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Kid-friendly holiday rentals in Dale Hollow Lake

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Top-rated family-friendly rentals in Dale Hollow Lake

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

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Guest house in Crawford

4.73 out of 5 average rating, 15 reviews

Neverland Waters on 5 private rolling acres

"Take it easy" at Neverland Waters, a unique and tranquil getaway. Enjoy a perfect romantic weekend or an extended stay in your own cottage up on a quiet mountaintop. Explore the private trails that lead to the rolling creek. During seasons you can stumble across wild berries, wildflowers, and unique mushroom caps. There are 2 cottages and 1 RV site on this private 5-acre property. Visit nearby waterfalls (Cummin & Burgess), or Muddy Pond Mennonite Amish store! It truly feels like a fairy tale.

Guest favourite

Home in Monticello

4.99 out of 5 average rating, 67 reviews

Barndo Bliss: Luxury King Suites, Spa, Fire Pit

Discover the tranquility of LCK in this newly constructed 4BD, 3.5 bath Barndo nestled in the opening of the forest. Just 0.8 miles from the Ramsey's Point boat ramp at the heart of Lake Cumberland, you'll have easy access to the stunning lake! Designed for gatherings with family & friends, this home boasts TWO King En-suite bedrooms for ultimate comfort. Don't have a boat? No worries! Marina’s are conveniently close, offering boat rentals. Gather around the spacious fire pit area overlooking th

Guest favourite

Home in Monticello

4.92 out of 5 average rating, 157 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 favourite

Home in Bronston

5 out of 5 average rating, 8 reviews

Deckside Dream: Lake Views, Fire Pit, Gameroom

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: 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. *Fire Pit!

Home in Somerset

5 out of 5 average rating, 3 reviews

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

Home in Monticello

5 out of 5 average rating, 5 reviews

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

We are decorated for the holidays. Ask about the entire space. Come hold your get together or event. 5 Bedrooms, 5 Attached Baths, 10 Beds. Sleeps 20 easily. New SwimSpa (large hot tub/ small lap pool)! Entire 2nd floor unit. 2 large decks. Plenty of parking. We have a grill and a fire pit. Must be comfortable with stairs as this is a second floor unit. More space is available to rent on the lower level which would add 4 additional bedrooms (10 beds) 2 more bathrooms and access to sauna.

Guest favourite

Home in Cave City

4.97 out of 5 average rating, 112 reviews

Hot Tub near Mammoth Cave NP

Relax with the whole family at this peaceful place to stay. Explore Mammoth Cave National Park, kayak the Green River or trek through Dinoworld then relax in the hot tub while the kids or the pup plays in the fenced in back yard. The fire pit is a perfect place for s’mores. Enjoy sharing a meal in the fully stocked kitchen or head down the street and pick up pizza and ice cream from the locally owned shops in Cave City. We love making spaces for you to create memories. @mammothcavecottage

Cabin in Jamestown

5 out of 5 average rating, 3 reviews

Family or Honeymoon Cabin: Hot Tub, Views, & More!

Rustic cabin getaway, perfect for families. Unwind in the tranquility of horse pasture views, soak in the hot tub under the stars, roast marshmallows by the fire pit, and listen to the soothing creek. Ideal for families with kids ages 4 and up, seeking a nature retreat. This cabin is located at the end of the road and is very private. You will pass a barn on the way in and a few other small cabins. You can walk to the horseback riding outfitter which is located on the adjacent property.

Guest favourite

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. .

Guest favourite

Cottage in Somerset

4.94 out of 5 average rating, 210 reviews

Cozy Lakefront Cottage Getaway with Relaxing View

Fishing Creek Cottage overlooks Fishing Creek, a popular recreational area on Lake Cumberland and a major arm of the lake. Pulaski County Park and its beach and boat ramp can be seen across the lake. Boaters frequent the area to ski & tube, but are distant enough that noise isn't an issue. We are the last house at the end of a quiet street in a residential neighborhood, & so have relative privacy. The large deck and impressive view are frequently referenced in our guests' reviews.

