
House holiday rentals in Jamestown
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Top-rated house rentals in Jamestown
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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.

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.

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.

Countryside stay near Cumberland Falls-SF Railway
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.

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.

1/8 mi to boat ramp, SPA, FirePit, KING En-suites
Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 0.8 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!

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.

The Lodge
Stylish 2BR/1BA retreat with private Cumberland River access. Sleeps 6 with open-concept living, full kitchen, and pull-out sofa. Relax on the covered front & back porches, gather around the fire pit, or fish and kayak right from the property. Nestled on a quiet dead-end road yet only 15 min to Jamestown & Jamestown Marina. Perfect for families or friends seeking comfort, style, and a peaceful getaway with the whole family at this peaceful place to stay.

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

Lake Cumberland Luxury: Hot Tub-Arcade- Lakeview's
Unwind at our Lake Cumberland retreat—where comfort meets adventure. Soak in the hot tub, relax on lakeside swings, or challenge your crew in the game room. Inside, enjoy spacious living areas, plush bedrooms, and a fully stocked chef’s kitchen. Just minutes from shopping, dining, and Lee’s Ford Marina with boat ramp access and slip rentals available. The perfect blend of relaxation, recreation, and convenience awaits.

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.

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
Popular amenities for house rentals in Jamestown
House rentals with a pool

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

White Oak Cottage - Resort Pool, Boat Slip

4 bedroom, private pool 8 person hot tub

Kellerman’s at VillagerResort-Pool, Boat slip/dock

Burnside Bungalow, w/ dock, pool & firepit

Lake Cumberland Ky State Park Q6

Lake-Front Woodson Bend 14-1

Teddy Hill Homestead
Weekly house rentals

New Modern Lake House at Wolf Creek Marina

Lake View Home-Good for Big Group-Jamestown Marina

Lake House "Dar Bida" Monticello

Mimi’s Place

Lake Access, hot tub, fire pit, king suite, arcade

LCK Bungalow

Carter Cottage On the Lake

Buggs Cabin- water view & close to town and lake
Private house rentals

Fawn Run on Lake Cumberland

Summer's Cottage

Welcome to your Dream Lake Home

Retreat: Hot Tub & Huge Deck!

Maggie’s Place Just Remodeled

Fisherman's Dream | Private Dock | Polar Plunge

The Beaver Creek Getaway

“Riverside Retreat” (New Hot Tub)
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £108 | £109 | £112 | £127 | £130 | £134 | £129 | £119 | £122 | £127 | £117 |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 19°C | 23°C | 25°C | 24°C | 21°C | 15°C | 9°C | 4°C |
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