutdoor spacesAir conditioning

Top guest favorite

A serene landscape showcases a private fishing pond surrounded by lush greenery, with a charming building reflected on the water's surface. Fluffy clouds drift in a blue sky, complementing the tranquil scene and inviting relaxation.

Farm stay in Somerset

4.97 out of 5 average rating, 91 reviews

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!

ValueOutdoor spacesGetting around

Guest favorite

A spacious living room is highlighted by a large 65-inch TV on a wooden entertainment unit. A dark sectional sofa is arranged around a patterned area rug with a plant in a gold pot nearby. Natural light enters through a window, creating a bright environment.

Home in Monticello

4.9 out of 5 average rating, 30 reviews

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.

LocationOutdoor spacesSleep quality

Top guest favorite

A spacious outdoor deck features a round table surrounded by six chairs. The inviting space overlooks Lake Cumberland and is framed by tall trees, providing a serene view of the water and distant hills under a clear sky.

Home in Monticello

5.0 out of 5 average rating, 32 reviews

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.

LocationOutdoor spacesBreakfast

Superhost

A rustic cabin is showcased with a sloped green metal roof and wooden siding. The front porch features seating arrangements of two chairs and a bench, creating a welcoming entry. Large windows allow natural light to illuminate the interior while an American flag adds character.

Cabin in Bronston

4.79 out of 5 average rating, 38 reviews

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

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Top guest favorite

Farm stay in Somerset

4.97 out of 5 average rating, 67 reviews

Lake House | By Marina | Farm | HotTub | GameRoom

Welcome to Lake Escape! Your serene farm retreat located 1 mile from the stunning Lake Cumberland and only minutes from town. This 3-bedroom, 2-bathroom renovated farmhouse is designed to provide you with peaceful relaxation and endless entertainment, making your stay truly unforgettable. Brand new hot tub, fire pit area with swings, pool table, ping-pong, air hockey, darts, board games, life-size Jenga, & more! Ask us about our kayak and pontoon rentals for more added fun!

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