Lake house holiday rentals in Lake Cumberland

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Top-rated lakehouse rentals in Lake Cumberland

Guests agree: These lakehouses are highly rated for location, cleanliness and more.

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Top 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
4.92 out of 5 average rating, 211 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.

Superhost
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
4.85 out of 5 average rating, 168 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.

Superhost
A panoramic view showcases lush greenery surrounding a winding river. The landscape is dotted with trees under a clear blue sky, and distant hills create a serene backdrop. The natural light enhances the beauty of the scene, providing a tranquil atmosphere.
Home in Burnside
4.84 out of 5 average rating, 115 reviews

Ohana - Best Views and Best Experiences

One of the best views on the lake nestled in the Daniel Boone National Forest. Spacious 4 BR home w/bonus basement sleeping area w/Queen memory foam mattress. Large hot tub under covered screen porch & located in a private gated resort community w/multiple pools, tennis courts, walking/ATV trails- all within 1 mile of boat ramp. New furniture & TVs in every bedroom, basement game room with bar/poker table, jacuzzi tub in master. Terrific lake views from every room! Excellent WiFi for working.

Superhost
Home in Russell Springs
5 out of 5 average rating, 3 reviews

Sunsetter - Luxury Floating Home on Cumberland

Experience lake life like never before at Sunsetter-a luxury over-water floathouse on Lake Cumberland designed for families, girls' getaways, men's fishing trips, and group escapes. Relax on your private deck with a hot tub, water slide, outdoor kitchen, and outdoor shower, and bring you own boat or rent one directly from the marina and enjoy seamless dockside access right from your private patio deck (up to 30ft) to explore beautiful Lake Cumberland. Sleek, modern, and designed for comfort and

Top Guest favourite
A game room features a shuffleboard table with an illuminated edge, a foosball table, and a double-net basketball setup. The space is accentuated by a ceiling fan and wooden ceiling, while a cozy hanging egg chair provides a relaxing spot. Dark walls contrast with light flooring.
Home in Russell Springs
5 out of 5 average rating, 38 reviews

Ravenwood Retreat~NEW-4 KING beds-Games-Hot Tub!

**RAIN OR SHINE GAMETIME LUXURY BARNDOMINIUM** - This newly built home offers 4 Bedrooms with 4 king-size beds & 3 full Bathrooms. Have some fun in the Game Room with shuffleboard, foosball, or double-net basketball! Indulge with a relaxing and warm soak in the 7-person hot tub! We're conveniently located with only a 4-minute drive to either Alligator 1 ramp or Lake Cumberland Marina. Spend some time with nature during slow mornings or peaceful evenings on one of the two, covered back decks.

Guest favourite
A spacious living room is highlighted by a large 65-inch TV on a wooden entertainment unit. A dark sectional sofa is arranged around a patterned area rug with a plant in a gold pot nearby. Natural light enters through a window, creating a bright environment.
Home in Monticello
4.9 out of 5 average rating, 29 reviews

Home 0.2 miles from boat ramp with game room

Relax and get away with your whole family at our newly remodeled lake home! We are located 0.2 miles from the nearest Lake Cumberland boat ramp. We have plenty of driveway space to park your boat. We offer an adorable master bedroom with your own private bathroom. Our garage is filled with indoor and outdoor games for all ages. The area is known for its welcoming atmosphere and small community hospitality. We are located 12 miles from Safe Harbor and 19 miles from Conley Bottom Resort.

Top Guest favourite
An open-concept living area features a vaulted wooden ceiling with exposed beams. A cozy seating arrangement includes a large recliner and a plush rug. The kitchen showcases a breakfast bar and modern appliances, while a dining table is positioned nearby, highlighted by natural light from multiple windows.
Home in Burnside
5 out of 5 average rating, 14 reviews

Stillwater Pier

Spacious Lakefront Retreat | Sleeps 14 | Private Dock + Outdoor Oasis Welcome to your perfect getaway on the stunning Lake Cumberland! This rare lakefront gem offers private dock access for boating, fishing or soaking in the river vibes. This spacious home sleeps up to 14 guests comfortably, making it ideal for large families. Step outside and be wowed by the expansive outdoor living space—complete with a dining area, BBQ grill, outdoor furniture, TV, and a cozy fire pit under the stars.

Top Guest favourite
Home in Monticello
4.99 out of 5 average rating, 91 reviews

Beautiful Farmhouse near Lake Cumberland

This beautiful farmhouse has lots of amenities, 3 bedrooms, 2 bath. Coffee bar, Nice backyard with fire pit, Weber gas grill, 6 camping chairs to sit by the cozy fire and corn hole and basketball goal for added fun! Full front porch and nice quiet back porch. Laundry soaps, shampoo, propane, laundry detergent etc included. 4 flat screen TV’s. Activities for kids. Swing set, Located 5 minutes to Beaver Creek Marina , 15 minutes to Conley Bottom and less that 5 minutes to city limits.

Top Guest favourite
Home in Monticello
4.99 out of 5 average rating, 112 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!

Guest favourite
The image captures the view from a moving watercraft, highlighting the sun setting over the horizon. The water is seen splashing from the boat's wake, creating a dynamic scene with reflections of the golden light on the surface.
Home in Monticello
4.84 out of 5 average rating, 19 reviews

Lakeside Escape - Charming home on Lake Cumberland

Get ready to make memories at our Lakeside Escape, centrally located on Lake Cumberland! This 3-bedroom 7-bed home features two king beds, one queen bed, and four twin beds located in the walk-out basement game room. Getting ready is a breeze with two full bathrooms. With ample indoor and outdoor seating, guests enjoy a peaceful atmosphere that invites relaxation after a day of exploring. You're sure to make fantastic memories with friends and family at our Lakeside Escape!

Top Guest favourite
The cottage features a green metal roof and a welcoming front porch with multiple wooden rocking chairs. Two planters are positioned at either side of the entrance, and a outdoor grill is visible near the porch. A gravel path leads up to the door, with lush greenery in the background.
Home in Albany
4.94 out of 5 average rating, 138 reviews

Avery Acres

Country setting located 2 miles from Lake Cumberland with 3 boat ramps within an 8 mile drive. Fryman landing closest ramp to 76 Falls 2 miles,Marina @ Rowena 5.8 miles,Carter Dock Road 7.8 miles. Within 20 minute drive Grider Hill Marina and 1/2 hour drive to Dale Hollow Lake. Fire pit and outdoor gas grill supplied. We are on central time zone check in time is 4:00 PM and checkout is 11:00 AM We are pet friendly however there is a fee of $50 with a 2 pet limit.

Guest favourite
An aerial view captures a serene lakeside setting, showcasing several houses with well-maintained yards. The vibrant green trees line the banks of the river, reflecting nature’s tranquility against the clear blue water.
Home in Burnside
4.88 out of 5 average rating, 120 reviews

Cozy Cumberland Lakeview Shangri-la

A fun, lake view lake house situated on the banks of the Big South Fork River. You will love waking up each morning with a beautiful view of the river. Watch as the boats go out for a day on the water. Every where you turn, you are surround with beauty. We back up to the Daniel Boon National Forest. No matter the time of year you decide to stay, there is always plenty of hiking, fishing and site seeing to do. We are also right across the street from the pool.

Popular amenities for Lake Cumberland lakehouse rentals