Holiday rentals in Lake Cumberland

*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!!

"Eagle's Cliff" at Lake Cumberland Beautiful Views

Beautiful cabin tucked back in a peaceful quiet street with gorgeous views of Lake Cumberland. We named it Eagle's Cliff because occasionally you will see Bald Eagle's soaring across the cliffs while relaxing on the porch. Bring the whole family to this 2 bed, 1 bath cabin. Has a fire pit and plenty of parking in the back. Closest public boat ramp is approximately 3.5 miles away on Ramp Road a very quick drive from the property. Roughly 15 minutes to Lee's Ford Marina and the city of Somerset.

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.

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.

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.

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!

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.

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.

Lake Cumberland Luxury #2~ Lake views and hot tub.

One of Airbnb’s favorites, under new ownership! Same home same luxury~ 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 5 bedrooms and 2.5 bathrooms you will have plenty of space to sleep up to 10 guests—making it a perfect trip for families and friends. There is a hot tub, pool table, fire pit, cornhole and tons of games to take your stay to the next level.

Relax at our country cottage near Lake Cumberland

Spend your days on Lake Cumberland and relax at our peaceful retreat in Monticello, KY. Nine generations of our family have enjoyed this property. Parts of the original cabin are incorporated into the current structure. Three outdoor seating areas, a fire pit, games and a wooded area let you enjoy the outdoors. The interior sleeps up to 8 and has everything you need! The home has been lovingly cared for and enjoyed by our family. We hope to share its gifts to you!

LCK Bungalow

One mile drive to Lake Cumberland Marina, this newly renovated, charming 3 bedroom, 2 full baths, - sleeps 6 people. The open concept kitchen has all new appliances. Bedroom 1 has full bed; Bedroom 2 has full size bed. Master suite with queen bed and attached bath with tub and double sink. There is a twin sleeper sofa in the living room. The complete outdoor living space includes outdoor seating, a table for 8, grill, and fire. Watch the sunrise from the back porch.

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!