Apartment holiday rentals in Lake Cumberland

Woodson Bend Resort getaway on Lake Cumberland.

*Price includes $10 per night additional fee charged by Woodson Bend. Relaxing two-bedroom, two-bath condominium at beautiful Woodson Bend Resort on Lake Cumberland. 24-hour security, golf, hiking, swimming, exercise room, basketball, volleyball, pickleball, tennis, coin laundry, driving range, magnificent views of Lake Cumberland. Two bedrooms accommodate four guests; a couch and reclining loveseat accommodate additional guests. Golf cart rentals through the golf Pro Shop. Sorry, no pets.

Spacious cozy beautiful getaway.

Your cozy getaway awaits at this amazing corporate apartment. With 2 nice bedrooms and a charming living room featuring a sofa bed, this property is perfect for guests looking for comfort and privacy. Enjoy all the modern amenities. Just minutes from multiple boat launches and marinas to enjoy your day on the lake. Private storage on property to house any size boat or RV can be made upon request. Experience what Lake Cumberland and beautiful surrounding area has to offer with a stay.

Resort Clubhouse

Relax with the whole family at this peaceful place to stay. Located just 1.5 miles from Lake Cumberland Marina this is a perfect place to bring your boat and enjoy the lake. With a indoor pool directly out the back door and outdoor pool just steps away you can always just hang out on property and enjoy the amenities. We have a new playground, bath and shower houses (bathrooms in unit as well), exercise room, all set in a beautiful RV park. Enjoy the lake or just relax and enjoy!

The Blue Mini Stay @ 92 Rentals

Located closer to town, our mini stays are best suited for someone simply needing a private and easy place to crash. We send you the door code so you can easily check yourself in at your convenience. Enjoy television on the Roku device on the tv. Our mini stays are complete with bath (and fresh towels), microwave, coffee maker and mini fridge. (Not a complete working kitchen, but a simple and small kitchenette). You’ll find you stay with us clean, comfortable, and enjoyable.

Lake Retreat - Boat/RV Parking

Welcome to your next Lake Cumberland getaway! If you're looking to relax on the lake or enjoy the Somernites Cruise this centrally located retreat is the place for you. Located approximately 10 mins. away from Lee's Ford Marina, Safe Harbor Burnside Marina, and downtown Somerset, you will have easy access to all Somerset has to offer. The spacious driveway also has a boat and/or R/V hookup in place for your convenience. We look forward to your stay!

Lake Lovers Paradise

This spacious rental is every lake lovers dream. We are located within 1 mile of the nearest boat launch, with close access to many marinas on Lake Cumberland. The interior of the rental is set up for maximal relaxation. This unit is the basement floor of a duplex. It includes three separate bedrooms, full kitchen, two full bathrooms, laundry and front porch sitting area. Quiet hours are from 10pm till 7am. Come enjoy this lake lovers paradise!

Lake Escapes on the Square

The whole group will be comfortable in this spacious and unique space located right on the square in Jamestown. Bedroom 1 - Queen Bed Bedroom 2 - Full Bed Located 3.5 miles from Jamestown Marina, 12 miles to Wolf Creek Dam, 13 miles to State Dock, 0.8 miles to Dollar General Market, walking distance to Reel Java, Giovanni’s Pizza & Snap’s Soda Shop! 2 parking space maximum NO ROOM FOR BOATS OR TRAILERS This apartment is located upstairs!

Lake View | 3BR/3BA Luxe Condo

Updated 3BR/3BA condo with lake views at Woodson Bend Resort—one of Lake Cumberland’s most amenity-rich destinations. Thoughtfully decorated and spacious, this retreat offers comfort, style, and room to unwind. Enjoy a private balcony with lake views plus resort perks like pickleball, aquatics, golf, hiking trails, and more. Perfect for all seasons - ideal for families, couples, or friends—this is where lake life meets laid-back luxury.

The Rustic Suite (500A)Fun, Lake, Golf carts, Food

Welcome to “Rustic Suite” – Your Charming Retreat at Lake Cumberland Escape to the Rustic Suite Perched high above the breathtaking Daniel Boone National Forest, the Rustic Suite is a charming retreat that offers sweeping views of the Big South Fork section of Lake Cumberland. Whether you’re seeking a peaceful escape or an adventure-filled getaway, this studio promises both comfort and rustic elegance.

Studio Cottage on the Square

The Cottage on Town Square is centrally located to everything you'll need on your stay in Jamestown. The cottage is located just 3 miles from the Safeharbor Jamestown Marina. The layout of our "cottage" is a studio master (King Bed) with a separate bunk room (top and bottom twins) and full bath. You will have you're own private parking in the back and there's plenty of room for your boat as well.

Cute, Quaint and Comfortable!

Kick back and relax in this calm, stylish space. It’s in close proximity to Grider, Dam, Rowena and other docks. Plenty of space to spread out and enjoy the wildlife. The apartment host a studio style accommodations with queen bed and a queen sofa bed. The kitchen/livingroom area is open concept so plenty of space to enjoy your time together at the lake.

Cozy Suite Near Lake Cumberland

Cozy space perfect for solo travelers or couples who need an easy place to stay and not a lot extra space. Conveniently located near the Mill Springs National Monument and Battlefield, 8 minutes from Pulaski County Park & Boat Ramp, and 13 minutes from downtown Somerset. Because it is located above our office, you will need to walk up stairs to enter.