Family-friendly vacation rentals in Lake Cumberland

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Top-rated family-friendly rentals in Lake Cumberland

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Russell Springs
5 out of 5 average rating, 6 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 favorite
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, 126 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 favorite
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.

Guest favorite
A safari tent, named 'Moonbeam,' is displayed on a wooden platform with a sloped roof. The entrance is framed by natural wood supports, and the surrounding wooded area is visible in the background, contributing to a secluded setting.
Tent in Monticello
4.93 out of 5 average rating, 73 reviews

Enchanting Glamping Tent on Lake Cumberland

Named for a favorite Willy Porter song, "Moonbeam" is a 12'x14' safari tent on a wooden platform with a roof. Listen to tree frogs while drifting off to sleep on a queen size memory foam bed with soft, dreamy linens. The tent features power, lamps, chairs, and a desk. Outside, enjoy a private fire pit or sit a spell on rocking chairs on the back deck. Our Community Shelter, with a fridge, sink, and coffee maker, and our Bath House with flush toilets and hot showers are a short walk away.

Top guest favorite
Cottage in Monticello
4.91 out of 5 average rating, 125 reviews

Cozy Comfort. Only 175 yards from the water.

Cabin House is located at beautiful Lake Cumberland near Monticello, KY. It is located approximately 175 yards from Old Fall Creek boat ramp. This is a Free boat ramp. No dock. If you should need to rent a boat, we are located close to the resorts at Conley Bottom and Beaver Creek. The cabin is known for being clean and comfortable. It is nestled among the trees next to land overseen by the Army Corp of Engineers. The area is always beautiful no matter what season. Come and Enjoy!!

Top guest favorite
Home in Nancy
5 out of 5 average rating, 11 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 favorite
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 favorite
Cottage in Monticello
5 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.

Guest favorite
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, 144 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.

Top guest favorite
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.
Home in Somerset
4.98 out of 5 average rating, 119 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!

Top guest favorite
A spacious entryway features a striking artwork installation on the black wall, complemented by a spiral staircase leading to the upper level. Comfortable seating includes a tufted leather chair and a plush sofa, with a round wooden coffee table at the center on a decorative area rug.
Guesthouse in Somerset
4.98 out of 5 average rating, 228 reviews

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

Top guest favorite
A charming cabin is nestled among trees, with sunlight streaming through branches. An American flag hangs by the entrance. A hot tub is located on a wooden deck, providing a serene spot to enjoy nature. The lake can be glimpsed in the background.
Cottage in Somerset
4.97 out of 5 average rating, 157 reviews

Cozy Lakehouse with a View

Imagine waking up in the morning to the birds chirping in the woods surrounding the cabin, fixing a cup of coffee, and relaxing on the deck that provides one of the best views you will ever experience on Lake Cumberland. This cabin is perfect for a romantic getaway, or a quiet retreat with the family. Simply put, this cabin offers memories that you will cherish for a lifetime and will talk about for years to come!

Popular amenities for Lake Cumberland family-friendly rentals