Vacation rentals in Monticello

Angel Falls Retreat for nature lovers and riders!

Beautiful custom built cabin within walking or horse back riding distance to BIG SOUTH FORK. Also located within 15 minutes to BRIMSTONE REC. It’s centrally located between Bandy Creek, Leatherwood Ford, and Station Camp. There is a BSF trailhead in our community for horses/hikers/bikes/kayaks. Easily sleeps 5+ with plenty of other space for additional guests using cots/air mattress. Keep your horses in YOUR 2 stall barn right next to the house. Circle drive for trailers, toy haulers, equipment

Country stay near the Falls-Polar Express Railway

Welcome to our countryside getaway nestled on almost 5 acres within 5-20 miles of Burnside, Lee's Ford, and Conley Bottom Marinas. Enjoy the day on Lake Cumberland. Come back to relax, eat, drink & be merry. Gather around the outside barbecue area and fire pit or snuggle up inside next to the fireplace, playing games or watching a movie. Whether you are on a couple's retreat, fishing buddy's getaway, or family vacation - the house and outdoor area provide plenty of room to relax and enjoy.

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.

Tandy Tiny House

Welcome to Tandy Tinyhouse! This Adorable 1Br is Brand New and has everything you need! Very Modern Kitchen w/tiled backsplash, Microwave, Keurig, Refrigerator, Range and Granite Counters. LTV Flooring and 10ft Ceilings throughout. En-suite features a Barn door and Tiled Shower. Washer/Dryer Combo just off of the Kitchen Area. Amazing location 3 minutes to Downtown Somerset and 10 minutes to Lees Ford Marina. You will want to stay here again and again! Please leave mini split 68 or above

Clean and Cozy. 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!!

Cozy Cabin - Lake Cumberland w/ Hot Tub

Our cozy cabin is located on Lake Cumberland in Monticello close to Somerset and two great marinas, Conley Bottom being our favorite! We have partial lake views in the fall, winter and spring and a hot tub on the deck to enjoy the views, along with the fire pit below. We have 2 bedrooms, one bathroom and a pull out couch. The large wrap around deck is perfect for playing games and hanging out. Please note there is no lake access from the property. Also - Please note stairs to access.

Ranger's Retreat cabin at Big South Fork

The Ranger's Retreat (RR) cabin by Big South Fork will give you all the privacy you want and still convenient to town for the essentials. All of this plus with one of the Southeasts' premier National Park area's in your backyard. The RR cabin is a genuine log cabin made of real white pine logs. It features 1 bedroom, 1 bathroom, kitchen, living room and a loft. The RR cabin is great for couples, but the loft with 2 twin beds provides room for a total of 4. Dog friendly (sorry no cats).

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way 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.

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

Take a break and unwind at this peaceful cottage nestled under large shady trees. Located within one mile of two public boat ramps for launching your boat, fishing, or swimming. Five miles from Conley Bottom. The house features a hot tub with room for up to four people. There is room to park one or more smaller boats (23 ft or less). Two bedrooms, one full-size sleeper sofa, one bathroom with walk-in shower, a large shady deck, outdoor wood-burning fire pit, and gas grill.

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Hidden Creek Schoolhouse

Located between Dale Hollow Lake and Lake Cumberland, tucked in a Hollow down a quiet track, you’ll find a schoolhouse from way back. Built in 1919, cozy and sweet, with original wooden floors and charm complete. The creek hums low when the time is right, and summer skies glow soft and bright. Lakes are near if you choose to roam, but the Hollow feels like home. Spring blooms, autumn glows, winter hushes with snow; at Hidden Creek, time slows in a storybook place.