Pet-friendly holiday rentals in Lake Cumberland

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.

*FireflyCreek* Waterfont cabin on 5 acres 4WD only

Come unwind on over 5 acres, surrounded on three sides by the creek, shaded by giant leaf magnolia trees & rhododendron. You'll feel like you've been transported into the middle of your own little secluded island. Fish/kayak/hike, or just relax in the screened in front porch and listen to the creek and watch the fireflys. We're only 5 miles from Cumberland falls and the famous moonbow, Nearby waterfalls and trails, The Polar express at BSF senic railway. There's an adventure in every direction!!

Lake House "Dar Bida" Monticello

Escape to Dar Bida, a secluded 4,000 sq ft retreat overlooking beautiful Lake Cumberland. Enjoy breathtaking lake views, peaceful surroundings, spacious living areas, and a well-equipped home designed for comfort. Whether you’re boating, fishing, kayaking, hiking, gathering with family and friends, or simply unwinding on the deck, Dar Bida is the perfect getaway. Two boat ramps are within 5 miles, with boat storage available in the gated community. Marinas are also just a short drive away.

Lake front Cabin - Private dock

This cozy a-frame is located in the lakeside neighborhood of Echo Point, on Cumberland’s South Fork. Swim or fish off the dock, bring a paddle board, or drop a boat in at the nearby ramp. Relax on the deck with rock wall views and towering trees. Perfect for a couple or a small family get away. Walk to water/dock via a rustic path and stairs (it’s a steep climb!) *Not ideal for people with mobility constraints.* Stores & restaurants are 15 min drive. Dogs (2 max) welcome for add'l fee.

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.

Lakefront Views at Wolf Creek Marina! HotTub+Pets

Pet Friendly, hot tub & 1.5 mi to Wolf Creek Marina! Our beautiful Lakefront 3 bedroom (one a sleeping loft), 2 bath cabin is perched above the main lake of Lake Cumberland. The 2 story, partially covered decks provide incredible & relaxing water views all year round. Bring your boat; ample parking onsite. Don't have a boat? No problem, boat rentals are close by! Sleeps 10 comfortably. We will provide everything we can think of to make your stay in our home a wonderful and memorable one.

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!

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!.

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Lake Cumberland Luxury #2~ Lake views and hot tub.

One of Airbnb’s favorites, under new ownership! Same home same luxury~ Come enjoy the best that Lake Cumberland has to offer. This beautiful, spacious, and private home offers one of the best views of Lake Cumberland you will see. With 5 bedrooms and 2.5 bathrooms you will have plenty of space to sleep up to 10 guests—making it a perfect trip for families and friends. There is a hot tub, pool table, fire pit, cornhole and tons of games to take your stay to the next level.

Lucky Lake Haven- Hot Tub, Peaceful Retreat

Beautifully decorated, Super Clean Home with all the Extras. Two Bedrooms both are King beds with fresh linens. Huge Deck nestled in the trees. Wonderful for bird watching or playing corn hole, or soaking up some sunshine. Lovely Sunroom, with space to eat, read, relax and enjoy your trip. Board games, books, plants. Large kitchen open to Dining and Living room. All the essentials that you might need are provided. A Private Hot Tub, and a Fire Pit.

Hot Tub & Seasonal Lake Cumberland Views

Welcome to Your Lake Cumberland Getaway! Tucked away in the peaceful hills of Monticello, KY, this cozy 2-bedroom, 1-bath retreat offers the perfect mix of comfort, privacy, and seasonal lake views. Whether you’re here to unwind or explore Lake Cumberland, this home is designed for relaxation year-round. Same great property under new ownership! Previous average rating of 4.95 with 80+ total reviews! Most recent 5 star reviews hosted by myself.