Pet-friendly holiday rentals in Dale Hollow Lake

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Top-rated pet-friendly home rentals in Dale Hollow Lake

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Guest favourite
A cottage is seen surrounded by vibrant autumn foliage, with a gravel driveway leading to the entrance. The architecture features a gabled roof and a spacious front porch, providing an inviting entry point to the home.
Home in Monticello
4.93 out of 5 average rating, 215 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 firepits outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

WalkabilityOutdoor spacesLocation

Guest favourite
Home in Byrdstown
4.88 out of 5 average rating, 8 reviews

Take a Hike on 7 private acres 10 minutes to DHL

Secluded Dale Hollow retreat on 7 acres with easy boat parking. Large backyard with hammocks. Creek, trail & treehouse for camping and exploring. Only 10 minutes to main lake access! Rustic pet friendly home with a full size bedroom, small bedroom with twin bed & a loft with full size bed & a DINOSAUR CAVE! Boat ramp & river access are just a minute drive or 10-15 minute walk at the end of the road under Hwy 111. Water hose and extension cord for boats is provided. WolfRiverRidge onFB for more

Outdoor spacesWalkabilityBackyard

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, 263 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.

Outdoor spacesPetsFamily

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
4.93 out of 5 average rating, 107 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!

WalkabilityOutdoor spacesView

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, 451 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!

PetsOutdoor spacesBarbecue

Top Guest favourite
A panoramic view of rolling hills showcases a vibrant autumn palette, with trees displaying shades of orange, yellow, and green. The landscape extends into the distance, framed by gentle mountain ridges under a cloudy sky, inviting a sense of tranquility and connection with nature.
Cabin in Crawford
4.94 out of 5 average rating, 120 reviews

Heaven’s View-The woods are lovely, dark and deep.

“The woods are lovely, dark and deep, But I have promises to keep, And miles to go before I sleep, And miles to go before I sleep.” -Robert Frost This unique and tranquil getaway offers an AMAZING VIEW that stretches for miles and miles, with nothing but nature in sight. You'll enjoy a bird’s eye view of Putnam and Overton counties, all from an elevation of approximately 2,000 ft. Wildlife, peacefulness, and tranquility meet modern amenities in this new (2020) concrete log home!

Outdoor spacesPetsParks

Top Guest favourite
Tiny home in Monticello
4.94 out of 5 average rating, 270 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.

WalkabilityPetsFamily

Guest favourite
A unique treehouse structure is viewed among vibrant autumn foliage. The design features large glass panels allowing natural light to flood in. A stone patio surrounds a fire pit with seating, while a hammock is visible nearby, inviting relaxation in the serene forest setting.
Treehouse in Bloomington Springs
4.98 out of 5 average rating, 544 reviews

Romantic Treehouse w/ Sauna, Hot Tub, & Fire Pits!

Perched 15 feet up in the Tennessee woods, The Treehouse is where you come to celebrate something — an anniversary, a proposal, a birthday, or just the fact that you finally stopped. Hand-built by Amish craftsmen with an 1848 front door and 100-year-old stained glass, it pairs a cast iron claw-foot tub for two, a king bed, and a private hot tub under the stars with full access to a sauna, cold plunge, and more. 1 hour from Nashville, 15 minutes from Cookeville. Just far enough to feel gone.

Outdoor spacesPetsParks

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, 219 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.

WalkabilityOutdoor spacesCondition

Top Guest favourite
Cabin in Allons
5 out of 5 average rating, 12 reviews

Family Lake House Waterfront Escape with Hot Tub

Welcome to your Lakehouse retreat. With 4 bedrooms, 4.5 baths, and space for up to 12 guests, this spacious, modern home is designed for comfortable gatherings without sacrificing style. Two king beds, two queens, three twin bunks, and a sofa sleeper offer flexible sleeping for everyone. Cook together in the full kitchen, relax in the hot tub, or take in serene lake views from the deck, enjoying the beauty of the lake with elevated comfort throughout.

HospitalityFamilyCleanliness

Top Guest favourite
Cabin in Celina
4.93 out of 5 average rating, 114 reviews

Private getaway in the hills of Dale Hollow

A secluded home in the quiet hills of Dale Hollow. Perfect getaway for fishing, horseback riding, other water activities, or to get away for some peace. The nearest marina is Holly Creek, just minutes away, with multiple other options in the area. Close to horse trails and downtown Celina is a 10-15 minute drive with grocery stores, antique shops, and local restaurants. Plenty of room to park a boat. There is an outdoor outlet to charge a boat.

PetsOutdoor spacesKitchen

Top Guest favourite
A covered outdoor deck is furnished with a round dining table surrounded by woven chairs. A grill is located nearby, with peaceful views of the lake and tree-covered hills visible in the background.
Home in Byrdstown
5 out of 5 average rating, 32 reviews

Freshly Remodeled House! Overlooks Dale Hollow!

Welcome to The View At Happy Hollow, a bright and beautifully remodeled 1,440 sq ft lake house (updated summer 2024). Large sliding glass doors open to spacious 16' x 30' covered lakeside decks on both floors, offering stunning panoramic views of Dale Hollow Lake from indoors and out. All bookings require copies of driver’s licenses for adult guests, a signed rental agreement, and a $500 security deposit hold. Limited propane provided.

PetsOutdoor spacesAccuracy

Popular amenities for Dale Hollow Lake pet-friendly home rentals