House vacation rentals in Jamestown

5 out of 5 average rating, 10 reviews

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.

Home in Albany

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.

A comfortable living area features a brown sofa and a light gray armchair, positioned around an area rug. Nautical-themed decor is visible on the walls, including a ship's wheel and an anchor. Natural light filters through curtains, illuminating the space.

5 out of 5 average rating, 7 reviews

Eagle's Nest Lake Retreat

Your family will be close to everything when you stay at this centrally-located vacation home. Our newly renovated retreat is sitting less than 8 miles from the water nestled right at the heart of Lake Cumberland. Our home is fully equipped for your family and friends. We have a large driveway and there is plenty of room to park your boat, personal watercraft or trailer if you choose to dock your boat for the weekend. Our home is located just next door to the well-known Eagle's Nest RV Park.

A spacious living area features a large leather sectional sofa and a teal armchair, complemented by a decorative ottoman. A flat-screen television is mounted on the wall opposite a large window, with natural light illuminating the light wood flooring.

5 out of 5 average rating, 13 reviews

Lake Vibes

Your Lake Cumberland retreat! Located just minutes from Lake Cumberland, this home offers the perfect escape for your next getaway. Located just 2 miles from Jamestown Marina, with easy boat access and great proximity to fantastic restaurants, and recreation, this is the perfect spot for those who love the outdoors, adventure, or relaxation! The home offers a horseshoe drive for an easy in and out, and features a garage on site for boat storage, as well as an out building, both with electric.

The historic farmhouse, set in a peaceful country setting, features a welcoming front porch with rocking chairs. Lush greenery and hydrangeas frame the entrance, while the steps lead to the door beneath a gabled roof. Sunlight highlights the well-maintained exterior.

4.77 out of 5 average rating, 152 reviews

The Little FarmHouse

Historic farmhouse in a peaceful country setting. Home was built by World war 2 veteran! Kitchen has all your basic needs ;Crock pot, Coffee maker and toaster , washer and dryer for your convenience! The bathroom and one bedroom is on main floor and upstairs are 2 more bedrooms plus a tiny sunroom with a daybed and a trundle bed that’s great for kids. Lovely front porch where wildlife can often be seen! Convenient location with driveway right off of HWY 80 and 5 miles from town

4.98 out of 5 average rating, 104 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!

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.

4.94 out of 5 average rating, 135 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.

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!

5 out of 5 average rating, 60 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.

4.88 out of 5 average rating, 100 reviews

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.

Home in Somerset

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

4.97 out of 5 average rating, 118 reviews

A spacious wooden deck surrounds the guesthouse, showcasing a modern architectural design with a vaulted roof. Comfortable seating and tables are arranged, complemented by potted floral arrangements. Large windows invite natural light, and the surrounding trees create a serene environment.

Home in Science Hill

TT’s Treehouse

Cozy studio guesthouse with beautiful oak vaulted ceiling overlooking scenic woods and creek just 10-15 minutes from boat ramp on Lake Cumberland. Covered porch around guesthouse with gas grill access. Kitchen fully stocked. Full size sofa couch, and 2 full size floor mattresses in loft. Free wifi available. Onsite boat parking available. Fire pit and fire table available-both outside. No smoking.

A newly remodeled house with a dark exterior is situated on a lush green lawn, surrounded by trees. The structure features a unique roofline and several windows that offer natural light, creating a connection with the outdoor scenery.

4.96 out of 5 average rating, 45 reviews

4 bed 2 bath by Jamestown Marina

Welcome to Cocktail Cove! This 4 bedroom 2 bath house has been newly remodeled and we are excited to share it with you! You couldn’t ask for a better location when visiting Lake Cumberland! Located in Jamestown, KY, we are only 2 miles from Jamestown Marina, 2 miles from Lily Creek boat ramp, and just 5 miles from the town of Russell Springs. Literally everything you need is just minutes away!

