Holiday rentals with lake access in Lake Cumberland

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.

Ohana - Best Views and Best Experiences

One of the best views on the lake nestled in the Daniel Boone National Forest. Spacious 4 BR home w/bonus basement sleeping area w/Queen memory foam mattress. Large hot tub under covered screen porch & located in a private gated resort community w/multiple pools, tennis courts, walking/ATV trails- all within 1 mile of boat ramp. New furniture & TVs in every bedroom, basement game room with bar/poker table, jacuzzi tub in master. Terrific lake views from every room! Excellent WiFi for working.

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 firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

Lake front* Private dock * Firepit

This cozy a-frame is tucked into the lakeside neighborhood of Echo Point, on Cumberland’s picturesque South Fork. Fish off the dock, bring your paddle boards, or drop a boat in at the ramp around the corner. Relax on the back deck with rock wall views and lush green towering trees. Great for a couple's retreat or a small family getaway. Walk to water and dock via a rustic path and stairs (it’s a steep climb!) Stores & restaurants are 15 min drive. Dogs (2 max) welcome for additional fee.

*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.

23 Acre Lake Cumberland: Boats & Fishing Oasis

Escape to a 5-star, 23-acre private lake estate, your ultimate outdoor retreat by Lake Cumberland.. Enjoy our 3-acre fishing pond with all gear provided, kayaks and boats. Relax in a luxurious 8-person hot tub, savor meals on Traeger & egg grills & 2 fire-pits. Inside, find a cozy fireplace, high-speed Wi-Fi, Smart TVs, full bath and half bath plus a gourmet kitchen. Experience Lake Cumberland with our rentals, and let me be your guide to the best hidden gems. Your dream vacation awaits!

Whispering Woods Cottage | Hot Tub | Pool

Welcome to Whispering Woods, your peaceful sanctuary nestled near Lake Cumberland. Step into our cozy 1-bedroom cottage that offers tranquil surroundings and a restorative night's sleep after your day's adventures. Perfect for a romantic getaway, a solo retreat, or a change of scenery for remote workers, Whispering Woods provides space for up to two guests. ☆ Book your escape at Whispering Woods today to experience the enchantment of lakeside living. Your perfect retreat awaits! ☆

Buggs Cabin- water view & close to town and lake

A great deck atmosphere for coffee & view. Located on Lake Cumberland with a seasonal view. This unique and tranquil cabin is tucked away on Pittman Creek. This 2-bedroom, 1 in the loft, 1-bathroom cabin , features a fully equipped kitchen, a cozy living area, back deck with seating and gas BBQ. Whether you're in the area to cruise, hike local trails, explore historic sites, or simply enjoy the lake, this space will be the ideal home base! Boat ramp is 1.5 miles.

½ Mi to Ramp! Hot Tub + King Suite + Fire Pit

Escape to our charming barndominium on Lake Cumberland, perfect for family or group getaways. This cozy retreat sleeps 12, with 3 bedrooms and 2.5 baths. Enjoy dining on two decks, take in the sunset over the pasture, relax in the hot tub, or gather around the fire pit. With ample parking and a secluded boat ramp just a half-mile away, you're ready for lake fun. Only 4.5 miles by boat to Conley Bottom Marina, it's the ideal spot for unforgettable memories!