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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Guest favourite
An outdoor seating area features two wooden adirondack chairs positioned beside a stone fireplace, where a welcoming fire is lit. Warm lighting highlights the wooden deck, and a small circular table rests nearby. A stack of firewood is neatly arranged against the wall.
Cabin in Jamestown
4.94 out of 5 average rating, 125 reviews

River Loft Cabin w Free Kayaks

* Waterfront cabin overlooking the lake. * Free kayaks: Kayak # 1: double sit-on-top ocean kayak. Kayak #2: single Pescador kayak. * Launch the Kayaks from the bottom of our ridge. * For boats: the boat ramp is 1/4 mile on Riverton Rd. * Wood burning outdoor fireplace on the open deck. Enjoy one of the 3 decks. Inside: * 3 queen beds, 1 bathroom, Central AC and heat, fresh bedding and towels, equipped kitchen. * Excellent WiFi at the cabin but cell service is spotty. Use WiFi calling.

Top 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, 247 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.

Top guest favourite
A cozy living area is highlighted by wooden walls and natural light. A dining table with chairs occupies one side, while a comfortable leather sofa with accent pillows faces a decorative fireplace. A chandelier hangs above, emphasizing the inviting ambiance.
Cabin in Moss
4.98 out of 5 average rating, 411 reviews

Tennessee Retreat Log Cabin Near Dale Hollow Lake

Tennessee Retreat Log Cabin, nestled in the hills of the Eastern Highland Rim, has everything you need to escape in style. Amenities (like WiFi and Cable TV) let you enjoy the serenity of the woods with casual or formal dining, antique or necessity shopping, water activities on Dale Hollow Lake - a 15 minute drive, wineries, historic & natural attractions & live entertainment. Perfect for business or pleasure trips, extended stay or hosting weddings or events on the extensive lawn. Welcome!

Top guest favourite
A rustic cabin is framed by autumn foliage, featuring wooden siding and a welcoming sign. A small porch extends from the front, supported by wooden beams. A stone fire pit is visible in the foreground, alongside a single black chair resting on the ground covered in fallen leaves.
Cabin in Jamestown
4.92 out of 5 average rating, 169 reviews

River cabin on waterfalls BRING YOUR PETS!

Beautiful OFF GRID pet friendly cabin located on the Clearfork River. Over a mile of secluded river frontage and 4 SEASONAL waterfalls. Huge bluffs to explore. Large gated deck with picnic table and gas grill. Great place for you and your furry friends to hang out. This is OFF GRID, OFF ROAD, needing off road capable vehicle and adveturous outdoors loving people. This is not a cabin to send grandma in the Camary. {PLEASE READ ALL INFORMATION AND PHOTOS} Totally away from society!!

Guest favourite
A covered deck area features comfortable seating and overlooks a lush landscape with a serene lake in the distance. Sunlight filters through the trees, illuminating the wooden flooring and creating a peaceful retreat for relaxation.
Tiny home in Monticello
4.93 out of 5 average rating, 235 reviews

Tiny LakeView Cottage~Pets! 1 nights available

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.

Guest favourite
A simple wooden tree house rests among the branches of a large oak tree, offering a rustic charm. Below, a picnic table is surrounded by two chairs, set on a grassy lawn. The area is open and inviting, under a clear blue sky.
Cabin in Rugby
4.92 out of 5 average rating, 119 reviews

A Little Closer to Heaven Primitive Tree house

This little tree house is primitive with no electricity and no water but has a bath house nearby. This is tent camping in a tree house. Located behind the historic R.M. Brooks Store, it is the perfect place to find peace and beauty . Perfect for hikers. Rest in the huge branches of this nearly 100 year old Oak Tree. A Queen bed awaits you for your restful nights sleep. Underneath you can picnic at the table or swing in the swing that hangs below. This is the perfect place to unplug.

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
4.97 out of 5 average rating, 266 reviews

Page's Legacy: Favorite Fall Getaway

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 cascading waterfall is surrounded by lush greenery, with water flowing over rocky ledges into a serene river pool below. The scene is illuminated by a warm, golden glow of the setting sun, creating a tranquil atmosphere amidst the natural landscape.
Guest suite in Cookeville
4.99 out of 5 average rating, 202 reviews

The Suite at Waterloo Falls- entire suite

Located on Spring Creek, one of Tennessee's designated State Scenic Rivers, this property offers over 2,000 ft of river frontage, including 2 waterfalls. You'll have the entire custom-built suite to yourself with amazing views out every window. Listen to the springs pouring down the cliffside, birds chirping, and star gazing- all from your private porch. The entry is keyless for easy self-check in. We live on top of the hill and are available if you need anything.

Guest favourite
A serene country road is flanked by vibrant autumn trees showcasing orange and gold leaves. A quaint cottage with a green roof is partially visible, nestled among the foliage and softly illuminated by natural light.
Cottage in Hickman
4.96 out of 5 average rating, 763 reviews

Gibbs Farm Cottage; Kids and Pets Welcome

Our motto is: Clean, convenient, comfortable and affordable. High speed fiber optic Internet/WIFI. Pet/kid friendly. Plenty of parking, five miles off I-40. Located on a 68-acre working farm, the cottage sits in a peaceful valley surrounded by rolling hills, pastures and woods. Relax and enjoy the tranquility of the country. Get a taste of farm life. Or enjoy outdoor activities available in the area. Come enjoy our little piece of heaven!

Top guest favourite
A wooden cabin is set amidst lush greenery, featuring large windows that allow natural light to fill the interior. A spacious deck, surrounded by trees, invites outdoor relaxation. Stairs lead down to the cabin entrance, blending harmoniously with the surrounding forest.
Cabin in Jackson County
4.98 out of 5 average rating, 309 reviews

Brae Cabin - Nature Surrounded and Tech Connected

Relaxation, Romance, and Nature. Brae Cabin is a beacon that matches your wants and needs. The outdoor night is transformed by the Enchanted Forest light show. Secluded in nature with just the right amount of technology to be interesting. The trails start at the entrance of Brae Cabin. Walk to Mt. Cameron or the Outpost (the cabin with an outhouse). An experience awaits. Hugh and Nancy welcome you!

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, 110 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
The cabin features a rustic wooden facade with a stone chimney, surrounded by nature. A spacious porch wraps around the structure, and vibrant trees with pink blossoms add color to the setting. The entrance is marked by a welcoming sign that reads 'Cabin by the Creek.'
Cabin in Cookeville
4.99 out of 5 average rating, 602 reviews

Cabin by the Creek

The cabin is a wonderful place for a family retreat or couples getaway! It is conveniently located 3 minutes from a four lane highway and is less than 15 minutes south of a town that has a population of around 5,000 and 20-30 minutes north of a larger college town of approximately 35,000. The Cabin is nestled by a shallow creek and faces 25 wooded acres that are ideal for hiking and enjoying nature.

Popular amenities for Dale Hollow Lake family-friendly rentals