House holiday rentals in Jamestown

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Top-rated house rentals in Jamestown

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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, 193 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
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.
Home in Russell Springs
5 out of 5 average rating, 116 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.

Guest favourite
Home in Russell Springs
5 out of 5 average rating, 7 reviews

The Little Brown Cottage

Keep it simple at this peaceful, 1950's cottage in Russell Springs. One bedroom has a queen sized bed & the other bedroom has a full sized bed. There is a full bathroom accessible through the master bedroom with a vintage tub & shower combination. It has a fully equipped kitchen with separate dining room. There are doorbell cameras but we will turn them off upon check-in. There is a large television in the living room but each bedroom has its own television with free high speed Wi-Fi.

Guest favourite
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
4.91 out of 5 average rating, 22 reviews

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!☆

Top Guest favourite
Home in Monticello
4.99 out of 5 average rating, 105 reviews

Lake access, SPA, Fire Pit, KING Ensuite's, Luxe

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!

Top Guest favourite
Home in Nancy
4.86 out of 5 average rating, 111 reviews

Large Pond View, 2 min to Lake! Hot tub

Cozy 3 bedroom house w Large pond view and only 2 min to Lee’s Ford Marina @ the Lake! Outdoor Living at the fullest! Featuring an outdoor kitchen, blackstone grill, 2 on deck propane fire pits, 2 large smart TVs, plenty of seating!!! a wood fire pit just steps away, we don’t provide propane, if it’s there use it, not u have to re-fill King Bed in master Full Bed in guest Queen Bed in Loft w ladder access, not ideal for seniors or small children WiFi Hot tub is working

Top Guest favourite
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.
Home in Russell Springs
4.96 out of 5 average rating, 25 reviews

LCK Bungalow

One mile drive to Lake Cumberland Marina, this newly renovated, charming 3 bedroom, 2 full baths, - sleeps 6 people. The open concept kitchen has all new appliances. Bedroom 1 has full bed; Bedroom 2 has full size bed. Master suite with queen bed and attached bath with tub and double sink. There is a twin sleeper sofa in the living room. The complete outdoor living space includes outdoor seating, a table for 8, grill, and fire. Watch the sunrise from the back porch.

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, 136 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.

Superhost
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
4.8 out of 5 average rating, 246 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

Top Guest favourite
The exterior of a single-story house is presented, featuring a light grey facade with a distinct address number. A driveway leads up to the entrance, flanked by manicured landscaping. The surrounding trees are in early spring foliage, and a clear blue sky is visible overhead.
Home in Jamestown
4.99 out of 5 average rating, 87 reviews

Lake View Home-Good for Big Group-Jamestown Marina

This house has one of the most amazing views! Looking right over Jamestown and State Dock Marinas, you have a perfect morning view for coffee and can overhear the marina festivities over cocktails in the evening! Only about 7 minutes (2.6 miles) to Jamestown Marina! The most loved part of our home is the back porch and the view. We always say we bought it for the view and you will know why!! Pictures don’t do it justice.

Top Guest favourite
Home in Jamestown
5 out of 5 average rating, 75 reviews

Romantic Retreat | Fireplaces, Fire Pits & Views

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.

Guest favourite
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.
Home in Jamestown
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!

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