Holiday rentals in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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Guest favourite
The living space features a cozy seating arrangement with a brown leather sofa adorned with white pillows. A unique wooden coffee table sits in front, and the warm wooden ceiling and walls contribute to a rustic ambiance. Natural light enters from nearby windows.
Cabin in Whitley City
4.95 out of 5 average rating, 113 reviews

*FireflyCreek* Waterfont cabin on 5 acres 4WD only

Come unwind on over 5 acres, surrounded on three sides by the creek, shaded by giant leaf magnolia trees & rhododendron. You'll feel like you've been transported into the middle of your own little secluded island. Fish/kayak/hike, or just relax in the screened in front porch and listen to the creek and watch the fireflys. We're only 5 miles from Cumberland falls and the famous moonbow, Nearby waterfalls and trails, The Polar express at BSF senic railway. There's an adventure in every direction!!

Guest favourite
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.
Home in Somerset
4.86 out of 5 average rating, 159 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.

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
4.85 out of 5 average rating, 103 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
A covered deck area features comfortable seating and overlooks a lush landscape with a serene lake in the distance. Sunlight filters through the trees, illuminating the wooden flooring and creating a peaceful retreat for relaxation.
Tiny home in Monticello
4.94 out of 5 average rating, 249 reviews

Tiny LakeView Cottage~Pets! 1 nights available

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 Monticello
4.99 out of 5 average rating, 106 reviews

Lake access, SPA, Fire Pit, KING Ensuite's, Luxe

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 out of 5 average rating, 107 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
A wooden sign hangs from a post displaying 'Lakeside Lodge' against a backdrop of a rustic cabin and lush greenery. The cabin showcases a stone chimney and a steep roof, surrounded by trees, with a gravel driveway leading up to the entrance.
Cabin in Monticello
4.97 out of 5 average rating, 29 reviews

Lakeside Lodge Cabin

Experience the ultimate Lake Cumberland getaway at Lakeside Lodge. Nestled in Kentucky's natural beauty, this cozy cabin is perfect for families or small groups. Enjoy mornings surrounded by nature and evenings by a warm fire. A quick 5-10 minute walk leads you to a private neighborhood beach and boat ramp, making lake access effortless. Whether you’re hiking forest trails or exploring the water, Lakeside Lodge offers the perfect blend of comfort and adventure. Book your stay today.

Top guest favourite
A wooden deck is set against a vibrant green landscape, showcasing rolling hills under a clear blue sky. Two chairs are positioned on the deck, offering an inviting space to enjoy the expansive mountain view.
Cabin in Burnside
4.93 out of 5 average rating, 388 reviews

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Guest favourite
The exterior of a charming cabin is visible among a lush, wooded setting. The cabin features a metal roof and wooden sides, with a porch that invites relaxation. A blossoming tree adds a splash of color to the serene landscape, surrounded by green foliage.
Cabin in Monticello
4.92 out of 5 average rating, 111 reviews

The Stable @ Bluegrass Gables

Enjoy some retro vibes in this converted barn. Indulge your senses, from the smell of the pine shiplap to the sounds of the wind chimes on the breezy covered porch or some vintage vinyl on the victrola turntable. Light a fire and watch the flames dance in the wood burning stove. Enjoy sips of your favorite beverage from a rocking chair with a view of the Appalachian foothills. Soak in the hot tub! Vintage china, glassware, art, vinyl, furniture, games, it's all in the details.

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, 247 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

Top guest favourite
Home in Somerset
4.98 out of 5 average rating, 118 reviews

Lake Cumberland Luxury: Hot Tub-Arcade- Lakeview's

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.

Guest favourite
A cabin exterior is surrounded by lush green grass and trees, featuring a spacious deck with wooden railings. The light-colored siding complements the metal roof, and the entrance is framed by well-maintained landscaping. Ample parking space is visible nearby.
Cabin in Bronston
4.91 out of 5 average rating, 179 reviews

Cabin on lake Cumberland

Conveniently located just outside Somerset. Plenty of parking for boats and trailers. Boat ramp at end of the road less than .8 miles with parking. Cute cabin decorated with nautical theme. Fully furnished just bring your personal belongings. Gas grill on the patio and covered front porch for you to enjoy the mornings and evenings after a day on the lake. Owner laundries bedding and towels provided.

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.