Holiday rentals in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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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 spacious living area features a modern sofa with decorative pillows. Large opening doors showcase views of the covered porch and surrounding greenery, allowing natural light to fill the space. A wall-mounted television and fireplace are also present, enhancing the inviting atmosphere.
Home in Somerset
4.94 out of 5 average rating, 157 reviews

Garage Door to the Wilderness!

Welcome to this stylish and sleek tiny home that's perfect for modern living! With ample space to sleep 4, features a bathroom complete with a beautifully tiled custom shower. The kitchen is a chef’s delight, black cabinetry and elegant granite counters.Enjoy the seamless flow of heated tile flooring throughout, leading you to the covered back porch where you can sip your morning coffee! The back garage door offers easy access to nature’s beauty. Located 5 minutes from either town or the lake!

Top guest favourite
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
4.99 out of 5 average rating, 153 reviews

Peaceful Getaway near Conley Bottom & Burnside

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.

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, 101 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
Home in Monticello
4.99 out of 5 average rating, 103 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, 106 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.

Superhost
The historic farmhouse, set in a peaceful country setting, features a welcoming front porch with rocking chairs. Lush greenery and hydrangeas frame the entrance, while the steps lead to the door beneath a gabled roof. Sunlight highlights the well-maintained exterior.
Home in Russell Springs
4.77 out of 5 average rating, 154 reviews

The Little FarmHouse

Historic farmhouse in a peaceful country setting. Home was built by World war 2 veteran! Kitchen has all your basic needs ;Crock pot, Coffee maker and toaster , washer and dryer for your convenience! The bathroom and one bedroom is on main floor and upstairs are 2 more bedrooms plus a tiny sunroom with a daybed and a trundle bed that’s great for kids. Lovely front porch where wildlife can often be seen! Convenient location with driveway right off of HWY 80 and 5 miles from town

Top guest favourite
An outdoor deck area features a wooden table complemented by an orange lantern and a rustic gray lantern. Lush green trees provide a natural backdrop, and a glimpse of the lake is visible in the distance under a clear blue sky.
Home in Wayne County
4.93 out of 5 average rating, 46 reviews

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.

Top guest favourite
A modern two-story home is nestled among trees, featuring a spacious outdoor deck. The structure showcases large glass windows, allowing natural light to fill the interior. A golf pad is visible in the foreground, set against a backdrop of a vibrant sunset sky.
Home in Burnside
4.95 out of 5 average rating, 57 reviews

Lake Cumberland Luxury! Lake views, golf, hot tub

Come enjoy the best that Lake Cumberland has to offer. This beautiful, spacious, and private home offers one of the best views of Lake Cumberland you will see. With 4 bedrooms (7 beds) and 4 bathrooms you will have plenty of space to sleep up to 13 guests—making it a perfect trip for families and friends. There is a hot tub, pool table, a GOLF pad, cornhole and tons of games (Spike Ball, Can Jam and more) to take your stay to the next level.

Top guest favourite
Home in Somerset
4.98 out of 5 average rating, 114 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.

Superhost
A spacious living area is enhanced by high ceilings and large windows that provide natural light and scenic views. A comfortable sectional sofa and two armchairs are situated near a wooden dining table, creating an inviting space for relaxation and gatherings.
Cabin in Pulaski County
4.89 out of 5 average rating, 36 reviews

New Lakeview Couples Getaway | Romantic & Private

The majority of the home is lined in cedar. The main level holds a full size bathroom with a washer and dryer, a bedroom with a queen size bed, kitchen, and living area that has plenty of floor space for you to bring an additional air mattress. Deck access is off the living area. A set of stairs takes you to the loft that holds a king bed and has access to a small Juliet deck that faces the front of the property.

Top guest favourite
Home in Jamestown
5 out of 5 average rating, 74 reviews

Romantic Retreat | Fireplaces, Fire Pits & Views

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.

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.