House holiday rentals in Jamestown

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.

4.86 out of 5 average rating, 156 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.

A well-maintained cabin is set amidst a lush green landscape, featuring a sloped metal roof and a spacious front porch with steps leading to the entrance. A gravel driveway curves in front of the home, providing access to the property surrounded by trees.

5 out of 5 average rating, 11 reviews

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.

4.99 out of 5 average rating, 140 reviews

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

Countryside stay near Cumberland Falls-SF 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.

4.98 out of 5 average rating, 107 reviews

A charming country house is depicted, featuring a red metal roof and a welcoming porch. Two chairs are placed on the porch, overlooking a grassy yard. The backdrop reveals gentle hills under a clear blue sky, creating a serene outdoor setting.

Home in Knifley

The ranch house. Relax and unwind

Quiet, peaceful, country setting. There are country roads for walking and bike riding. For the boaters and fishermen, we are just minutes away from Arnold’s landing boat ramp and also Holmes Bend marina on beautiful Green River lake. For the hunting enthusiast, there are 20,000 plus acres of public land available for spring and fall hunting, with an abundance of turkey and deer. Close to Campbellsville University and Lindsey Wilson in Columbia. Lake Cumberland is also a short drive away.

A modern kitchen features an island with seating for five. Stainless steel appliances and ample cabinetry create a functional workspace. Soft lighting enhances the natural wood flooring, while a subtle arrangement of plants adds a touch of greenery. The layout promotes an inviting atmosphere for cooking and gathering.

4.99 out of 5 average rating, 94 reviews

Hot Tub, Fire Pit, King En-suites, Holiday Ready,

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 0.8 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 exterior of a modern blue house is showcased, featuring multiple large windows that allow natural light to enter. A freshly paved driveway leads up to the home, while a sign indicating the house number is positioned nearby. Lush greenery surrounds the property.

5 out of 5 average rating, 20 reviews

The Bourbon House

Take it easy at this unique Kentucky Bourbon themed getaway only 10 minutes away from Lake Cumberland via the Jamestown Marina. The Bourbon House has two queen beds in their own bedrooms and a full sized pull out sofa with 2 full bathrooms. It has a fully equipped kitchen but is only 5 minutes away from Jamestown Square with 3 different delicious restaurant options. Enjoy the peace of being in the country on the back patio facing the woods, with a fire in the fire pit.

The cottage features a green metal roof and a welcoming front porch with multiple wooden rocking chairs. Two planters are positioned at either side of the entrance, and a outdoor grill is visible near the porch. A gravel path leads up to the door, with lush greenery in the background.

4.94 out of 5 average rating, 135 reviews

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.

The kitchen features a modern design with white cabinets and granite countertops. Stainless steel appliances are showcased, alongside open shelving displaying various dishware. Four blue metal stools are positioned around the kitchen island, and a window allows natural light to enter.

4.9 out of 5 average rating, 61 reviews

Lake Life Dot Calm (Slip Available)

Welcome to your new peaceful retreat less than 2 miles from Jamestown Marina and Lilly Creek boat ramp. SLIP RENTAL available. ROOM TO PARK your boat and trailer in the driveway! Take a walk down the street (or ride one of our bikes) to see gorgeous lake views! This 3 bedroom, 3 bathroom house has what you need for your stay! Each bedroom has its own full bathroom. Remodeled kitchen, game room in the garage, smart TVs, great back deck, and much more!

4.8 out of 5 average rating, 245 reviews

A hot tub is situated on a wooden deck beneath a pergola adorned with string lights. Soft blue water glows, reflecting the warm ambiance. A dining set with light-colored chairs is visible in the background, creating a relaxed outdoor space.

Home in Russell Springs

Driftwood Cottage with HotTub on Lake Cumberland

Gorgeous cottage with seasonal lake view overlooking Lake Cumberland . The Marina which has boat slips, boat dock , boat rentals and restaurant are a quick jog down the hill. Enjoy the lake view from the Hot tub on the deck,amazing on even a winter day! The home has a big yard with trees for privacy . 2 bedrooms on main floor. Loft has 1 bedroom plus a day bed with trundle in open area overlooking downstairs. Outside staircase and inside spiral stairs

5 out of 5 average rating, 69 reviews

Modern Mountain Retreat | Fireplace & Luxe Design

A mountain modern luxurious home designed for a couples' getaway features sleek, contemporary architecture offering stunning mountain views. Inside, a spacious living room boasts a cozy, modern fireplace, while outside, multiple fire pits create intimate, warm spaces under the stars. The interior is adorned with high-end finishes, blending natural wood and stone elements for a serene, upscale retreat.

