Family-friendly holiday rentals in Cumberland County

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Top-rated family-friendly rentals in Cumberland County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Burkesville
5 out of 5 average rating, 17 reviews

Bline Family Farm Cottage

Enjoy your stay in our tiny home with a queen bed, full bathroom, kitchen & laundry. Look out off the front porch at our peaceful sweeping front acreage, including our winding driveway and 10 acres of hay fields. 2 adults (and 1-2 children that can sleep on a floor mattresss) can fit snuggly into our mini cottage. We hope you enjoy dogs, we breed them & have many running around (Lando, our massive Anatolian Shepherd, is likely to greet you with a few warning barks, but he is the sweetest boy.)

Top Guest favourite
The exterior of the house features a green metal roof and a welcoming covered porch. Two chairs are situated on the porch, framed by potted plants. A gravel driveway leads to the front, providing easy access to the entrance.
Home in Burkesville
4.99 out of 5 average rating, 68 reviews

Dale Hollow Greenhouse<4 miles to state park

Welcome to Dale Hollow Greenhouse we are excited to host your stay near Dale Hollow Lake and State park. Home includes our 4 bedroom and 2 full bath house. Beautiful fully equipped kitchen, awesome coffee station, Fire pit, Grill with propane or charcoal options. Full size laundry. Enjoy fishing, boating, golfing and hiking with family and friends. The largest small mouth bass ever caught was in the Dale Hollow be sure to bring your boat there is plenty of space to park it in the gravel drive.

Top Guest favourite
Home in Burkesville
5 out of 5 average rating, 15 reviews

Cabin next to Dale Hollow State Park~Boat Parking

Prime Location! Right next to Dale Hollow State Park Entrance! 1 mile from the Marina, 4 minutes to the Lake, Golf and Fishing. Entire home with boat(s) parking, 2 covered porches. Soft Cotton, Bedding. She has HW Floors, Granite Counters, and Tiled Bathroom. High Speed Internet, 4 Smart TV’s. 2 private Queen bedrooms and 3rd Loft bedroom with 3 beds: 1 Full bed, 2 Twins and half bath upstairs. Daybed on main floor. Lighted fire-pit, & 2 grills. The Minimum rental age is 25 years old.

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
A wooden deck is featured, equipped with a gas grill, a large umbrella, and a dining set that includes a table and four chairs. The surrounding trees provide a natural backdrop, enhancing the outdoor living space.
Home in Burkesville
4.98 out of 5 average rating, 44 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!

Guest favourite
A yurt is positioned amidst tall trees, surrounded by a gravel pathway. The outdoor deck extends towards the wooded area, allowing for views of the landscape. A modern structure is visible nearby, complementing the natural setting.
Yurt in Cumberland County
4.86 out of 5 average rating, 84 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.

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!

Guest favourite
Home in Burkesville
4.95 out of 5 average rating, 22 reviews

The Cumberland Collective-Boat Slip@sulphurcrk<1mi

⭐️Boat Slip Included with rental** ⭐️Less than 1 mile from lake ⭐️Bring your boat or jetski! ⭐️Close to Sulphur Creek resort ⭐️Large Parking area/Garage ⭐️Beautiful large patio ⭐️New padded outdoor furniture! ⭐️Outdoor dining furniture ⭐️Cozy A-frame ⭐️Gas Grill ⭐️Furnished Kitchen ⭐️2 bedroom/2 bath ⭐️Sleeps up to 12 (6 adults comfortably) ⭐️2 King Beds, 1 daybed trundle(Twin beds), 1 sleeper sofa (most suitable for young children), 1 futon, 1 queen air mattress

Guest favourite
Cabin in Burkesville
5 out of 5 average rating, 12 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.

Top Guest favourite
A welcoming front porch is framed by a blue overhang, featuring comfortable wooden seating. Planters filled with colorful flowers are placed at the entrance, which is accessible by a stone walkway. The brick facade and partly cloudy sky contribute to the home's inviting appearance.
Home in Burkesville
5 out of 5 average rating, 13 reviews

Wine Knot at The Holler

Wine and knot themed space for up to 9 near fabulous Dale Hollow. This home is located on the property of The Holler. Spacious area to enjoy eating while taking in the sunrise. Only 3 miles to the lake. There is plenty of space to park a boat or 2. Cook on the grill or out over the fire pit. As half of a duplex, you could rent out the other half, Naut Tonight, for larger groups. 10 mi south of Burkesville, KY

Top Guest favourite
A spacious cabin exterior is showcased, featuring a red and gray metal facade. A concrete driveway leads to a garage door and a covered porch. The surrounding landscape includes a well-maintained grassy area and a backdrop of trees under a bright sky with scattered clouds.
Cabin in Burkesville
4.99 out of 5 average rating, 89 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
The cabin exterior features a dark metal roof and green siding, surrounded by greenery. A covered porch offers a grill and seating area. Nearby, a decorative wheel adds rustic charm, while sunlight filters through the trees onto the lawn.
Cabin in Burkesville
4.78 out of 5 average rating, 149 reviews

A & C Cabin

Cozy Cabin less then 3 miles from Dale Hollow State dock and Golf Course. Cabin is on large private lot with plenty of parking for vehicles and boats. Newly redecorated interior. The exterior features a grill, a fire pit, and seating.The perfect place to relax after a long day boating, golfing or hunting.

Popular amenities for Cumberland County family-friendly rentals