Popular amenities for Jamestown house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a large two-story home is presented, featuring a green metal roof, a welcoming porch, and a grassy yard. Surrounding trees provide a natural backdrop, while steps lead up to the first floor entrance. Various outdoor spaces are visible for relaxation.

4.52 out of 5 average rating, 27 reviews

Cumberland Belle Lakehouse 4bedrm, 10bed, 2.5bath

A spacious living area features a high wooden ceiling with exposed beams, large windows, and a stunning stone fireplace. A large wooden dining table is surrounded by benches and chairs, while plush seating options offer comfort and relaxation. Natural light floods the room, enhancing its inviting ambiance.

Home in Burkesville

'Ledge Lodge' Burkesville Getaway: Pool & Views!

4.76 out of 5 average rating, 17 reviews

Home in Wayne County

Private pool, 8 person Hot tub 6 Bedrooms

4.68 out of 5 average rating, 19 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

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

4.96 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

4.74 out of 5 average rating, 58 reviews

Private pool and hot tub overlooking the Lake !

The outdoor pool area features a clear blue pool surrounded by a tan deck. Several lounge chairs are positioned around the pool. A diving board extends over the water, and a shaded seating area is visible in the background, offering a view of the surrounding trees.

The Lilly Pad - *POOL*

Weekly house rentals

4.94 out of 5 average rating, 89 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

5 out of 5 average rating, 5 reviews

A modern two-story house is framed by a covered porch with two chairs. The exterior features blue siding and large windows, while a small landscaped area with plants is visible in front.

Home in Russell County

The Blue Alligator

4.8 out of 5 average rating, 20 reviews

A cozy futon is viewed in the foreground, featuring decorative pillows with text. A lamp illuminates the space nearby, and textured walls are visible in the background, enhancing the room's inviting ambiance.

Home in Burkesville

The Peak at Sulphur Creek

4.97 out of 5 average rating, 33 reviews

A wooden deck is featured, equipped with a gas grill, a large umbrella, and a dining set that includes a table and four chairs. The surrounding trees provide a natural backdrop, enhancing the outdoor living space.

Home in Burkesville

Boating Mecca: Near Dale Hollow Lake & Golf!

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

5 out of 5 average rating, 32 reviews

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.

Home in Nancy

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

5 out of 5 average rating, 17 reviews

Cozy Countryside Cottage at Lake Cumberland

4.89 out of 5 average rating, 18 reviews

The exterior of the home features a bold blue facade with white trim and a welcoming front porch. A spacious wooden deck is visible, surrounded by trees providing shade. Gravel drives lead up to the entrance, enhancing accessibility.

Home in Highway

Wolf River Getaway-close to dock

Private house rentals

5 out of 5 average rating, 21 reviews

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.

Home in Nancy

Fawn Run on Lake Cumberland

A single-story home is situated on a spacious grassy area, surrounded by trees. The building features a light-colored exterior with a dark roof and a welcoming front porch. Gravel leads up to the entrance, providing easy access to the property.

5 out of 5 average rating, 32 reviews

Hadlee's Hideaway

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

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

4.88 out of 5 average rating, 99 reviews

A patio area is visible with a rectangular table surrounded by several metal chairs. A charcoal grill is positioned nearby. The view overlooks the serene water of the Cumberland River, framed by lush greenery and trees along the bank.

Home in Albany

The Enclave at Cumberland

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, 112 reviews

Gran's Place

5 out of 5 average rating, 5 reviews

The exterior of a newly constructed home is presented, featuring a covered porch with white railings and a welcoming front door. A well-maintained lawn surrounds the gravel driveway leading to a spacious two-car garage. Lush trees provide a natural backdrop for the property.

Home in Nancy

Wolf Creek Crossing Lake House

A game room features a shuffleboard table with an illuminated edge, a foosball table, and a double-net basketball setup. The space is accentuated by a ceiling fan and wooden ceiling, while a cozy hanging egg chair provides a relaxing spot. Dark walls contrast with light flooring.