Family-friendly holiday rentals in Dale Hollow Lake

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Top-rated family-friendly rentals in Dale Hollow Lake

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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.

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.

Superhost
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.

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.

Top guest favourite
The exterior of a stone and wood house is shown, featuring a prominent chimney and large windows. Surrounding greenery adds to the natural setting. A wooden deck with a dark covered structure is visible in the foreground, enhancing the rustic charm of the property.
Home in Jamestown
4.96 out of 5 average rating, 220 reviews

Nature Lovers Paradise

Poplar Cove Retreat is a nature lover's paradise! Whether your interest is flowers, trees, birds, or rocks, you'll find it all in abundance. The house is located on our 80+ acre family farm where black angus cattle also reside. You may also spot deer, turkeys, and other wildlife. There are numerous bird feeders so you can enjoy birdwatching from several outdoor seating areas. The property is filled with paths through wildflower gardens and has expansive views of the surrounding mountains.

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"

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!

Top guest favourite
A charming log cabin exterior is displayed, featuring a welcoming front porch with two seated areas. Lush greenery surrounds the entrance, complemented by vibrant flower arrangements. A gravel path leads to the porch, set against a backdrop of trees and an open lawn.
Cabin in Burkesville
5.0 out of 5 average rating, 68 reviews

Cabin<3miles to DHL Marina & Golf

Welcome to Dale Hollow cabin. We are excited to host your stay near Dale Hollow lake and state park. Home includes 4 bedrooms and 2 full baths. Fully equipped kitchen, Fire pit, Hot tub, propane grill, pond stocked with bass! Enjoy fishing, boating, golfing and hiking or just hanging around the cabin in the hot tub with family and friends. Be sure to bring your boat there is room to park it in the gravel driveway.

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!*

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, 34 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.

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.

Guest favourite
Home in Celina
4.86 out of 5 average rating, 7 reviews

*NEW listing*Jacuzzi*MNT views~container home-2/2

Escape to a one-of-a-kind shipping container retreat near Dale Hollow Lake, designed for couples, friends, or small families looking to relax and recharge. This modern getaway features 2 bedrooms, 2 bathrooms, a fully equipped kitchen, high-speed Wi-Fi, jacuzzi, dedicated workspace, washer, and all the comforts of home.

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