Holiday rentals with a kayak in Lake Cumberland

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Top-rated Accommodation with a Kayak in Lake Cumberland

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

Farm stay in Somerset

5 out of 5 average rating, 16 reviews

Lake House | FarmView | FamilyFun | 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!

Guest favourite

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, 37 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.

Guest favourite

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

5 out of 5 average rating, 34 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!

Home in Somerset

5 out of 5 average rating, 4 reviews

Twin Lakes House *Spacious 4BR/3BA Lake Cumberland

*** 3 Spacious Bedrooms Downstairs*** BR1-Master – King bed with ensuite bathroom with tub -BR 2 – Queen bed -BR 3 – King bed with picturesque window -Bath – between the bedrooms -JETTED whirlpool tub ***1 BR & Loft Upstairs** -Upstairs BR 4 – King bed plus bunk bed (2 twins stacked), ensuite bathroom, walk-in shower - Loft – 2 twin beds (labeled as bdrm 5 in photo tour) - Game table *Fenced yard *Minutes from Lake Cumberland* *MASSAGE CHAIR! *outdoor working security cameras in use

Guest favourite

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

4.89 out of 5 average rating, 28 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.

Top Guest favourite

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

4.99 out of 5 average rating, 82 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!

Top Guest favourite

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 out of 5 average rating, 27 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.

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

4.77 out of 5 average rating, 35 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

Guest favourite

An aerial view captures the expansive greenery surrounding the property, highlighting the winding rivers and serene lakes. Dense forests blend with open fields, creating a peaceful natural landscape. The layout of paths and buildings is visible, showcasing the ranch's expansive 22-acre setting.

Barn in Corbin

4.84 out of 5 average rating, 82 reviews

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!

Top Guest favourite

Farm stay in Somerset

4.97 out of 5 average rating, 60 reviews

Lake House | FamilyFun | 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!

Top Guest favourite

A welcoming entrance to the Bluejay Retreat is marked by a distinctive wooden sign adorned with a forest motif. Surrounding the sign are vibrant hanging flower baskets and lush greenery, complementing the gravel driveway that leads into the serene wooded landscape.

Home in East Bernstadt

5 out of 5 average rating, 25 reviews

Luxury Farm: Pond, campfire, pool table, grill.

Bluejay Retreat is located 2/10 of a mile from Wildcat Off-road Park. Ride ATV’s directly to the park! Offering top of the line amenities matched with maximum relaxation. From the covered front porch swing to the backyard BBQ & fire pit area there’s no shortage of outdoor space for the entire group to enjoy! Sprawling across over 100 acres of forest you’ll find a connection with nature, wildlife, & nearby attractions while disconnecting from the busy world around you.

Superhost

A modern kitchen features wooden cabinetry and stainless steel appliances. A large granite countertop with seating for six is highlighted, illuminated by pendant lights. Open shelving displays decorative items, while an adjacent space includes a living area with a television and wooden furniture.

Townhouse in Pulaski County

5 out of 5 average rating, 3 reviews

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.