Holiday houses in Wayne County

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Top-rated holiday rentals in Wayne County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Monticello
5 out of 5 average rating, 32 reviews

Hidden Creek Schoolhouse

The Hidden Creek Schoolhouse is more than a stay; it's a chance to slow down. Lovingly restored from a 1919 schoolhouse, this one-of-a-kind retreat rests in a quiet hollow where time seems to move a little differently. Original wood floors, a seasonal creek, and evenings lit by fireflies create a setting made for long conversations, morning coffee, and doing wonderfully little. Thoughtfully renovated and rich with character, it offers the rare luxury of stillness in a world that rarely pauses.

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
4.87 out of 5 average rating, 118 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, 261 reviews

Tiny LakeView Cottage~Pets Welcome! 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 favourite
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, 71 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 favourite
Cottage in Monticello
4.91 out of 5 average rating, 123 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 favourite
Home in Monticello
4.99 out of 5 average rating, 110 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 favourite
Cottage in Monticello
5 out of 5 average rating, 111 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
The image displays a cozy living area featuring a comfortable brown sofa and a glass coffee table, with large windows that provide natural light. A view of Lake Cumberland is visible through the window, showcasing the calm water and rocky shoreline.
Home in Nancy
5 out of 5 average rating, 22 reviews

Lake cottage; 6m walk (1,100f to water); Nancy, KY

Relax at our private 2-bedroom/1.5-bath cottage with easy lake access at Clearwater public boat ramp (8m by boat to Conley Bottom). 6m downhill walk to lake. Great for water sports & fishing fans. Single-floor; fully equipped kitchen; free coffee/tea; Wi-Fi; smart-streaming TV; W/D. Cozy front porch; large covered back deck; gas grill. Perfect for a couple or small family/group (sleeps 6 w/ LR-area trundle bed). Ample vehicle/boat/trailer parking. Self-check-in after 4pm. No pets.

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, 130 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 favourite
A recently renovated cottage is surrounded by large, shady trees, featuring a spacious deck with stairs leading up to the entrance. A hot tub is positioned nearby, with a grill covered by a protective cover, set against a backdrop of lush greenery.
Cottage in Monticello
4.98 out of 5 average rating, 80 reviews

'Top of the Hill'- Cozy Retreat with Hot Tub!

Take a break and unwind at this peaceful cottage nestled under large shady trees. 😊 Located only five miles from Conley Bottom Marina. 😊 Within one mile of two public boat ramps for launching your boat, fishing, or swimming. Featuring: 💥 Hot tub (sized for 2, max 4 person) 🛏️ Two bedrooms, queen beds 🛋️ Sleeper sofa (full size) 🍽️ Fully equipped kitchen 🧺 Laundry machines 🔥 Fire pit ♨️ Gas grill 🌳 Deck 🚤 Parking for smaller boat/trailer

Guest favourite
A spacious living area features a sectional sofa with a checked throw, a spiral staircase leading to a loft, and a hanging hammock chair. A ceiling fan provides ventilation, and large windows allow natural light to fill the room. A recliner is positioned for comfortable seating.
Cabin in Wayne County
4.93 out of 5 average rating, 89 reviews

Secluded Cabin on 18 Acres Near Lake Cumberland

Important Notice: No Hunting Permitted. Take it easy at this tranquil cabin on a private 18-acre farm—just 10 minutes from Conley Bottom Resort and Burnside Island. Enjoy the fire pit and 18-acres of full privacy. Nearby attractions include restaurants, lake views, hiking, a Wildlife Management Area, kayak rentals, a 3D archery range, bowling, mini golf, and more. The perfect mix of seclusion and fun near Lake Cumberland.

Top Guest favourite
A warm wooden interior features an open living space with a cozy couch and a round coffee table. A dining area with four chairs is positioned next to a kitchen equipped with modern appliances. Light from overhead fixtures illuminates the inviting atmosphere.
Tiny home in Bronston
5 out of 5 average rating, 27 reviews

The Cozy Pine Retreat

Welcome to the Cozy Pine Retreat Welcome to our charming one - bedroom, one -bathroom tiny home at Lake Cumberland!! This cozy retreat comfortably sleeps two. Enjoy modern comforts with amenities like a washer and dryer, free WiFi, ramp, and more. Whether you're a water enthusiast looking to embark on a boating adventure or a nature lover seeking scenic hiking trails, this is your perfect home base.

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