A lake surrounded by dense forest.

Lake Cumberland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Lake Cumberland vacation rentals

Interior

1. Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Nancy
9.4 out of 10, Exceptional, (41 reviews)
"This is a basic very small cabin along a winding country road. There are outdoor chairs to sit in, but no view other than the road and neighbors--so use this as a tiny place to stay if you want to read or watch TV, or to visit the marina 4 miles farther down the road."
United States
Norman
$168 nightly
The price is $185
Aug 31 - Sep 1
Total with taxes and fees
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Coffee/tea maker, fridge, microwave, oven

2. Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Jamestown
10.0 out of 10, Exceptional, (20 reviews)
"This is an awesome house…clean, nicely furnished, well equipped, close to the marina. Coming back in September."
United States
John S.
$357 nightly
The price is $394
Aug 13 - Aug 14
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Outdoor dining

3. "The Bee Hive" 1 mile from Lake Cumberland/Jamestown Marina

"The Bee Hive" 1 mile from Lake Cumberland/Jamestown Marina
Jamestown
8.0 out of 10, Very Good, (1 review)
"Ok place to stay."
United States
Olga H.
$355 nightly
The price is $391
Aug 13 - Aug 14
Total with taxes and fees
"The Bee Hive" 1 mile from Lake Cumberland/Jamestown Marina
Terrace/patio

4. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
$372 nightly
The price is $410
Aug 9 - Aug 10
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Terrace/patio

5. New Rustic Home Near State Dock

New Rustic Home Near State Dock
Jamestown
9.6 out of 10, Exceptional, (10 reviews)
"This property is absolutely amazing so clean and easy to get to! "
United States
Bailee J.
$320 nightly
The price is $353
Aug 9 - Aug 10
Total with taxes and fees
New Rustic Home Near State Dock
Property grounds

6. Charming A-frame with Lake Cumberland Views

Charming A-frame with Lake Cumberland Views
Jamestown
7.0 out of 10, Good, (2 reviews)
"Very dated unit. One bath towel & one hand towel provided for 3 people. No local or network tv. Driv-way to unit was described as 4 wheel drive needed but walking down a most steep loose gravel drive with coolers, belongings, etc is dangerous for many. Very very overpriced unit. "
United States
Hank A.
$341 nightly
The price is $375
Aug 17 - Aug 18
Total with taxes and fees
Charming A-frame with Lake Cumberland Views
Outdoor dining

7. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
$453 nightly
The price is $499
Sep 1 - Sep 2
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Property grounds

8. Lake Cumberland Pond View

Lake Cumberland Pond View
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"This was a nice little getaway for me and my family nice and quiet place out in the country… the host was fabulous very friendly and was very communicative with us "
United States
Kevin K.
$383 nightly
The price is $423
Aug 17 - Aug 18
Total with taxes and fees
Lake Cumberland Pond View
Outdoor dining

9. Lake Cumberland Cabin

Lake Cumberland Cabin
Bronston
9.8 out of 10, Exceptional, (17 reviews)
"No complaints for this stay"
United States
Trisha E.
$260 nightly
The price is $287
Aug 8 - Aug 9
Total with taxes and fees
Lake Cumberland Cabin
Marina

10. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (29 reviews)
"Excellent place to stay."
United States
Jason E.
$513 nightly
The price is $566
Aug 9 - Aug 10
Total with taxes and fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Coffee/tea maker, fridge, microwave, oven

11. Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
10.0 out of 10, Exceptional, (1 review)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
$245 nightly
The price is $270
Aug 11 - Aug 12
Total with taxes and fees
Lakeside Escape - Charming home centrally located on Lake Cumberland
Exterior detail

12. Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.4 out of 10, Exceptional, (15 reviews)
"Our family had an amazing time at this vacation home! We had excellent communication with the owners and the place had everything we needed! Will definitely stay here again! Thank you for a wonderful holiday weekend!"
United States
Dana C.
$681 nightly
The price is $751
Sep 1 - Sep 2
Total with taxes and fees
Restful Rustic Farmhouse on Lake Cumberland
2 bedrooms, WiFi, bed sheets

