House holiday rentals in Jamestown

A cottage is seen surrounded by vibrant autumn foliage, with a gravel driveway leading to the entrance. The architecture features a gabled roof and a spacious front porch, providing an inviting entry point to the home.

4.92 out of 5 average rating, 205 reviews

Bluegrass Gables: Lake Cumberland Cottage

Relax in the forest is this amazing 4bd/2.5ba cottage. Only minutes to the Ramsey Point boat ramp, this is your base for your Lake Cumberland vacation. Bring your boat; ample parking onsite. Don't have a boat? No problem, Beaver Creek and Conley Bottom marinas are close by. House features modern amenities and a fully stocked kitchen. Enjoy the fireplace indoors or the firepits outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

4.86 out of 5 average rating, 163 reviews

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

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.

5 out of 5 average rating, 35 reviews

The exterior of a new construction home is visible, featuring a blend of wood and dark siding. A spacious porch, supported by wooden beams, invites relaxation, while tall trees surround the property, enhancing the sense of seclusion. Natural landscaping complements the tranquil setting.

Home in Jamestown

Onyx House

Take a break and unwind at this peaceful oasis, surrounded by nature. Minutes to Lake Cumberland State Resort Park & Marina and Halcombs Landing Boat Ramp ‘Dam’-you’ll have easy access to the water. Outdoor seating with 3 decks, outdoor tv, and fire pit allows for great social entertainment and a perfect place to unwind. 2 private bedrooms downstairs (queen), with a 4 bed (full) loft upstairs. 2 bathrooms down stairs-one with walk-in shower, one with tub/shower. The kitchen is fully equipped.

4.99 out of 5 average rating, 167 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

Peaceful Stay near Falls, Conley Bottom & 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.

The front porch features a spacious lounge chair and a classic rocking chair, inviting relaxation at sunset. Soft lighting illuminates the area, highlighting the details of the white columns and the warm tones of the evening sky visible in the background.

5 out of 5 average rating, 117 reviews

Gran's Place

This newly renovated 4th generation family farmhouse sitting on 13 acres is centrally located in Russell Springs, just minutes from Lake Cumberland. We are just off the Cumberland Parkway (a short and easy drive to both Columbia and Somerset), close to Russell County Hospital, and within a mile to most fast-food chains, restaurants, gas, and grocery. Our goal is to make your stay as enjoyable as possible while visiting the Lake Cumberland area. We do ask that there be no smoking in the home.

4.97 out of 5 average rating, 115 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.

4.88 out of 5 average rating, 25 reviews

A screened porch featuring a mix of red and blue chairs arranged around a table, surrounded by large windows that overlook a lush green setting. Soft lighting is provided by hanging bulbs, enhancing the inviting space.

Home in Jamestown

Jamestown - KY Lake Cottage | Boat Parking

Welcome to your seasonal getaway at Harbor Springs Cottage near beautiful Lake Cumberland! Inside, our three private bedrooms offer a haven of comfort for you and your guests, ensuring a restful night's sleep after a day of lake time. Whether you're seeking a romantic retreat, a family getaway, or a solo escape, Harbor Springs Cottage has got you covered. ☆Book your stay at Harbor Springs Cottage today and discover why life truly is better by the lake. Your perfect retreat awaits!☆

4.99 out of 5 average rating, 109 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!

4.82 out of 5 average rating, 105 reviews

The cabin features a green metal roof and a welcoming front porch. Lush green grass surrounds the entrance, complemented by neatly arranged shrubs. An American flag is displayed, and large windows provide natural light, enhancing the inviting appeal of the property.

Home in Columbia

Stunning Cabin Near Green River Lake

Welcome to paradise featuring a beautiful 3 Bedroom, 2 Bath cabin with a covered front porch and private deck overlooking the serene woods. Guests can enjoy the hot tub, WiFi, and so much more. This cabin has 2 Bedrooms and a Bath on the main level including 1 King Bed and 1 Queen Bed. There is 1 Bedroom and a Bath upstairs with 2 Queen Beds. This property is within half a mile from a boat dock to Green River Lake. The nearest store is located only 3.1 miles on New Columbia Hwy.

4.98 out of 5 average rating, 114 reviews

A wooden table is positioned beneath a large window, showcasing a view of Lake Cumberland framed by autumn trees. A lamp with a nautical theme sits on the table, while decorative items add a touch of warmth to the space.

Home in Somerset

Spectacular View of Lake Cumberland- Entire House

Enjoy the famous sunsets over Lake Cumberland from our spacious 48 foot deck and lower patio. This home is perfect for any family on vacation to this gorgeous area. With the nearest boat dock (Lees Ford Marina) being a mile away. Interested in biking or hiking? Pulaski County Park (4mi) is a great spot for both! After a fun day out and about come back to our newly updated kitchen, or enjoy a summer nights cruise to one of our local restaurants. We can't wait to book with you!

