
Vacation rentals in Monticello
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Monticello
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Big Red Barn at LCK
Enjoy the lake or some quiet nature time in this secluded Barndominium on approx. 3 acres in the woods. Near Conley Bottom with plenty of room to park your boat trailer. Enjoy nearby public access to the lake, 5 minute drive to Conley Bottom Resort, or nearby Daniel Boone National Forest, Cumberland Falls, or some Pool Hall burgers in Downtown Monticello, Kentucky. Property is brand new and offers large rooms, well appointed kitchen, and walk in showers. Great covered porches and fire pit!

Hooked on the Lake - 6 miles from Marina Rowena
Your perfect getaway adventure awaits! Just 6 miles from Marina@Rowena, our cozy retreat is ideally located near a beautiful lake for boating, fishing and relaxing on the water. After a day of adventure, unwind in a comfortable space with a fully equipped kitchen. With ample parking for your trailer and easy access to nature, our home is the perfect base for your next outdoor escape. Please note: The lake is a short drive, not within walking distance as listed by Airbnb’s default map features.

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.

Clean and cozy, only 150 yards away from water.
Serenity Cabin is nestled among the trees next to the Army Corp property which surrounds the lake. It has been described as clean and cozy. Only 150 yards from Old Fall Creek boat ramp. Even though no dock, it is a great place to launch a boat or to fish from shore. If a boat is needed, we are close to two marinas for rental. House has two upstairs bedrooms. One bedroom has a queen bed and twin bed, the other bedroom has a queen bed. The downstairs has a queen sofa bed in the living room.

Cottagey-Cabin, Private~Firepit! July Books Fast!
Serenity, tranquility & an inner peace is what you'll feel upon entering! Our 3-level, 4BR, 2BA cottagey Cabin accommodates 8 guests and boasts a seasonal view of CONLEY BOTTOM MARINA from its secluded, private, wooded lot! Inside, the warmth of natural woods will envelop you! The chef in your group will love the adorable kitchen equipped with every imaginable gadget, spice & cooking basic! Appointed in Cottagecore design, SERENITY RIDGE is the perfect blend between yesterday and today!

Lake Cumberland ~ SPA~ Fire Pit~ KING Ensuites
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.

D&D Cabin at Lake Cumberland *Pets Welcome*
Our cabin is a cozy place to relax and enjoy with the whole family. It is centrally located in Monticello, Ky. There is 2 parking areas to accommodate guest and boat parking. We are 5 minutes from Walmart and Black Stallion Steakhouse. Conley Bottom and Beaver Creek Resort is within 15 minutes. Nearby are multiple docks for fishing. We have an outdoor grill and picnic table with privacy fence. Marina Rowena is 28 minutes away. As well as Safe Harbor Marina is 25 minutes from here.

Page's Legacy: Spring Getaway at the Lake
All rooms have a view of the lake and the deck overlooks Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

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.

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!

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.
Popular amenities for Monticello vacation rentals
Other great vacation rentals in Monticello

Hadlee's Hideaway

Wake N Lake

Cozy 3-Bedroom Beaver Creek Cottage

Home 0.2 miles from boat ramp with game room

4J’s Getaway|3BR Home|Near Marina|Boat Parking

Monticello Home w/ Multi-Level Deck on 2 Acres!

The Cozy Lake Cottage

Lake Cumberland Beaver Creek Marina
Quick stats about vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at G$12,557 GYD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Monticello rentals

5 Average rating
Monticello stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Augusta Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Pigeon Forge Vacation rentals
- Asheville Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- Louisville Vacation rentals
- Columbus Vacation rentals




