Family-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 homes are highly rated for location, cleanliness and more.

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Top Guest favourite

A leather sofa is positioned in front of large windows, revealing expansive views of Dale Hollow Lake and the surrounding wooded landscape. Soft light filters through, with a chandelier overhead adding elegance. The rustic walls complete the inviting ambiance of the space.

Home in Monroe

4.93 out of 5 average rating, 108 reviews

New! Eagle's View Lake House on Dale Hollow Lake!

Welcome to Eagle's View overlooking Dale Hollow Lake in Monroe, TN! You will love the peace, warmth and relaxation our three bedroom, two Bath luxury “cabin” provides. Enjoy the elegant rustic decor and gorgeous lake views from the 550 sq ft deck that extends across the back of the entire home. Located2.6 miles from Sunset Marina & Restaurant where you can rent jet skis, boats, kayaks, etc. get ice-cream, dinner, or swim/layout on the beach/park area, grill out or enjoy playground & facilities.

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Guest favourite

A spacious log cabin, surrounded by green landscaping, features a covered front porch supported by wooden columns. Rocking chairs are positioned on the porch, inviting relaxation. A stone fire pit is visible in the foreground, with a blend of wooded areas providing a natural backdrop.

Cabin in Allons

4.94 out of 5 average rating, 265 reviews

Sweet Southern Retreat near Dale Hollow Lake

Welcome to the Cox-Dean Family Cabin near beautiful Dale Hollow Lake. Enjoy the peace and tranquility of 17 acres of undeveloped land from the comfort of an updated and well-equipped log cabin. Features 3 bedrooms, a loft with 4 twin beds, 2 bathrooms, a full kitchen, a board game closet, charcoal grill, a smart TV and fiber/gig speed internet. Central heat/air and city water/sewer. **NEW KITCHEN APPLIANCES AS OF JULY 2025** NOTE: We do NOT have cable or satellite TV, only streaming services.

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Guest favourite

A charming wooden cabin is set on a gently sloping green lawn, surrounded by tall trees. The cabin features a front porch with steps leading up to the entrance, and large windows are visible, providing a connection to the natural surroundings.

Cabin in Byrdstown

4.94 out of 5 average rating, 109 reviews

Cedar Ridge

Have a Lake Country getaway! Newly renovated, charming cabin with views of Dale Hollow Lake. One bedroom with queen size bed plus a queen size Murphy bed in living room. Enjoy a relaxing evening on the front porch after a fun filled day on the lake or exploring the area. The cabin has central heat and air for your comfort. Linens and towels are supplied. Full kitchen , laundry room has washer and dryer. Minutes from Star Point, Eagle Cove and Sunset Marinas. Enjoy this relaxing retreat!

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Houseboat in Allons

4.67 out of 5 average rating, 3 reviews

Luxury Dale Hollow Lake 75' Houseboat Stay + WiFi

Looking for the perfect way to experience Dale Hollow Lake? Look no further than our houseboat rental! Our fully equipped houseboat offers something for all ages while providing all the amenities you need. Relax on the upper deck, grill out for dinner, and make unforgettable memories. This booking is for a stationary stay at the dock. We have an option for guests who book to stay on the lake with the houseboat. It interested in upgrading, send us a message and we can provide more information.

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Top Guest favourite

Tiny home in Monticello

4.94 out of 5 average rating, 271 reviews

Tiny LakeView Cottage~Pets~Best Sunset~Kayaks!

We welcome your fur babies!! Kayaks available! Ice maker! Coffee pot w/coffee & creamer! Adorable, cozy tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

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Top Guest favourite

The exterior of a southern-style mansion is shown, featuring a spacious porch with white rocking chairs. Large windows enhance the facade, and vibrant trees frame the property. A pathway leads to the front door, adorned with subtle landscaping underfoot.

