Apartment holiday rentals in Lake Cumberland

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Lake Cumberland

Guests agree: these apartments are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Flat in Bronston

4.92 out of 5 average rating, 13 reviews

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.

Flat in Albany

5 out of 5 average rating, 3 reviews

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.

Flat in Russell Springs

4.4 out of 5 average rating, 10 reviews

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!

Top guest favourite

Flat in Monticello

5 out of 5 average rating, 15 reviews

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.

Flat in Somerset

4.75 out of 5 average rating, 4 reviews

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!

Guest favourite

Flat in Somerset

4.73 out of 5 average rating, 22 reviews

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!

Top guest favourite

Flat in Jamestown

4.97 out of 5 average rating, 32 reviews

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!

Flat in Bronston

New place to stay

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.

Guest favourite

Flat in Jamestown

4.89 out of 5 average rating, 53 reviews

New near Jamestown Dock - B

Great getaway! 4 miles from Jamestown Marina and 10 mins from State Dock. This apartment has 2 bd, 1 bath, open kitchen, living room. This apartment sits inside a small warehouse up a set of stairs with a large open driveway to make for easy access in and out with your boat. Over all there is plenty of room to relax and enjoy your stay! * This apartment is on the 2nd floor so there will be some steps to climb to get to it.

Flat in Jamestown

New place to stay

Private studio apartment

🏞️ Jamestown Square luxury retreat! Walk to bars, pizza, & ice cream. Only 3.4 mi to Jamestown Marina & 13 mi to State Dock. Queen bed, full kitchen, flat screen TV, AC, and huge boat-friendly public parking. Next to police station = ultra-safe. Perfect for couples, lake lovers, or remote workers. Stay steps from dining, launch the boat in minutes. Secure, stylish, and set for your Lake Cumberland adventure.

Guest favourite

Flat in Burnside

4.85 out of 5 average rating, 26 reviews

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.

Flat in Jamestown

5 out of 5 average rating, 3 reviews

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.