Vacation rentals near Dale Hollow Reservoir

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Top-rated vacation rentals in Dale Hollow Reservoir

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Guest favorite

A shaded outdoor deck is featured, showcasing a large hot tub alongside a dining table with several chairs. The surrounding area is filled with colorful autumn trees, enhancing the natural setting. The wooden structure above provides cover for outdoor relaxation.

Home in Monticello

4.92 out of 5 average rating, 169 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.

Guest favorite

A bright blue cabin exterior is complemented by a spacious wrap-around deck, featuring two wooden lounge chairs and an outdoor grill. Natural wood decking showcases an inviting space for relaxation, while large windows provide views of surrounding trees.

Home in Nancy

4.83 out of 5 average rating, 53 reviews

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.

Superhost

Aerial view of a new cabin tucked among lush greenery, overlooking a tranquil lake. The water reflects the surrounding tree-covered hills, showcasing a serene natural setting. The property is designed for relaxation, with outdoor spaces visible among the trees.

Cabin in Nancy

4.95 out of 5 average rating, 76 reviews

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

Guest favorite

The exterior of the home showcases a spacious structure surrounded by lush greenery, with a large screened porch and multiple entry points visible. A well-maintained lawn stretches in front, providing a serene view of the surrounding trees and landscape.

Cabin in Gainesboro

4.8 out of 5 average rating, 30 reviews

But' It's Easy!

Gorgeous Lakeview and Mountain view home! 3bd/2.5ba, large kitchen with all utensils, cookware and dishes. Large living room with fireplace. Two master bedrooms. Barnwood is on several walls to give you a more rustic feel while you're there. Upper large Master bedroom (24x27) has sitting area and private balcony to enjoy the lake and mountain views! Being just a few steps from the water makes this home a must stay. Boat ramp is less than a mile so you can bring your kayak/canoe /boat.

Top guest favorite

Home in Russell Springs

4.97 out of 5 average rating, 29 reviews

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. .

Top guest favorite

A stone fire pit is positioned beside a gently flowing river, surrounded by natural stone paving. Flickering flames rise from the fire, creating a warm focal point against the serene backdrop of trees and the water.

Cabin in Byrdstown

4.91 out of 5 average rating, 56 reviews

Escape to nature- hiking,fishing,fire pit

The unique location is situated along a small river on the Cumberland Plateau offering the perfect escape from the hustle and bustle of everyday life. The peaceful sounds of the river and wildlife offer the perfect escape. The exterior is made of wood and stone, giving it a cozy, cabin-like feel. Immerse yourself in the soothing sounds of nature. There is a fully stocked kitchen, and a large dining table. Let the kids explore the expansive outdoor space while you savor the views.

Superhost

A modern living area features a light-colored sectional sofa with decorative pillows and a cozy throw. A ceiling fan hangs above, and a dining area with barstools is visible in the background. Natural light enters through a nearby window, illuminating the room.

Villa in Allons

5 out of 5 average rating, 3 reviews

Family Lakefront Retreat: 2BR Villa w/ Hot Tub

Our villa 3 offers gorgeous views of Dale Hollow Lake and our houseboat docks. This cozy getaway is perfect for couples or small families on a budget. Fire up the grill for a quick and easy dinner after a fun day on the water and don’t forget to relax on the deck while the boats come in and out of the marina below. We have completely renovated this season! Now equipped with new appliances, a hot tub, and brand-new furniture. We are thrilled to welcome you to our beautiful villa.

Top guest favorite

A golf cart is parked on a paved area by the water, surrounded by lush greenery and a clear blue sky. The cart features beige seating and a partial canopy for shade. In the background, a bridge spans across the lake, enhancing the serene lakeside setting.

Home in Monticello

4.96 out of 5 average rating, 53 reviews

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

Top guest favorite

A spacious wooden deck offers a stunning view of Lake Cumberland, framed by trees. Two dark wooden chairs are positioned at the edge, facing the water, while a gas grill is situated nearby. The deck features sleek railing and ample room for seating.

Home in Monticello

5 out of 5 average rating, 10 reviews

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.

Superhost

The exterior of a cabin features a sloped roof with a warm red color. Large windows reflect natural light, and a well-defined staircase leads to a welcoming porch. Surrounding greenery encompasses the cabin, enhancing the scenic view and inviting atmosphere.

Cabin in Jamestown

4.78 out of 5 average rating, 9 reviews

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.

Guest favorite

A spacious living area features a large, plush sectional sofa and a stylish coffee table atop an area rug. A stone fireplace is centrally positioned, with a flat-screen television mounted above it. Tall windows frame views of the outdoors, enhancing the room’s bright ambiance.

Cabin in Silver Point

4.89 out of 5 average rating, 123 reviews

Game Room | Lake View Chalet | Hot Tub

🌊 Center Hill Lake Escape Chalet w/ Views! 5-star retreat Stunning lake views, hot tub, screened porch & fireplace. 3 King bedrooms (2 w/ twins), game room w/ twins, queen sleeper sofa. Two full kitchens, ping pong & Ms. Pac-Man! Minutes to Suntex's Hurricane Marina, Edgar Evins State Park, Caney Fork River, wineries & hiking. Don’t miss goat cuddling at Harmony Lane Farms! 🐐 Exceptional hospitality + free toiletries & coffee. Book your perfect lake getaway today! 🚤✨

Top guest favorite

The exterior view of Fawn Run showcases a spacious covered porch featuring seating arrangements for relaxation. The property is surrounded by trees, providing a sense of seclusion, while a grassy area extends in front of the home, enhancing its natural appeal.

Home in Nancy

5 out of 5 average rating, 14 reviews

Fawn Run on Lake Cumberland

Retreat to Fawn Run, a tranquil sanctuary set on over 2.18 lush acres near Lake Cumberland. This idyllic getaway boasts a lively game room equipped with board games and a TV, and a classic wood-burning fireplace for cozy evenings. Step outside to savor a barbecue, relax around the fire pit, and enjoy the serenity of the forest. Perfect for families or groups seeking a peaceful escape surrounded by nature’s beauty, Fawn Run promises a rejuvenating stay.