Farm stay in Clay County

4.95 out of 5 average rating, 144 reviews

The Hayes House, Near Dale Hollow Lake

Southern mansion in a small rural and peaceful community close to Dale Hollow Lake. Enjoy quiet evenings on the wide porches, beautiful sunsets, and a great local atmosphere in a welcoming and quiet small town. You will have 4 bedrooms, a spacious kitchen, large dining area, comfy living room, convenient laundry room, and 2 beautiful bathrooms all to yourself. Get away from the hustle of the city for a laid back, enjoyable rest in this historical, very comfortable plantation style home.

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Top Guest favourite

A small dining area is positioned in front of large windows, offering a view of the lake at sunset. A bottle and glass sit on the table, which is flanked by two benches. The warm hues of the setting sun fill the room.

Guest suite in Albany

4.98 out of 5 average rating, 290 reviews

Page's Legacy: Summertime Fun at the Lake

All rooms have a view of the lake and the deck overlooks Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

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Top Guest favourite

A craftsman-style home is framed by tall trees, featuring a welcoming porch supported by wooden pillars. Large windows allow for ample natural light, and a decorative arch window adds character to the façade. The house is set in a serene natural environment.

Home in Celina

4.96 out of 5 average rating, 101 reviews

Custom Garden Home, reclaimed building features

Come relax just minutes from beautiful Dale Hollow Lake in our three bedroom craftsman style family home. Located close to Horse Creek Boat Dock, and just a few miles from Standing Stone State Park. We are between the towns of Celina and Livingston, with Cookeville and the bigger town amenities 40 minutes away. Cummins Falls, Cordell Hull State Park and other natural wonders are nearby. But you may decide to just put your feet up in a comfy chair and listen to the birds sing!

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Guest favourite

A cozy tiny cabin is set amid a gravel area, surrounded by trees. A hammock is gently draped between posts, while wooden chairs are placed nearby. The cabin features a porch with a railing and string lights, extending a welcoming atmosphere.

Tiny home in Celina

4.97 out of 5 average rating, 136 reviews

Sunset Ridge Cabin- Snow Hill Farm

Our cozy tiny cabin is the perfect get away for your vacation. Come relax just 10 minutes from beautiful Dale Hollow Lake in our peaceful location here in Celina, TN. Our goal is to allow you to unwind and put a pause on the craziness of everyday life. Enjoy your cup of coffee with a view of our rolling hills pasture and farm animals. *All natural cleaning supplies used. Yay for a chemical free vacation!*

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Top Guest favourite

A wooded exterior view of a single-story home is shown, featuring a large porch that spans the front. Multiple windows allow for natural light, while a gravel pathway leads up to the entrance. Surrounding trees create a sense of seclusion.

Home in Byrdstown

4.97 out of 5 average rating, 33 reviews

Covered Slip with Star Point Dale Hollow Home

Relax with the whole family at this peaceful Star Point Village getaway a little over a mile to Star Point marina AND includes a boat slip. This home is also within 15 minutes of Eagle's Cove and Sunset marinas. Have a great day at the lake and return to this retreat for a BBQ and relax in the screened front porch, back deck, in the sun room or around the fire pit.

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Top Guest favourite

Cottage in Nancy

4.9 out of 5 average rating, 120 reviews

8-Acre Escape: Fishing Pond, Waterfalls, Disc Golf

Escape to our peaceful Kentucky lake house on an 8-acre private retreat on Lake Cumberland. Perfect for families and nature lovers, this pet-friendly home offers stunning views, a private pond, waterfalls, and a cozy fireplace. Enjoy modern amenities like Starlink internet and a fully equipped kitchen. A year-round destination for relaxation and adventure.

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Top Guest favourite

The cottage features a welcoming exterior with a spacious deck surrounded by fall foliage. Comfortable seating arrangements are placed on the deck, inviting relaxation. A well-maintained pathway leads to the entrance, enhancing the natural setting.

Cottage in Livingston

4.97 out of 5 average rating, 175 reviews

The Woodside Cottage-Close to Downtown!

A cute, quiet, relaxing retreat located 3 miles from the Livingston. Watch the wildlife graze right in front of your eyes and enjoy a man made lake off of a large deck. This cottage is a beautiful getaway for you! Enjoy an outdoor grill, fire pit and relax. We are located 20 minutes from Dale Hollow Lake and Cummins Falls.

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