4.94 out of 5 average rating, 136 reviews

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.

Home in Albany

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.

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.

4.8 out of 5 average rating, 249 reviews

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

Popular amenities for Jamestown house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Cumberland County

Estate at Sulphur Creek

Home in Bronston

Woodson Bend - Golf Cart included- 22 Fairway View

4.72 out of 5 average rating, 69 reviews

4 bedroom, private pool 8 person hot tub

4.83 out of 5 average rating, 24 reviews

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.

Home in Somerset

Burnside Bungalow, w/ dock, pool & firepit

4.73 out of 5 average rating, 11 reviews

A well-lit swimming pool is surrounded by lounge chairs on a concrete deck. The pool's water glows in a vibrant blue hue under the night sky, while several green umbrellas add a touch of color. The area features a secure fence and trees in the background.

Home in Burnside

Blue Lagoon at VillagerResort,Pool,Boat slip/dock

4.93 out of 5 average rating, 29 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

4.92 out of 5 average rating, 12 reviews

Home in Pulaski County

The Bass Shack

4.88 out of 5 average rating, 116 reviews

An aerial view captures a serene lakeside setting, showcasing several houses with well-maintained yards. The vibrant green trees line the banks of the river, reflecting nature’s tranquility against the clear blue water.

Home in Burnside

Cozy Cumberland Lakeview Shangri-la

Weekly house rentals

5 out of 5 average rating, 7 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!

4.95 out of 5 average rating, 20 reviews

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.

Home in Albany

Elisi's Cozy Nook 3.2 mile from Marina Rowena.

4.94 out of 5 average rating, 35 reviews

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.

Home in Nancy

Retreat: Hot Tub & Huge Deck!

A living room features fully reclining furniture arranged around a patterned rug. Two lamps illuminate the cozy seating area. A wall sign reads 'LAKE LIFE.' An open view leads to the dining area, which is visible through a wide entryway.

4.97 out of 5 average rating, 39 reviews

Ina's Place

4.95 out of 5 average rating, 19 reviews

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.

Home in Albany

Mimi’s Place

5 out of 5 average rating, 8 reviews

Home in Russell County

Lake Cumberland Marina - The Blue Alligator

5 out of 5 average rating, 3 reviews

Home in Creelsboro

Cumberland River School House

4.96 out of 5 average rating, 23 reviews

Home in Burkesville

The Cumberland Collective-Boat Slip@sulphurcrk<1mi

Private house rentals

The image captures the view from a moving watercraft, highlighting the sun setting over the horizon. The water is seen splashing from the boat's wake, creating a dynamic scene with reflections of the golden light on the surface.

4.91 out of 5 average rating, 11 reviews

Lakeside Escape - Charming home on Lake Cumberland

The exterior of a two-story cottage is showcased, featuring a white board and batten facade. A covered porch with two brown chairs welcomes guests, while neatly trimmed bushes and a concrete driveway complete the front garden area.

5 out of 5 average rating, 7 reviews

Summer's Cottage

4.97 out of 5 average rating, 38 reviews

A single-story house is shown, featuring a metal roof and a covered front porch with white rocking chairs. The home is set against a backdrop of a clear blue sky and green grass, contributing to a welcoming outdoor space.

Home in Jamestown

Perfectly Located Newly Remodeled 3 Bedroom Home

4.8 out of 5 average rating, 10 reviews

A lakeside retreat is showcased with a modern exterior featuring dark siding and large windows. A spacious deck made of wood provides seating with chairs and tables, perfect for outdoor gatherings. Surrounding trees enhance the serene setting.

Home in Nancy

The Haven on Lakeshore

4.94 out of 5 average rating, 18 reviews

A modern kitchen features a large granite island with seating for six, complemented by dark cabinetry and stainless-steel appliances. Natural light streams through a window, highlighting the warm wood flooring and inviting design elements throughout the space.

Home in Seventy Six

Bunk House at The Bluffs

5 out of 5 average rating, 7 reviews

An open concept dining and living area features a light wood ceiling and recessed lighting. A comfortable seating arrangement includes a patterned chair and a spacious sofa. The room is adorned with a decorative area rug and has natural light flowing through the window coverings.

Home in Nancy

Cozy by the Creek

An open-concept living area features a stylish dining table with seating for four. Nearby, a cozy seating arrangement includes light-colored sofas and a modern accent chair. Soft natural light filters through large windows, enhancing the inviting atmosphere of the space.

4.96 out of 5 average rating, 25 reviews

LCK Bungalow

The exterior view of a single-story cottage is presented, showcasing a white facade with a metal roof. A welcoming front porch features a spacious entryway, and neatly trimmed bushes and grass are visible in the front yard, contributing to a serene outdoor environment.