Vacation rentals in Jamestown

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.

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.

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

The Tiny Swift Lake House

Looking for an enchanted get away close to the lake? Look no further. Only 5 minutes to Lake Cumberland and 5 minutes to Somerset, This TS decorated tiny is your dream come true! Walk into a Swifty's dream, with welcoming friendship bracelets! Tiny house is equipped with full size kitchen and full bathroom! Queen size luxury mattress and a pull-out sofa makes this big enough for the whole family! You will find a towel warmer, stocked coffee bar, w/d, grill and much more! This s a must see!!!

Spectacular Cabin on Lake Cumberland- Amazing View

Lake view doesn't get any better than this! New cabin tucked back in the woods overlooking the main lake towards Conley Bottom Marina. Dedicated parking area for renters boat/camper with electric and water hookup. Several free boat ramps and marinas within minutes with available boat rentals, hiking trails, sightseeing and overlooks. Relax by the outdoor firepit overlooking the lake surrounded by tall trees or enjoy a cup of coffee on the patio. Visit my guidebook for local recommendation

Cozy Lakehouse – ZERO Cleaning Fee, Pet Friendly!

Discover an unforgettable escape at our breathtaking Burnside vacation home, where every moment becomes a cherished memory. • Nestled on the shores of Lake Cumberland, offering breathtaking lake views. • Luxurious amenities: Spacious 4BR, beautiful deck, screened-in sunroom with a view! • Endless entertainment: Fire pit & fully equipped game room for all ages. • Relaxation awaits: with a serene patio deck & modern comforts. • Ideal for large groups: Accommodates 14 guests, pet-friendly.

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

Lake Cumberland Luxury #2~ Lake views and hot tub.

One of Airbnb’s favorites, under new ownership! Same home same luxury~ Come enjoy the best that Lake Cumberland has to offer. This beautiful, spacious, and private home offers one of the best views of Lake Cumberland you will see. With 5 bedrooms and 2.5 bathrooms you will have plenty of space to sleep up to 10 guests—making it a perfect trip for families and friends. There is a hot tub, pool table, fire pit, cornhole and tons of games to take your stay to the next level.

Harbor Springs, Jamestown Cabin

Gather your group, you've found the right spot. This picture perfect cabin comfortably sleeps a group of 8. Whether you're visiting for water activities or looking for a cozy getaway, look no further. Conveniently located at the top of a quite street, this cabin views both Jamestown Harbor and State Dock Marina, central of Lake Cumberland. Only a 5 minute drive to dock where you will find restraunts, shopping, boat rentals, playgrounds, seasonal events, and much more.