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Bluegrass Gables: Lake Cumberland Cottage

Relax in the forest is this amazing 4bd/2.5ba cottage. Only minutes to the Ramsey Point boat ramp, this is your base for your Lake Cumberland vacation. Bring your boat; ample parking onsite. Don't have a boat? No problem, Beaver Creek and Conley Bottom marinas are close by. House features modern amenities and a fully stocked kitchen. Enjoy the fireplace indoors or the firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

Lake Cumberland, Sauna, Fall Festivals, 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.

River Boat Ramp~Arcade Games~Sauna~Pickleball

Welcome to The Oar - Cabin 8 at Cabins on the Cumberland, your family’s new getaway tradition. (ONE UNIT IN OUR TRIPLEX) *Private boat ramp to the Cumberland River *20 Min to Lake Cumberland *Pickleball / Basketball & Playground *Game Center w/ Pool, PingPong, Arcades, Shuffleboard *Private Firepit *Barrel Saunas *Dog-friendly *Pack-n-play, high chair NOTE: This is a cabin community of 12 cabins, we do have other cabins available for your larger groups. Read important notes prior to booking.

Idol Time Cabin at Lake Cumberland - Clearwater

Our cabin has a queen, a sleeper sofa with a queen sz bed, an open floor plan & plenty of room for an air mattress! Enjoy the large fire pit area. The outdoor entertainment deck is a must see! Full size air mattress available in cabin. The cabin has one full bathroom, one with a full size tub and shower. There is an open floor plan with eat-in kitchen and living room with a fireplace. Kitchen is stocked with dishes & cookware. We have a washer & dryer located in the cabin for your use.

Lake Access, SPA, FirePit, KING En-suites

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 1.2 miles from Ramsey’s Point boat ramp! Perfect for families and friends, this home features TWO luxurious King En-suites. No boat? No problem! Nearby Beaver Creek Marina offers rentals. Enjoy evenings by the large firepit surrounded by nature, perfect for s'mores, and unwind in the luxurious spa. Experience the tranquility of Lake Cumberland—book your stay at Barndo Bliss today!

Timberview Cottage

Welcome to your perfect getaway! This brand-new, 2 bedroom, 1 bath cottage offers the ideal blend of comfort, privacy, and fun. Nestled on a peaceful, wooded 2-acre lot, you'll enjoy a serene country setting with all the conveniences of being just minutes from town and multiple Lake Cumberland marinas. Whether you're here to boat, explore, or simply unwind, this cottage makes the perfect home base. Relax in the hot tub under the stars or head out and be lake-side in no time.

Relax at our country cottage near Lake Cumberland

Spend your days on Lake Cumberland and relax at our peaceful retreat in Monticello, KY. Nine generations of our family have enjoyed this property. Parts of the original cabin are incorporated into the current structure. Three outdoor seating areas, a fire pit, games and a wooded area let you enjoy the outdoors. The interior sleeps up to 8 and has everything you need! The home has been lovingly cared for and enjoyed by our family. We hope to share its gifts to you!

Lake House "Dar Bida" Monticello

Forget your worries in this spacious, nearly 4,000 sq ft, and serene space. You will enjoy the silence and magnificent view on Lake Cumberland. "Dar Bida" is the ultimate place to relax and enjoy time with your family or friends. Lake Cumberland offers plenty of possibilities for outdoor activities such as paddling, boating and fishing. Two boat ramps are within 5 miles and boats can be stored at a dedicated boat storage area within the gated residence.

Perfectly Located Newly Remodeled 3 Bedroom Home

This newly remodeled 3 bedroom home is centrally located between Lake Cumberland and the Cumberland River with plenty of parking for vehicles and boats. We are 11 Miles from the State Dock, 12 miles from Jamestown Marina and 4 miles to Helm's Landing at the river. Whether you are coming for some fun in the sun on Lake Cumberland or to do some trout fishing on the famous Cumberland River or maybe both, this house and location are perfect for you.

New near Jamestown Dock - B

Great getaway! 4 miles from Jamestown Marina and 10 mins from State Dock. This apartment has 2 bd, 1 bath, open kitchen, living room. This apartment sits inside a small warehouse up a set of stairs with a large open driveway to make for easy access in and out with your boat. Over all there is plenty of room to relax and enjoy your stay! * This apartment is on the 2nd floor so there will be some steps to climb to get to it.

The Hubb

Nice, newly renovated 4 bedroom, 2 bath house with lots of room for entertainment. Large kitchen/dining room with room for 12+. Perfect house for indoor and outdoor living. In town and just a short driving distance to either Jamestown Marina or Lake Cumberland Marina. Nice 30’ driveway with a place to charge your boat. New for 2023 we now have a fire pit and new outdoor furniture for more indoor/outdoor living space!

Modern Mountain Retreat | Fireplace & Luxe Design

A mountain modern luxurious home designed for a couples' getaway features sleek, contemporary architecture offering stunning mountain views. Inside, a spacious living room boasts a cozy, modern fireplace, while outside, multiple fire pits create intimate, warm spaces under the stars. The interior is adorned with high-end finishes, blending natural wood and stone elements for a serene, upscale retreat.