13. Boat Dreamzzz - Floating House on Cumberland

Boat Dreamzzz - Floating House on Cumberland
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"Amazing stay. The staff was available 24/7. The house was down a long dock, but staff members were always available to give you a ride on golf carts. Its a great experience with a boat, having everything right there with you. The manager made check in very smooth. All the houses had fun water toys included. The beds were very comfortable. The loft was a tight space but my grown children did just fine up there. I would definitely recommend and would absolutely stay here again!"
United States
Tanya B.
$590 nightly
The price is $665
Aug 9 - Aug 10
Total with taxes and fees
Boat Dreamzzz - Floating House on Cumberland
Terrace/patio

14. Frank's Bird House

Frank's Bird House
Pulaski County
10.0 out of 10, Exceptional, (1 review)
"I can't say enough great things about Frank's Bird house!! It was perfect for my husband and I and a family gathering. Plenty of room, the place was immaculate clean and just stunning. Our nieces and nephew loved the downstairs area with the pool table and theater system for some movies with the family! Saw lightning bugs and deer. We have a disabled family member and the top floor worked perfect with a covered porch on the front and beautiful views from 2 back balconies with sliding glass...
United States
brandy m.
$477 nightly
The price is $514
Sep 1 - Sep 2
Total with taxes and fees
Frank's Bird House
Coffee/tea maker, fridge, microwave, oven

15. White Oak Cottage - Resort Pool, Boat Slip

White Oak Cottage - Resort Pool, Boat Slip
Burnside
10.0 out of 10, Exceptional, (9 reviews)
"This place is a beautiful new build that has everything you will ever need for any length of stay. Highly recommended for anyone visiting the area. We really liked the location, and the fact that all our entertainment was very close. "
United States
steve S.
$441 nightly
The price is $497
Aug 9 - Aug 10
Total with taxes and fees
White Oak Cottage - Resort Pool, Boat Slip
Interior

16. 6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more
Monticello
9.8 out of 10, Exceptional, (46 reviews)
"Clean,warm atmosphere, parking was easy with multiple vehicles. The pool was awesome "
United States
Kimberly K.
$743 nightly
The price is $819
Aug 10 - Aug 11
Total with taxes and fees
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more
Smart TV, fireplace, table tennis

17. 5-bedroom vacation home with private slip, just 10 minutes from the marina

5-bedroom vacation home with private slip, just 10 minutes from the marina
Somerset
9.6 out of 10, Exceptional, (32 reviews)
"This was perfect for my son's wedding weekend. Plenty of room, wonderful view, & very clean."
United States
Melissa W.
$971 nightly
The price is $1,070
Aug 9 - Aug 10
Total with taxes and fees
5-bedroom vacation home with private slip, just 10 minutes from the marina
Children's area

18. NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow

NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow
Burkesville
$184 nightly
The price is $203
Aug 11 - Aug 12
Total with taxes and fees
NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow
Property grounds

19. Camper with a view - Perfect for a cozy getaway 2 Min to Lake

Camper with a view - Perfect for a cozy getaway 2 Min to Lake
Nancy
4.0 out of 10, (1 review)
"Its tiny little camper it has some water issues the bed has sheet plywood we bought different mattress."
United States
Unspecified U.
$110 nightly
The price is $121
Aug 11 - Aug 12
Total with taxes and fees
Camper with a view - Perfect for a cozy getaway 2 Min to Lake
TV, books

20. The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (56 reviews)
"This was the perfect place to stay for our weekend fishing trip, everything was very clean and overall a great experience."
United States
Austin S.
$173 nightly
The price is $190
Aug 9 - Aug 10
Total with taxes and fees
The Cozy Cabell Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lake Cumberland Hotel Reviews

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

8/10 Good
"The only thing I didn't like about the whole facility was the pool schedule—it closed very early—but apart from that, everything was excellent."
velson 4-night trip
Posted 4 hours ago
Cumberland Falls State Resort Park

Find out more about Lake Cumberland

Everything you need to know about Lake Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lake Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lake Cumberland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lake Cumberland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lake Cumberland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lake Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $270 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lake Cumberland rentals

At Expedia, we put the best Lake Cumberland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lake Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lake Cumberland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lake Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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