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Tis the Season to relax at our home away from home

Celebrate the holiday season and take a break from the hustle and bustle at our family home 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!

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.

Fishing~HotTub~Pickleball~20 Min Lake Cumberland

Welcome to The Point (Cabin 2) at Cabins on the Cumberland, family traditions start here. *Private boat ramp to access the Cumberland River *NEW hot tub *Pickleball / Basketball and Playground *20 min drive to Halcomb’s Landing for access to Lake Cumberland *Private Firepit *2 minutes Creelsboro Country Store *Dog-friendly *Pack-n-play NOTE: This is a cabin community of 12 cabins, we do have other cabins available for your larger groups. Read our important notes below prior to booking

Dudley Hill/Boat Ramp Near/Hot Tub/Fire Pit/Games

•NEW HOT TUB on private, covered patio •Nicely appointed, single-level lake house •Huge yard for entertainment + games •Outdoor seating w/fire pit area •Multi-family + dog friendly •3 private bedrooms + 2.5 baths •Well equipped + super clean w/laundry room •Stocked w/plenty of linens + essentials •Ample free onsite parking • Quaint lake community •5 min drive to great lake access + fishing @ Dudley Hill Boat Ramp •15 min drive to Wolf Creek Marina & (Seasonal) Fishtails Restaurant

Hot Tub, Fire Pit, King En-suites, Holiday Ready,

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 0.8 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.

Harbor Springs, Jamestown Cabin

Gather your group, you've found the right spot. This picture perfect cabin comfortably sleeps a group of 8. Whether you're visiting for water activities or looking for a cozy getaway, look no further. Conveniently located at the top of a quite street, this cabin views both Jamestown Harbor and State Dock Marina, central of Lake Cumberland. Only a 5 minute drive to dock where you will find restraunts, shopping, boat rentals, playgrounds, seasonal events, and much more.

Welcome to your Dream Lake Home

Welcome to a place to forget your cares. This stylish home is perfect for family or group trips. Stunning lake views year round, 5 bedrooms/3 baths, games for kids or adults including foosball and ping-pong, a grilling area and full kitchen to prepare your catch of the day, a cozy electric fireplace, and a boat ramp less than 1 mile for easy access to all your water activites. Come see why they say "Lake life is the best life!"

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.