A modern chalet exterior features a striking combination of wood and metal, showcasing large windows that invite natural light. A small deck extends from the upper level, set against a backdrop of lush greenery. The entrance is marked by a concrete pathway leading to the main door.

4.9 out of 5 average rating, 116 reviews

Coffee with the Squirrels

New chalet only 5 minutes to city of Somerset and 5 minutes to Lake Cumberland! Cozy 1 king size bedroom with custom features throughout. Walk out on your master suite deck and have coffee with nature! Full size bathroom w custom tile. Back deck that overlooks woods and wildlife. Sometimes there is a neighbor who has a dog that barks a couple housss down, I’m sorry if it does, doesn’t happen often

4.88 out of 5 average rating, 49 reviews

Lake Cumberland Cabin - Spa, Firepit, Scenic Views

Escape to the enchanting "A Frame of Mind," an idyllic A-Frame cabin nestled within the prestigious estate section of Clifty Creek Subdivision on the serene shores of Lake Cumberland. This carefully curated haven promises a harmonious blend of A-Frame charm and contemporary luxury, providing an unparalleled retreat for those seeking a truly immersive lakeside experience.

Popular amenities for house rentals in Jamestown

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 18 reviews

Home in Wayne County

Private pool, 8 person Hot tub 6 Bedrooms

The two-story building features a welcoming yellow entrance and expansive covered decks on both levels. A gravel driveway leads up to the property, with trees lining the background and a soft sunset sky providing a warm backdrop.

5 out of 5 average rating, 11 reviews

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

4.9 out of 5 average rating, 10 reviews

A comfortable living area is presented, featuring a gray sofa adorned with throw pillows. A round wooden table occupies the center, topped with decorative items, including a lamp and a small book. Light filters through sheer curtains, highlighting the patterned area rug.

Home in Burnside

Kellerman’s at VillagerResort-Pool, Boat slip/dock

A spacious patio area features a large smoker and gas grill. In the background, an in-ground pool is visible, complete with a slide and surrounded by a secure fence. Lush trees provide shade, and the sky is clear with a hint of blue.

5 out of 5 average rating, 9 reviews

Cumberland Classic/Boat Ramp/Private Pool/Bar/City

A charming white bungalow is framed by a well-maintained lawn and colorful flower beds. A red roof adds a pop of color, and the welcoming entrance features a brick pathway leading to the front door. American flags adorn the porch, enhancing the inviting exterior.

4.83 out of 5 average rating, 24 reviews

Burnside Bungalow, w/ dock, pool & firepit

4.7 out of 5 average rating, 20 reviews

A heated swimming pool is surrounded by lounge chairs and umbrellas, with a diving board extending over the water. The pool's clear blue water reflects the bright sky, while a building is visible in the background, providing access to additional amenities.

Home in Russell County

Lake Cumberland Ky State Park Q6

5 out of 5 average rating, 19 reviews

A spacious living area is furnished with comfortable leather sofas and a wooden coffee table. Natural light is invited in through large windows, revealing views of the outdoors. The open layout leads to a well-equipped kitchen, with decorative stone accents on the walls.

Home in Pulaski County

Lake-Front Woodson Bend 14-1

4.96 out of 5 average rating, 23 reviews

The exterior of the home is presented, showcasing a ranch-style structure with a gabled roof. A covered porch is visible, adorned with seating. Lush greenery and colorful flowerbeds enhance the surrounding landscape, while clear blue skies provide a bright backdrop.

Home in Liberty

Teddy Hill Homestead

Weekly house rentals

The outdoor entertainment area is illuminated at night, featuring bar seating and a television mounted above a bar. The fire pit is located at the center, providing warmth and ambiance, while a swing seat is visible in the background.

