Family-friendly vacation 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 favorite

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

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.

FamilyIndoor spacesBackyard

4.93 out of 5 average rating, 108 reviews

Guest favorite

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

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.

KitchenIndoor spacesSleep quality

4.94 out of 5 average rating, 265 reviews

Guest favorite

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

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!

FamilyKitchenLaundry

4.94 out of 5 average rating, 109 reviews

Superhost

Houseboat in Allons

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.

ValueHospitalityAccuracy

4.67 out of 5 average rating, 3 reviews

Top guest favorite

Tiny home in Monticello

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.

FamilyIndoor spacesAir conditioning

4.94 out of 5 average rating, 271 reviews

Top guest favorite

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

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"

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 290 reviews

Top guest favorite

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

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!

KitchenIndoor spacesParks

4.96 out of 5 average rating, 101 reviews

Guest favorite

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

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!*

KitchenFamilySolo travel

4.97 out of 5 average rating, 136 reviews

Top guest favorite

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

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.

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 33 reviews

Top guest favorite

Cottage in Nancy

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.

KitchenFamilyGetting around

4.9 out of 5 average rating, 120 reviews

Top guest favorite

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

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.

KitchenFamilyLocation

4.97 out of 5 average rating, 177 reviews

Guest favorite

Home in Allons

Lillydale Lake Getaway

Relax and unwind at this charming country getaway just 5 minutes from the lake. Access to Lilydale campground and swimming area as well as Willow Grove boat dock. Perfect for a peaceful weekend escape, fishing trip, or family getaway, this cozy home offers comfort, privacy, and beautiful outdoor surroundings. .

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 14 reviews