Guest favourite

Cabin in Byrdstown

4.91 out of 5 average rating, 54 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.

Guest favourite

Guest house in Hickman

4.95 out of 5 average rating, 512 reviews

The Grande @ Tuscany Inn Tennessee-Private Hot Tub

Tranquil, relaxing *Featured on Tennessee Crossroads! The GRANDE has its own private hot tub. Large Porch w/ AMAZING views. Private 1 room suite, sleeps 6. 1 queen bed with luxurious bedding, 1 queen sofa bed w/memory foam mattress. Low 4ft. ceiling loft w/queen memory foam mattress. FULL KITCHEN - Microwave, coffee maker, coffee, cooking essentials. *PET FEE -$15 per pet per night *Dinners, breakfast, oven roasted pizza, room service/Late nite when available.

Holiday rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Stylish accommodation and amenities

Popular amenities for Dale Hollow Lake family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Jamestown

4.97 out of 5 average rating, 34 reviews

“The Little Blue House”

Guest favourite

Home in Glasgow

4.97 out of 5 average rating, 300 reviews

The Belk House near Mammoth Cave

Guest favourite

Home in Byrdstown

5 out of 5 average rating, 27 reviews

Mema and Pa’s Place

Guest favourite

Home in Sunbright

4.93 out of 5 average rating, 100 reviews

Welcome to the Old Farmhouse. 3 bedroom house.

Home in Nancy

4.84 out of 5 average rating, 51 reviews

Fishing pond, waterfalls, lake view, and 8 acres!

Guest favourite

Home in Somerset

5 out of 5 average rating, 7 reviews

Cumberland Cottage

Guest favourite

Home in Cave City

4.95 out of 5 average rating, 78 reviews

ChillinTime

Guest favourite

Home in Cave City

4.98 out of 5 average rating, 66 reviews

The Cave City Dream House

Family-friendly apartment rentals

Guest favourite

Flat in Cookeville

4.99 out of 5 average rating, 115 reviews

Private Modern Apartment

Flat in Monroe

4.87 out of 5 average rating, 100 reviews

Captain's Cove, Lakeside Inn at Dale Hollow

Guest favourite

Flat in Cookeville

4.9 out of 5 average rating, 329 reviews

Big city loft with small town charm

Guest favourite

Flat in Jamestown

5 out of 5 average rating, 36 reviews

New near Jamestown Dock - A

Flat in Cookeville

4.84 out of 5 average rating, 19 reviews

Willow Central Apartment

Guest favourite

Flat in Livingston

4.97 out of 5 average rating, 142 reviews

A Fixer-Upper Style Place

Guest favourite

Flat in Cookeville

4.96 out of 5 average rating, 46 reviews

Charming Apartment on Oak

Guest favourite

Flat in Cookeville

4.98 out of 5 average rating, 40 reviews

Close to TTU and Historic Downtown

Family-friendly apartment rentals

Guest favourite

Apartment in Cookeville

4.87 out of 5 average rating, 68 reviews

Westside Loft No. 2

Apartment in Cookeville

4.79 out of 5 average rating, 130 reviews

Cozy Country Club Condo

Apartment in Cookeville

4.74 out of 5 average rating, 53 reviews

1 Bedroom Apt, Pet Friendly. Middle of Cookeville

Guest favourite

Apartment in Monroe

5 out of 5 average rating, 13 reviews

B&B or condo? You Decide.

Guest favourite

Apartment in Cookeville

4.87 out of 5 average rating, 150 reviews

Lovely 2-bedroom condo

Guest favourite

Apartment in Cookeville

4.89 out of 5 average rating, 196 reviews

Clean and convenient condo on 10th

Guest favourite

Apartment in Nancy

5 out of 5 average rating, 9 reviews

Condo sleeps 8 in Nancy KY perfect for Lake Visit

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