4.91 out of 5 average rating, 11 reviews

Little Indian Retreat

The modern white house is nestled among vibrant autumn foliage, with touches of red, orange, and yellow throughout the landscape. A gravel driveway leads to the home, which features large windows and outdoor seating. A dark structure is visible in the background.

5 out of 5 average rating, 16 reviews

New Modern Lake House at Wolf Creek Marina

A single-story house with a light-colored exterior is featured. A large front porch leads to the entrance, which includes a welcoming entryway. The well-maintained lawn is surrounded by trees, providing a serene setting. A deck is visible on one side, extending from the house.

4.82 out of 5 average rating, 55 reviews

The Lake House at Beaver Creek

A modern two-story house features a sleek black exterior, complemented by wooden accents. The front porch includes several outdoor chairs, providing a welcoming entrance. Large windows enhance the building's design, while the surrounding trees create a natural backdrop, emphasizing the peaceful setting.

4.95 out of 5 average rating, 19 reviews

Retreat: Hot Tub & Huge Deck!

5 out of 5 average rating, 15 reviews

The exterior of a white cottage is framed by tall trees, showcasing a metal roof and a covered porch with a wooden railing. A gravel pathway leads to the entrance, and the surrounding greenery offers a serene backdrop.

Home in Burkesville

Cabin next to Dale Hollow State Park~Boat Parking

A modern farmhouse is captured on a cloudy day, featuring a combination of dark wood and stone facades. Large windows provide natural light, framed by a gently sloping green lawn. The symmetrical design highlights the welcoming entrance and overhanging roofline.

4.93 out of 5 average rating, 14 reviews

Mimi’s Place

4.95 out of 5 average rating, 91 reviews

The exterior of the home features a well-maintained lawn with greenery surrounding a decorative sign. A welcoming door in a warm tone is complemented by white trim and multiple windows. A light fixture hangs near the entrance, illuminating the pathway.

Home in Columbia

Clayton House

A charming house is set against a backdrop of lush greenery, surrounded by tall trees. The well-maintained lawn features a manicured appearance, while the welcoming front porch is highlighted by a red entry mat. A clear blue sky complements the serene forest setting.

4.88 out of 5 average rating, 89 reviews

Waterfalls, fishing pond, lake view, and 8 acres!

Private house rentals

The open-concept kitchen and dining area blend seamlessly with the living space. Features include wooden cabinetry, a stone island with seating, and modern appliances. Natural light illuminates the area, showcasing a cozy seating arrangement by a striking stone fireplace.

5 out of 5 average rating, 21 reviews

Fawn Run on Lake Cumberland

5 out of 5 average rating, 4 reviews

A charming cottage is nestled among greenery, offering a welcoming porch with seating. The roof is designed with a warm red hue that complements the natural surroundings. The mountains in the background provide a serene view, enhancing the outdoor atmosphere.

Home in Whitley City

Lake Cumberland Forest Cottage!

A charming farmhouse is surrounded by lush greenery, with a spacious front yard. The entrance features two wooden doors flanked by hanging flower pots, leading to a covered porch adorned with blue seating. A concrete pathway guides visitors to the entrance.

4.95 out of 5 average rating, 19 reviews

Elisi's Cozy Nook 3.2 mile from Marina Rowena.

5 out of 5 average rating, 3 reviews

Home in Liberty

Traveler's Rest

A charming yellow house is situated on a grassy area near a tranquil body of water. The property displays a green metal roof and features a small patio with a black table and chairs. Nearby trees provide shade and natural beauty.

4.96 out of 5 average rating, 57 reviews

Vacationers delight at Conley Bottom

A spacious wooden deck showcases a hot tub with jets, surrounded by outdoor seating, including chairs arranged in a circle. The backdrop features a peaceful landscape of trees and open pasture, with soft evening light enhancing the serene atmosphere.

5 out of 5 average rating, 37 reviews

20% Off! Hot Tub, Fire Pit, King Suite & Arcade

5 out of 5 average rating, 22 reviews

The exterior of a stylish Barndaminium is showcased, featuring a blue metal siding and large glass garage door. Two stories are visible, with evenly spaced windows and a welcoming front porch adorned with seating. Green grass and trees frame the property, reflecting a serene environment.

Home in Russell Springs

NEW 4br 3ba Barndo Overlooking Lake Cumberland