House vacation rentals in Jamestown

4.92 out of 5 average rating, 168 reviews

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.

Home in Monticello

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 firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

5 out of 5 average rating, 17 reviews

A modern cabin is nestled among trees, with a snow-covered landscape creating a serene backdrop. The structure features multiple outdoor decks and illuminated pathways, enhancing the inviting appearance. Large windows reflect the surrounding nature, showcasing the home's integration with its tranquil environment.

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.

A spacious two-story home is situated on a gently sloping lot, surrounded by greenery. The exterior features a light-colored facade with dark green shutters and two dormer windows. Flowers and shrubs enhance the landscape in front of the welcoming entryway.

4.99 out of 5 average rating, 77 reviews

Garden Lake Front Cottage

Lake front/Spacious 3300 sq ft home on 1.5 acres w/gorgeous foliage and partial lake views in Spring & Summer/ full views in late Fall & Winter; beside creek and seasonal waterfall. Comfortably sleeps 12; 1 King, 3 Queens, 2 Twins, Sleeper sofa. Desk in the 4th bdrm. Game room in finished walkout basement. Strong Wi-Fi. 6 Roku TV’s: 4 in bdrms, living room & basement. New washer & dryer. Parking for 4. Local boat ramp is 2.5 mi.; 9 mi. to Lee's Ford or Burnside Marina. 5 mi. to dinning/shops.

A charming exterior of a house is set against a backdrop of green grass and trees. The front porch features a welcoming entrance, with evenly spaced windows allowing natural light. A grassy yard extends to an open field, where a rustic barn is faintly visible in the distance.

4.97 out of 5 average rating, 33 reviews

The Bourbon House Newly Refreshed Family Friendly

The Bourbon House is close to everything, making it easy to plan your visit. Located within 10 min or less of 6 boat ramps, less than 5 min to downtown, Master Musician Festival, Somernites Cruise, SCC, The Center and the airport. 10 min to Somersplash and Cal Ripken baseball/softball complex. Huge yard for outdoor activities and boat parking. Gameroom for the kids and kids at heart. Basketball and Fire-pit. We welcome your family to enjoy our home and the beautiful Lake Cumberland Area.

4.98 out of 5 average rating, 65 reviews

The image captures a stunning view of the lake framed by a wooden deck with cable railing. A bridge spans across the water, while lush greenery lines the banks. The calm surface of the lake reflects the sky, enhancing the peaceful atmosphere.

Home in Nancy

Prather Place,Spacious,Lake View,5min to Marina

Enjoy breathtaking lake views from almost every room in the house. Very open floor plan with huge kitchen/dining/living room space. Four bedrooms to sleep 11 comfortably plus additional reclining sofas on main level. Complete game room in basement with custom bar. The theater room has the largest of 8 TV's in the house at a whopping 65 inches. Over 2,000 square feet of decking with cable railing to not spoil any of the unobstructed year round views. This truly is "THE" Lake Cumberland rental.

Superhost

A charming farmhouse exterior is framed by large trees, providing shade to the front porch. Steps lead to the entrance, flanked by vibrant greenery. The white siding contrasts with the dark roof, contributing to the rustic allure of the property.

4.57 out of 5 average rating, 7 reviews

Take It Easy@The Easy Peasy

•Vintage 40's farmhouse w/fabulous private pool (closed for season)+ hot tub area •Centrally-located, 2 min. to boat ramp+ 7 to marina • Hidden speak-easy themed basement bar w/pool + poker tables, shuffle board,+ more (search home for entrance+code) •Equipped country kitchen+sunroom w/drink fridge, games,+ coffee bar. •Unique attic space for family fun (lake house+camp themed w/games+movies) • 5 BR, 2 full baths-1st retro styled w/soaking tub, 2nd w/double sink+walk-in shower • Pet friendly

4.83 out of 5 average rating, 53 reviews

An open-concept living area is showcased with a wooden ceiling and hardwood floors. A comfortable seating arrangement is set around a fireplace, while a dining table is positioned nearby. A staircase leads to an upper level, and a well-equipped kitchen is visible in the background.

Home in Nancy

Little blue house on the lake

Brand new wrap around deck for 2024 for outdoor enjoyment or relax in covered sunroom. Lakeside retreat where you can unwind after a day on the lake or just enjoy peaceful country living. This charming cabin-style home features 3 bedrooms and 2 bathrooms with the primary located on the main floor and 2 bedrooms with a jack and jill bathroom upstairs. Located just a mile from a boat ramp, 6-minute boat ride to Conley Bottom or 15 minute car ride to Lee’s Ford Marina or Pulaski County Park.

4.83 out of 5 average rating, 52 reviews

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.

Home in Monticello

The Lake House at Beaver Creek

1 mile from marina Up to 8 people max allowed in rental NO pets allowed. $500 charge if suspected 3 beds - KING, QUEEN & FULL plus a QUEEN size pull out sleeper sofa 2 full baths, living area, Free WiFi, local cable, fully equipped kitchen, laundry room, open deck, fire pit, charcoal grill & more Plenty of parking for several vehicles, boats & trailers Policies: NO pets NO smoking NO parties or events of any type allowed Must be 23 years or older to reserve 2 night min. stay

A spacious brick house with a triangular roof features multiple large windows and a welcoming entryway. Lush green grass surrounds the property, while tall evergreen trees and well-kept shrubs add natural beauty to the front yard.

4.93 out of 5 average rating, 15 reviews

Beautiful Large Lake Cumberland House

Plenty of room to bring the whole family to this great place with lots of room for fun. Just minutes to lake access, Lees Ford Marina and Burnside Marina. Master bedroom with beautiful large master bath and king size bed, spare bedroom with queen and bunk bed, other spare bedroom with queen bed complete the first floor. The basement is a large space with pool table, air hockey table, and game/chess/checkers table. Bed room with 2 bunk beds. Hot tub and fire pit outside (spring 2023).

4.97 out of 5 average rating, 29 reviews

A comfortable living area is furnished with floral-patterned sofas and a central coffee table. Bright light filters through the window with sheer curtains. A nautical-themed decoration adds a coastal touch, while ceiling fans circulate air throughout the space.

Home in Russell Springs

Lake Top Cabin #10

Completely remodeled lake view home at top of Lake Cumberland Marina. A spacious covered porch with a swing for those summer days and nights. 2 picnic tables and a grill for outdoor grilling days. A large deck with stunning views of the lake. Perfect for enjoying your morning coffee or evening wine after a great day on the lake. Perfect for large families or groups. Sleeps 10. Pets are welcome. Backyard is spacious for kids to play. Plenty of parking for your boats and vehicles. .

4.96 out of 5 average rating, 53 reviews

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.

Home in Monticello

Vacationers delight at Conley Bottom

Don’t let the price fool you. We do Vacation right in this home. Less than a quarter mile from Conley Bottom Marina, this house is great for anyone looking to get away for the weekend. Your boat can be kept in the driveway, we have a golf cart you can rent during your stay, as well, to explore the area and drive down to the marina. Conley Bottom offers everything from the boat ramp, boat rentals, water sports, fishing. Five golf courses located within a half hour of the house

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.