Holiday houses in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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Guest favourite
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
4.93 out of 5 average rating, 216 reviews

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 firepits outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

Guest favourite
Home in Russell Springs
5.0 out of 5 average rating, 5 reviews

Knot Workin - Floating House on Lake Cumberland

The perfect family getaway! We offer 1 bedroom with a king size bed, a loft with 3 queen size beds, and 1 full bath. Enjoy relaxing on the large attached private patio or maybe even doing a little fishing. If you have a boat (up to 27ft), you can tie off to the house and never take your boat back out of the water for your entire stay. If you don't have a boat, you can rent one on site from Lake Cumberland Marina. We have Starlink high speed internet/wi-fi & TV for downtime after a day on the w

Top Guest favourite
An outdoor deck features a rustic wooden floor with a wrought-iron table and two chairs, each adorned with soft pink cushions. The scene is framed by trees, while a soft sunrise casts gentle colors over Lake Cumberland in the background.
Home in Monticello
4.96 out of 5 average rating, 72 reviews

Lake House "Dar Bida" Monticello

Escape to Dar Bida, a secluded 4,000 sq ft retreat overlooking beautiful Lake Cumberland. Enjoy breathtaking lake views, peaceful surroundings, spacious living areas, and a well-equipped home designed for comfort. Whether you’re boating, fishing, kayaking, hiking, gathering with family and friends, or simply unwinding on the deck, Dar Bida is the perfect getaway. Two boat ramps are within 5 miles, with boat storage available in the gated community. Marinas are also just a short drive away.

Top Guest favourite
A private dock extends over the tranquil waters, surrounded by lush greenery and towering trees. Stairs lead down from a rustic path, offering direct access to the lake. The clear water reflects the surrounding natural landscape, providing a serene setting.
Cabin in Bronston
4.88 out of 5 average rating, 127 reviews

Lake front Cabin - Private dock

This cozy a-frame is located in the lakeside neighborhood of Echo Point, on Cumberland’s South Fork. Swim or fish off the dock, bring a paddle board, or drop a boat in at the nearby ramp. Relax on the deck with rock wall views and towering trees. Perfect for a couple or a small family get away. Walk to water/dock via a rustic path and stairs (it’s a steep climb!) *Not ideal for people with mobility constraints.* Stores & restaurants are 15 min drive. Dogs (2 max) welcome for add'l fee.

Top Guest favourite
Tiny home in Monticello
4.94 out of 5 average rating, 270 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.

Top Guest favourite
Home in Nancy
5.0 out of 5 average rating, 13 reviews

Lakefront Views at Wolf Creek Marina! HotTub+Pets

Pet Friendly, hot tub & 1.5 mi to Wolf Creek Marina! Our beautiful Lakefront 3 bedroom (one a sleeping loft), 2 bath cabin is perched above the main lake of Lake Cumberland. The 2 story, partially covered decks provide incredible & relaxing water views all year round. Bring your boat; ample parking onsite. Don't have a boat? No problem, boat rentals are close by! Sleeps 10 comfortably. We will provide everything we can think of to make your stay in our home a wonderful and memorable one.

Top Guest favourite
Home in Monticello
4.99 out of 5 average rating, 114 reviews

HOT TUB~ Fire Pit~ KING Ensuites~ Lake Access

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!

Top Guest favourite
Cottage in Monticello
5.0 out of 5 average rating, 117 reviews

The Cozy Cabell Cottage

It’s time for an adventure at our vacation rental, Cabell Cottage. With Lake Cumberland only 5 minutes away via the Cabell landing....really your boat is 5 minutes from being in the water; the cottage can be your base for all things fun on the lake (swimming, boating, and fishing). Did I CATCH your interest with fishing. However, if it’s a retreat you seek, the cottage is also for you as it sits in a quiet, very pretty, rural area of Wayne County, Kentucky, where 5 can sleep easily.

Top Guest favourite
Cottage in Russell Springs
5.0 out of 5 average rating, 28 reviews

Modern Home near Lake Cumberland/Hot tub/Fire pit

Welcome to your perfect getaway! This modern, 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.

Top Guest favourite
A recently renovated cottage is surrounded by large, shady trees, featuring a spacious deck with stairs leading up to the entrance. A hot tub is positioned nearby, with a grill covered by a protective cover, set against a backdrop of lush greenery.
Cottage in Monticello
4.98 out of 5 average rating, 89 reviews

'Top of the Hill'- Cozy Retreat with Hot Tub!

Take a break and unwind at this peaceful cottage nestled under large shady trees. 😊 Located only five miles from Conley Bottom Marina. 😊 Within one mile of two public boat ramps for launching your boat, fishing, or swimming. Featuring: 💥 Hot tub (sized for 2, max 4 person) 🛏️ Two bedrooms, queen beds 🛋️ Sleeper sofa (full size) 🍽️ Fully equipped kitchen 🧺 Laundry machines 🔥 Fire pit ♨️ Gas grill 🌳 Deck 🚤 Parking for smaller boat/trailer

Top Guest favourite
A shaded outdoor dining area features a table surrounded by chairs, set on a wooden deck. String lights hang overhead, and the expansive view of the lake and surrounding hills is visible in the background, enhancing the serene outdoor experience.
Home in Russell Springs
5.0 out of 5 average rating, 46 reviews

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!"

Guest favourite
A spacious living area features a sectional sofa with a checked throw, a spiral staircase leading to a loft, and a hanging hammock chair. A ceiling fan provides ventilation, and large windows allow natural light to fill the room. A recliner is positioned for comfortable seating.
Cabin in Wayne County
4.93 out of 5 average rating, 95 reviews

Secluded Cabin on 18 Acres Near Lake Cumberland

Important Notice: No Hunting Permitted. Take it easy at this tranquil cabin on a private 18-acre farm—just 10 minutes from Conley Bottom Resort and Burnside Island. Enjoy the fire pit and 18-acres of full privacy. Nearby attractions include restaurants, lake views, hiking, a Wildlife Management Area, kayak rentals, a 3D archery range, bowling, mini golf, and more. The perfect mix of seclusion and fun near Lake Cumberland.

Popular amenities for Lake Cumberland holiday rentals

Frequently Asked Questions

  • Where is Lake Cumberland located?

    Lake Cumberland is situated in southern Kentucky, surrounded by rolling hills and forested areas. The region draws visitors with its expansive reservoir and natural scenery.

  • When is the best time to visit Lake Cumberland?

    Late spring into summer is often recommended for outdoor activities and boating, with temperatures reaching 73–82°F (23–28°C). Cooler months have fewer visitors, offering quieter exploration but more frequent rainfall.

  • What are some things to do near Lake Cumberland?

    The area around Lake Cumberland has fishing, boating, and hiking trails, along with locations for swimming and picnics. You can explore local parks or join guided cruises run by regional groups.

  • How is the weather near Lake Cumberland?

    Winters near Lake Cumberland tend to be cool, with highs in the upper 40s °F (around 9°C) and lows that can reach the mid-20s °F (-3°C). Summers feature warm days, with highs typically between 77°F and 82°F (25°C to 28°C), and rainfall is spread throughout the year.