Family-friendly holiday rentals in Cumberland County

5 out of 5 average rating, 11 reviews

Happy Hollow Hide Away

The Happy Hollow Hide Away is the epitome of luxury cabin living. In fact, it is furnished with custom-made furniture. Great location if looking for a place to unwind & relax. This 3-story cabin has a full wrap around porch, sleeps 20 guests, custom hardwood floors, fireplace, hot tub, patio with BBQ and fire pit & lots of parking. Located within a 10 min drive to the beautiful waters of Dale Hollow Lake & the renowned State Park Golf course, but also a private location with a beautiful view.

4.89 out of 5 average rating, 18 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!

4.97 out of 5 average rating, 33 reviews

Boating Mecca: Near Dale Hollow Lake & Golf!

Spend a week in the Kentucky countryside, and stay at this 2-bedroom, 1-bath vacation rental, just a short drive from the shores of Dale Hollow Lake and boat launches. Get out on the water for boating and fishing, or stay at home and relax on the private deck, complete with a gas grill! Unwind as you read a book in the hammock, or take a trip to Dale Hollow Park for endless outdoor fun! With a full kitchen, Smart TVs, and a central location, this pet-friendly cottage is the ideal getaway!

Yurt in Cumberland County

4.88 out of 5 average rating, 81 reviews

The Caelestis Yurt

The Caelestis Yurt provides a beautiful mountain top stay in a relaxing environment. A retreat to this gorgeous location will have you feeling one with nature. From stargazing at night, to hiking down the mountain to the water, to just sitting and taking in the beautiful view of Dale Hollow Lake, this spot will have you in awe. The yurt is surrounded by tall trees leaving this glamping spot hidden in the woods, providing total serenity. The views from the campsite at sunset are enamoring.

4.93 out of 5 average rating, 15 reviews

Treehouse in Burkesville

Cabin in the Trees Burkesville - Fishing Retreat

A fly fishing dream escape including an outdoor fish washing station & boat storage. The cabin is nestled in the treetops and is the perfect place to get away from it all. Steps to the Cumberland River with world class trout fishing. A great retreat for friends and family. Expansive deck to watch for deer, bald eagles, and other local wildlife. Bring your boat or kayaks! Enjoy outdoor living with smores over the fire, reading in a hammock, rock painting, and a stroll to the rivers edge.

5 out of 5 average rating, 33 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.

5 out of 5 average rating, 9 reviews

NEW CABIN-boat parking, 5 min to State Park & golf

Experience top notch accommodations in a NEW, 2025 cabin in the woods just 5 minutes from Dale Hollow Lake State Park resort and marina. This home boasts an oversized covered deck, private hot tub, comfortable outdoor seating/dining, and a Webber gas grill for the ultimate in outdoor living spaces. You’ll also find an outdoor fire pit with more room for gathering after a day on the lake, and there is plenty of parking for vehicles and boats.

5 out of 5 average rating, 27 reviews

Home in Peytonsburg

Riverside Retreat

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. 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!

5 out of 5 average rating, 23 reviews

Fall family trip on Dale Hollow!<6mi to lake/golf

⭐️Close to Dale Hollow Lake (6 miles Dale Hollow State Park, 5.5 miles from Sulphur Creek Marina) ⭐️Large Parking area ⭐️Recently renovated ⭐️Brand new appliances-washer/dryer/dishwasher ⭐️Quiet location ⭐️Large yard ⭐️Basketball goal ⭐️Grill ⭐️Furnished Kitchen ⭐️Close to Dale Hollow Golf Course ⭐️3 bedroom/2 bath ⭐️Sleeps 8 ⭐️1 King Bed, 1 Queen Bed, 2 twin beds, 1 sleeper sofas

5 out of 5 average rating, 9 reviews

Private Dale Hollow Lake Retreat - Nature Escape

Natty by Nature is a custom built modern cabin overlooking Natty Branch on the beautiful Dale Hollow Lake. It was completed in 2020 and designed for relaxation and adventure! Perfect for outdoor enthusiasts and nature lovers. There's 14 secluded acres of rugged landscape to explore - woods, cliffs, wildlife, and seasonal waterfalls.

4.99 out of 5 average rating, 88 reviews

Barndominium @ Dale Hollow Lake now w/ WiFi

Welcome to Barefoot Barn! This is a beautiful cabin sitting on an acre of land just about a mile from Dale Hollow State Park. Features 2 large bedrooms with 2 ensuite bathrooms, loft with a large sectional, full kitchen, fire pit, Pit Boss Pellet Grill, laundry room with washer and dryer. Enjoy golfing, boating, fishing and hiking.

Superhost