Holiday rentals with lake access in Dale Hollow Lake

Little Cabin in the Woods

Bring your Kayak and enjoy the Mtn air in the comfort of our little Cabin on 5 wooded acres with a private Lake. Listen to the coyote's howl, campfires burn bright, and night sky's brindle with the twinkle of distant stars and fireflies. Daytime, pull on your hiking boots and enjoy the nearby state parks, lakes, and waterfalls. Just 3.5 miles off I-40, bounce in town or down the mtn for the perfect meal. Zipline, paddleboat, campfires & memories abound! Hosts live on property/avail 24/7.

Nearby · Outdoor spaces · Sleep quality

Lakeview Blue

You will not find a better view of Lake Cumberland! Newly renovated 2022!! Previously our family home, we cherish this property. We ask anyone renting to respect the neighbors and home as we have. The Lakeview Blue House is within walking distance of Lake Cumberland, several restaurants, gas stations and a liquor store. There is a seasonally open public boat ramp directly over the hill from the home and many others including Waitsboro, Burnside Marina and Burnside Island State Park/ ramp nearby.

View · Nearby · Quiet

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.

Nearby · Outdoor spaces · Parking

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!

Nearby · Outdoor spaces · Value

Tiny LakeView Cottage~Pets Welcome! 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.

Nearby · Outdoor spaces · Access

Captain's Cove, Lakeside Inn at Dale Hollow

The Lakeside Inn at Dale Hollow is the perfect getaway for families, outdoor adventurers, and lake lovers. Newly renovated in 2021 the Captain's Cove king room offers a cozy king memory foam mattress, coffee bar, highspeed internet, smart tv, and amenities all in a stylish and clean space. Located 3/4 of a mile from Sunset Marina guests can experience all that Dale Hollow Lake and the Obey River Recreational area have to offer. Local tips and recommendations can be found in your room!

Outdoor spaces · Nearby · Family

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!

Outdoor spaces · Nearby · Layout

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"

Outdoor spaces · View · Hospitality

The Stable @ Bluegrass Gables

Enjoy some retro vibes in this converted barn. Indulge your senses, from the smell of the pine shiplap to the sounds of the wind chimes on the breezy covered porch or some vintage vinyl on the victrola turntable. Light a fire and watch the flames dance in the wood burning stove. Enjoy sips of your favorite beverage from a rocking chair with a view of the Appalachian foothills. Soak in the hot tub! Vintage china, glassware, art, vinyl, furniture, games, it's all in the details.

Nearby · View · Wi-Fi

Cozy Cumberland Lakeview Shangri-la

A fun, lake view lake house situated on the banks of the Big South Fork River. You will love waking up each morning with a beautiful view of the river. Watch as the boats go out for a day on the water. Every where you turn, you are surround with beauty. We back up to the Daniel Boon National Forest. No matter the time of year you decide to stay, there is always plenty of hiking, fishing and site seeing to do. We are also right across the street from the pool.

Nearby · Outdoor spaces · Wi-Fi

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.

View · Bathroom · Barbecue

Driftwood Cottage with HotTub on Lake Cumberland

Gorgeous cottage with seasonal lake view overlooking Lake Cumberland . The Marina which has boat slips, boat dock , boat rentals and restaurant are a quick jog down the hill. Enjoy the lake view from the Hot tub on the deck,amazing on even a winter day! The home has a big yard with trees for privacy . 2 bedrooms on main floor. Loft has 1 bedroom plus a day bed with trundle in open area overlooking downstairs. Outside staircase and inside spiral stairs

Outdoor spaces · View · Amenities