House holiday rentals in Lake Cumberland

An outdoor seating area is presented on a wooden deck overlooking a serene lake view. Comfortable furniture, including a sofa and chairs, surrounds a glass-topped table. An umbrella provides shade, and a small fire pit adds to the inviting space amidst greenery.

4.86 out of 5 average rating, 154 reviews

Lakeview Blue

You will not find a better view of Lake Cumberland! Newly renovated 2022!! Previously our family home, we cherish this property. We ask anyone renting to respect the neighbors and home as we have. The Lakeview Blue House is within walking distance of Lake Cumberland, several restaurants, gas stations and a liquor store. There is a seasonally open public boat ramp directly over the hill from the home and many others including Waitsboro, Burnside Marina and Burnside Island State Park/ ramp nearby.

4.92 out of 5 average rating, 186 reviews

A cottage is seen surrounded by vibrant autumn foliage, with a gravel driveway leading to the entrance. The architecture features a gabled roof and a spacious front porch, providing an inviting entry point to the home.

Home in Monticello

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.

5 out of 5 average rating, 31 reviews

Home in Jamestown

Onyx House

Take a break and unwind at this peaceful oasis, surrounded by nature. Minutes to Lake Cumberland State Resort Park & Marina and Halcombs Landing Boat Ramp ‘Dam’-you’ll have easy access to the water. Outdoor seating with 3 decks, outdoor tv, and fire pit allows for great social entertainment and a perfect place to unwind. 2 private bedrooms downstairs (queen), with a 4 bed (full) loft upstairs. 2 bathrooms down stairs-one with walk-in shower, one with tub/shower. The kitchen is fully equipped.

4.9 out of 5 average rating, 61 reviews

An aerial view of a rustic cabin surrounded by trees, showcasing a gravel driveway leading up to the entrance. A fire pit is visible in the yard, alongside a well-maintained lawn that transitions to the forest. The nearby road and landscape reflect a tranquil setting.

Home in Nancy

"Eagle's Cliff" at Lake Cumberland Beautiful Views

Beautiful cabin tucked back in a peaceful quiet street with gorgeous views of Lake Cumberland. We named it Eagle's Cliff because occasionally you will see Bald Eagle's soaring across the cliffs while relaxing on the porch. Bring the whole family to this 2 bed, 1 bath cabin. Has a fire pit and plenty of parking in the back. Closest public boat ramp is approximately 3.5 miles away on Ramp Road a very quick drive from the property. Roughly 15 minutes to Lee's Ford Marina and the city of Somerset.

4.99 out of 5 average rating, 134 reviews

An outdoor seating area is arranged around a fire pit, with chairs positioned for comfort. The night sky glows softly from the moonlight, casting a gentle light on the surroundings. Trees are faintly visible in the background, enhancing the serene atmosphere.

Home in Bronston

Country stay near the Falls-Polar Express Railway

Welcome to our countryside getaway nestled on almost 5 acres within 5-20 miles of Burnside, Lee's Ford, and Conley Bottom Marinas. Enjoy the day on Lake Cumberland. Come back to relax, eat, drink & be merry. Gather around the outside barbecue area and fire pit or snuggle up inside next to the fireplace, playing games or watching a movie. Whether you are on a couple's retreat, fishing buddy's getaway, or family vacation - the house and outdoor area provide plenty of room to relax and enjoy.

4.99 out of 5 average rating, 91 reviews

Home in Monticello

Luxe Family Retreat, King Suites, Spa, Fire Pit, B

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!

A wooden table is positioned beneath a large window, showcasing a view of Lake Cumberland framed by autumn trees. A lamp with a nautical theme sits on the table, while decorative items add a touch of warmth to the space.

4.98 out of 5 average rating, 104 reviews

Spectacular View of Lake Cumberland- Entire House

Enjoy the famous sunsets over Lake Cumberland from our spacious 48 foot deck and lower patio. This home is perfect for any family on vacation to this gorgeous area. With the nearest boat dock (Lees Ford Marina) being a mile away. Interested in biking or hiking? Pulaski County Park (4mi) is a great spot for both! After a fun day out and about come back to our newly updated kitchen, or enjoy a summer nights cruise to one of our local restaurants. We can't wait to book with you!

A rustic cabin is presented with a welcoming brick facade, showcasing a simple covered porch with a bench. Flanking the entrance are two windows that allow natural light to enter. The surrounding area is lush with greenery and features a gravel pathway leading up to the door.

4.92 out of 5 average rating, 77 reviews

Buggs Cabin- water view & close to town and lake

A great deck atmosphere for coffee & view. Located on Lake Cumberland with a seasonal view. This unique and tranquil cabin is tucked away on Pittman Creek. This 2-bedroom, 1 in the loft, 1-bathroom cabin , features a fully equipped kitchen, a cozy living area, back deck with seating and gas BBQ. Whether you're in the area to cruise, hike local trails, explore historic sites, or simply enjoy the lake, this space will be the ideal home base! Boat ramp is 1.5 miles.

Superhost

A hot tub is situated on a wooden deck beneath a pergola adorned with string lights. Soft blue water glows, reflecting the warm ambiance. A dining set with light-colored chairs is visible in the background, creating a relaxed outdoor space.

Home in Russell Springs

4.8 out of 5 average rating, 242 reviews

Driftwood Cottage with HotTub on Lake Cumberland

Gorgeous cottage with seasonal lake view overlooking Lake Cumberland . The Marina which has boat slips, boat dock , boat rentals and restaurant are a quick jog down the hill. Enjoy the lake view from the Hot tub on the deck,amazing on even a winter day! The home has a big yard with trees for privacy . 2 bedrooms on main floor. Loft has 1 bedroom plus a day bed with trundle in open area overlooking downstairs. Outside staircase and inside spiral stairs

A hot tub is situated on a deck, surrounded by a wooden railing. Colorful artwork depicting Somerset, Kentucky, serves as a backdrop. Twinkling string lights hang above, casting a gentle glow, while the landscape features trees and a scenic lake view at sunset.

4.98 out of 5 average rating, 106 reviews

Lake Cumberland Luxury: Hot Tub-Arcade-Epic Views

Unwind at our Lake Cumberland retreat—where comfort meets adventure. Soak in the hot tub, relax on lakeside swings, or challenge your crew in the game room. Inside, enjoy spacious living areas, plush bedrooms, and a fully stocked chef’s kitchen. Just minutes from shopping, dining, and Lee’s Ford Marina with boat ramp access and slip rentals available. The perfect blend of relaxation, recreation, and convenience awaits.

5 out of 5 average rating, 61 reviews

Home in Jamestown

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.

A modern chalet exterior features a striking combination of wood and metal, showcasing large windows that invite natural light. A small deck extends from the upper level, set against a backdrop of lush greenery. The entrance is marked by a concrete pathway leading to the main door.