House holiday rentals in Jamestown

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Top-rated house rentals in Jamestown

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.92 out of 5 average rating, 186 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 firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

Top guest favourite
Home in Jamestown
5 out of 5 average rating, 31 reviews

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.

Top guest favourite
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
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.

Superhost
The exterior of a single-level lake house is displayed, featuring a modern metal roof and a combination of vertical and horizontal siding in soft blue and gray tones. A covered porch extends from the front, offering a welcoming entryway and views of the expansive yard.
Home in Nancy
4.86 out of 5 average rating, 22 reviews

Dudley Hill/Boat Ramp Near/Hot Tub/Fire Pit/Games

•NEW HOT TUB on private, covered patio •Nicely appointed, single-level lake house •Huge yard for entertainment + games •Outdoor seating w/fire pit area •Multi-family + dog friendly •3 private bedrooms + 2.5 baths •Well equipped + super clean w/laundry room •Stocked w/plenty of linens + essentials •Ample free onsite parking • Quaint lake community •5 min drive to great lake access + fishing @ Dudley Hill Boat Ramp •15 min drive to Wolf Creek Marina & (Seasonal) Fishtails Restaurant

Superhost
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.
Home in Russell Springs
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

Top guest favourite
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
4.98 out of 5 average rating, 104 reviews

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!

Top guest favourite
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.
Home in Jamestown
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.

Top guest favourite
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
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.

Top guest favourite
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.
Home in Jamestown
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!

Guest favourite
A modern tiny home is nestled among trees, featuring a light blue exterior and a striking yellow front door. Large windows allow natural light to fill the space. A red bench is positioned on the concrete patio, providing a welcoming outdoor seating option.
Home in Somerset
4.97 out of 5 average rating, 126 reviews

Cottage close to the Lake

Discover your scenery retreat in this 1-bedroom, new tiny home nestled in the woods, just 6 minutes from Lees Ford Marina. Experience the calming sounds of nature while sipping your morning coffee on the covered back porch. The fully equipped kitchen allows you to prepare your favorite meals, or you can indulge in fine dining just a short drive away. This delightful property offers the perfect blend of tranquility and convenience.

Superhost
A rustic home with a metal roof features a spacious porch that wraps around its exterior. Stairs lead up to the main entrance, and the porch offers areas that are screened in. A gravel area is visible at the front, providing parking space.
Home in Jamestown
4.83 out of 5 average rating, 70 reviews

New Rustic home near State Dock!

Great getaway! 1 mile from State Dock entrance. This new rustic home has 3 bd, 2 bath, open kitchen, fireplace in living room, loft master bedroom, full wrap around porch with a partial screened in area with great views. We have a nice size covered porch to relax and enjoy something on the grill. This home has parking for multiple vehicles or even for a boat. Come check out our lovely home to make your lake days memorable!

Top guest favourite
Home in Jamestown
5 out of 5 average rating, 61 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.

Popular amenities for house rentals in Jamestown

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Quick stats about house rentals in Jamestown

  • Total holiday rentals

    Explore 20 holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at € 69 per night before taxes and fees

  • Verified guest reviews

    Over 590 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Jamestown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jamestown rentals

  • 4.9 Average rating

    Jamestown stays are highly rated by guests – averaging 4.9 out of 5!

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