Holiday rentals in Big South Fork Cumberland River

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Top-rated holiday rentals in Big South Fork Cumberland River

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Guest favourite

An outdoor seating area is presented on a wooden deck overlooking a serene lake view. Comfortable furniture, including a sofa and chairs, surrounds a glass-topped table. An umbrella provides shade, and a small fire pit adds to the inviting space amidst greenery.

Home in Somerset

4.86 out of 5 average rating, 154 reviews

Lakeview Blue

You will not find a better view of Lake Cumberland! Newly renovated 2022!! Previously our family home, we cherish this property. We ask anyone renting to respect the neighbors and home as we have. The Lakeview Blue House is within walking distance of Lake Cumberland, several restaurants, gas stations and a liquor store. There is a seasonally open public boat ramp directly over the hill from the home and many others including Waitsboro, Burnside Marina and Burnside Island State Park/ ramp nearby.

Guest favourite

The cabin's exterior features a rustic log structure with hand-hewn logs and a unique stone accent. The roof is covered with authentic cedar shakes. A wraparound porch is visible, furnished with rocking chairs, and bordered by seasonal flowers, complemented by gravel pathways.

Cabin in Somerset

4.95 out of 5 average rating, 106 reviews

Pecan Grove Cabin

Custom built, hand hewn log cabin. Completed late September of 2018, everything about this home was completely personalized. Nestled on an 11 acre pecan orchard, the cabin offers the best of both worlds with that country cabin feel while at the same time being only minutes away from the commerce of US Hwy 27. 5 minutes to the Fishing Creek Boat Ramp and 8 minutes to Lee's Ford Marina. Our family had a wonderful time building this cabin and we hope you will come and enjoy it over and over again!

Guest favourite

An aerial view of a rustic cabin surrounded by trees, showcasing a gravel driveway leading up to the entrance. A fire pit is visible in the yard, alongside a well-maintained lawn that transitions to the forest. The nearby road and landscape reflect a tranquil setting.

Home in Nancy

4.9 out of 5 average rating, 60 reviews

"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.

Superhost

An aerial view captures the residence nestled amongst trees, with Pitmann Creek visible in the background. The circular driveway provides ample parking, while the surrounding landscape shows a blend of greenery and autumnal hues, offering a peaceful natural setting.

Bungalow in Somerset

4.88 out of 5 average rating, 165 reviews

Blackbeard’s Lakefront Bungalow

Blackbeard’s Bungalow is located in beautiful Somerset overlooking Pitmann creek on Lake Cumberland. Enjoy the amazing year round lake views. Three large bedrooms, two full bathrooms, great room, dining room, open kitchen , screened in porch, and double decks are all yours for rest and relaxation or quality time with those you care about. Less than 10 miles to Pulaski park, Lee’s ford marina, and Burnside marina, this is the perfect location close to all conveniences but the perfect getaway.

Top guest favourite

An outdoor seating area is arranged around a fire pit, with chairs positioned for comfort. The night sky glows softly from the moonlight, casting a gentle light on the surroundings. Trees are faintly visible in the background, enhancing the serene atmosphere.

Home in Bronston

4.99 out of 5 average rating, 133 reviews

Countryside getaway near Conley & Burnside

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.

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

4.93 out of 5 average rating, 238 reviews

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.

Superhost

The exterior of the tiny house is presented, featuring a clean driveway and well-maintained lawn. Four outdoor chairs are arranged in a cozy seating area, surrounded by greenery and shaded by trees. The building displays a modern design with contrasting black and white elements.

Home in Somerset

4.9 out of 5 average rating, 177 reviews

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

Superhost

The exterior of the cabin features a wooden facade with dark green accents. A spacious screened-in porch is accessible via a set of steps. Rocking chairs are arranged on the porch, and colorful flower beds line the base of the structure, complemented by landscaping stones.

Cabin in Burnside

4.9 out of 5 average rating, 236 reviews

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!

Top guest favourite

A wooden deck is set against a vibrant green landscape, showcasing rolling hills under a clear blue sky. Two chairs are positioned on the deck, offering an inviting space to enjoy the expansive mountain view.

Cabin in Burnside

4.93 out of 5 average rating, 377 reviews

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!

Guest favourite

A well-lit outdoor space features a picnic table positioned on lush grass beneath trees adorned with string lights. A fire pit is visible nearby, creating a cozy ambiance for evenings spent outdoors.

Cabin in Science Hill

4.88 out of 5 average rating, 188 reviews

Small cabin close to town

Cabin was built by my grandparents about 40 years ago using timber cut from the land. Cabin is about 5 miles from town but feels country. Road is quite, with just local traffic, local being the people that live on the road. Very quite setting. Great place to relax where ever you find yourself, wither it is in the house, on one of the porches, or in the yard. House also has a fire pit in the back yard, & a charcoal gill if you want to grill out. We are pet friendly!

Guest favourite

A rustic cabin is presented with a welcoming brick facade, showcasing a simple covered porch with a bench. Flanking the entrance are two windows that allow natural light to enter. The surrounding area is lush with greenery and features a gravel pathway leading up to the door.

Home in Somerset

4.92 out of 5 average rating, 77 reviews

Buggs Cabin- water view & close to town and lake

A great deck atmosphere for coffee & view. Located on Lake Cumberland with a seasonal view. This unique and tranquil cabin is tucked away on Pittman Creek. This 2-bedroom, 1 in the loft, 1-bathroom cabin , features a fully equipped kitchen, a cozy living area, back deck with seating and gas BBQ. Whether you're in the area to cruise, hike local trails, explore historic sites, or simply enjoy the lake, this space will be the ideal home base! Boat ramp is 1.5 miles.

Top guest favourite

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.

Guest house in Somerset

4.98 out of 5 average rating, 190 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.