House holiday rentals in Dale Hollow Lake

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Top-rated house rentals in Dale Hollow Lake

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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.

Superhost
A cozy futon is viewed in the foreground, featuring decorative pillows with text. A lamp illuminates the space nearby, and textured walls are visible in the background, enhancing the room's inviting ambiance.
Home in Burkesville
4.81 out of 5 average rating, 21 reviews

The Peak at Sulphur Creek

Welcome to "The Peak at Sulphur Creek". This pet friendly Lakehouse is the perfect landing pad! A COZY Single story located just .7 miles from the clear waters of Dale Hallow lake & Sulphur Creek Marina where you can access 2 boat launching ramps, great fishing spots & Mike's Landing Restaurant/Lounge! Features 3 bedrooms & 2 baths with detached garage,fire pit, grill,patio and more! 2 Queen,2 twin, 4 sofa beds and 2 baths- Note: 2nd bath is located in the garage! Add us to your wishlist!

Top guest favourite
The exterior of a stone and wood house is shown, featuring a prominent chimney and large windows. Surrounding greenery adds to the natural setting. A wooden deck with a dark covered structure is visible in the foreground, enhancing the rustic charm of the property.
Home in Jamestown
4.97 out of 5 average rating, 202 reviews

Nature Lovers Paradise

Poplar Cove Retreat is a nature lover's paradise! Whether your interest is flowers, trees, birds, or rocks, you'll find it all in abundance. The house is located on our 80+ acre family farm where black angus cattle also reside. You may also spot deer, turkeys, and other wildlife. There are numerous bird feeders so you can enjoy birdwatching from several outdoor seating areas. The property is filled with paths through wildflower gardens and has expansive views of the surrounding mountains.

Top guest favourite
Home in Monticello
4.99 out of 5 average rating, 104 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
The exterior of the Riverside Retreat features a charming two-story home with a gabled roof and a welcoming entrance. A stone pathway leads to the front door, framed by subtly lit landscaping and blooming flowers. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Peytonsburg
4.97 out of 5 average rating, 38 reviews

“Riverside Retreat” (New Hot Tub)

Relax with the whole family at our peaceful 5 bedroom, 3 1/2 bath Riverside Retreat. This family-friendly getaway was built beside the Cumberland River - to promote family time, relaxation and the perfect fisherman’s paradise. (We now have a 6 person hot tub as well! -Nov 2025) A few things to take note of- NO •Smoking •Vaping •Parties •Pets …on this property. There is unlimited WIFI - But no TV screens. We encourage focusing on the family and making memories that last a lifetime!

Top guest favourite
Home in Allons
5 out of 5 average rating, 15 reviews

The Creek House at Mitchell Creek

Welcome to The Creek House - A mountain retreat on the pristine Dale Hollow. Nestled at the end of the road and surrounded by nature preserved land, you will find yourself in a secluded haven. The perfect escape from the hustle and bustle of everyday life. Rather you prefer boating, fishing, yoga on the deck, or relaxing with views, this is the perfect place! The marina is nearby and the outdoor kitchen is phenomenal. Book now and discover the ultimate getaway.

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 gray cabinetry complemented by wood accents. A black stove and microwave are positioned against the wall, while a workspace is available with a small table and chair. Natural light is provided by a nearby doorway leading to another room.
Home in Burkesville
5 out of 5 average rating, 37 reviews

Naut Tonight at The Holler

Nautical themed space for up to 4 near fabulous Dale Hollow. Beautiful outdoor covered area to enjoy the sunrise. Only 3 miles to the lake. There is plenty of space to park a boat or 2. Keurig in 2nd bedroom to not disturb others. Relax in the whirlpool tub after a long day. Cook on the grill or out over the fire pit. As half of a duplex, you could rent out the other half, Wine Knot, for larger groups. 10 mi south of Burkesville, KY, 13 mi north of Celina, TN.

Top guest favourite
An open living space features vaulted wood ceilings and large windows allowing ample natural light. A well-equipped kitchen with a central island is complemented by a dining area and a view of the outdoor deck. Decorative lighting enhances the inviting atmosphere.
Home in Hilham
5 out of 5 average rating, 171 reviews

Country Setting with City Comfort

Enjoy peace and quiet! The home offers many comforts and conveniences while being situated on 31 wooded acres. This is a remote, secluded location that allows you to relax, but if you do want to get out and enjoy some attractions, below are some approximate driving times. These towns offer the closest shopping so you may want to come prepared with your needs. Livingston- 25 minutes Celina- 25 minutes Gainesboro- 30 minutes Cookeville- 45 minutes

Guest favourite
A spacious deck is surrounded by tall trees, offering a serene outdoor space with various seating options. A brick fireplace stands prominently, and seasonal trees with pink blossoms enhance the natural setting. A table is set for leisure activities, providing views of the landscape.
Home in Byrdstown
4.92 out of 5 average rating, 52 reviews

Cottage w/ boat parking, 2.7mi to free boat launch

Located in Byrdstown, this welcoming cottage lets you experience it all with convenient on-site parking for vehicles and boat(s), a large fenced in deck & yard and a fully stocked kitchen. A quick 8-minute drive from the cottage you can be at Dale Hollow Lake. There is a FREE boat launch at Cove Creek recreation area (2.7 mi). After a day on the lake, you can unwind on the deck (seasonal lake views), sip a drink by the firepit or grill up burgers!

Top guest favourite
The exterior of a Victorian-style house is showcased, featuring intricate architectural details and a blue facade. The home is surrounded by a manicured lawn and small shrubs, with a welcoming porch and decorative gables highlighted above the entrances.
Home in Gamaliel
4.98 out of 5 average rating, 113 reviews

The Jackson House of Gamaliel

Stay at The Jackson House of Gamaliel. The Victorian style house was originally built in 1904 and underwent a total remodel in 2017. You will be the only guests in the house. One King bed, two Queen beds and a sofa sleeper. Kitchen with all cooking utensils, a laundry room and a large living area. Convenient to Dale Hollow Lake and Barren River Lake, (Approx 30-45 minutes). Near Old Mulkey Meeting House State Park.

Top guest favourite
Home in Byrdstown
5 out of 5 average rating, 27 reviews

Sunset Point

VIEW, VIEW, VIEW!!!! Kick back and relax in this calm, newly constructed, stylish spacious home. Enjoy the breathtaking views overlooking beautiful Dale Hollow Lake. You can sit on the deck, and watch the sunrise in the mornings, or listen to the birds singing in the trees. There is wildlife to watch all around . One of the most relaxing places ever, this 4 BR, 2.5 BA spacious home is ready for you!

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