Pet-friendly vacation rentals in Dale Hollow Lake

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

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Guest favorite
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

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.

4.92 out of 5 average rating, 222 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.

4.94 out of 5 average rating, 266 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!

4.94 out of 5 average rating, 110 reviews
Top guest favorite
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

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!

4.98 out of 5 average rating, 456 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.

4.94 out of 5 average rating, 275 reviews
Top guest favorite
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

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!

4.94 out of 5 average rating, 122 reviews
Top guest favorite
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

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!!

4.93 out of 5 average rating, 208 reviews
Guest favorite
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

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.

4.98 out of 5 average rating, 550 reviews
Top guest favorite
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

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.

4.96 out of 5 average rating, 222 reviews
Top guest favorite
Home in Monticello

HOT TUB~ Fire Pit~ KING Ensuites~ Lake Access

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 1.2 miles from Ramsey’s Point boat ramp! Perfect for families and friends, this home features TWO luxurious King En-suites. No boat? No problem! Nearby Beaver Creek Marina offers rentals. Enjoy evenings by the large firepit surrounded by nature, perfect for s'mores, and unwind in the luxurious spa. Experience the tranquility of Lake Cumberland—book your stay at Barndo Bliss today!

4.99 out of 5 average rating, 117 reviews
Top guest favorite
Cabin in Celina

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.

4.93 out of 5 average rating, 115 reviews
Top guest favorite
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

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.

5.0 out of 5 average rating, 70 reviews

Popular amenities for Dale Hollow Lake pet-friendly home rentals