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Holiday Rentals in Wayne County

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Our top choices for Wayne County holiday rentals

1. Lake Cumberland "Lake Daze Cabin" near Clearwater

Lake Cumberland "Lake Daze Cabin" near Clearwater
Nancy
9.2 out of 10, Wonderful, (7 reviews)
"Place was great for just our weekend boating. Nice parking area. Little challenging to find just because building hidden by the storage facility. Also pull out couch was messed up so sleeking 5 worked but 6 wouldn’t have."
United States
Trevor
The price is €187
includes taxes & fees
13 Nov - 14 Nov
Lake Cumberland "Lake Daze Cabin" near Clearwater

2. Main St Monticello-Lake Cumberland Shenanigans

Main St Monticello-Lake Cumberland Shenanigans
Monticello
Main St Monticello-Lake Cumberland Shenanigans

3. Lake Cumberland "Idol Time Cabin" near Clearwater

Lake Cumberland "Idol Time Cabin" near Clearwater
Nancy
9.4 out of 10, Exceptional, (9 reviews)
"Clean, quiet and safe."
United States
Robin M.
The price is €187
includes taxes & fees
13 Nov - 14 Nov
Lake Cumberland "Idol Time Cabin" near Clearwater

4. Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (43 reviews)
"The house was beautiful! Everything was great and exactly as described! We had a great family weekend!"
United States
Lindsey R.
The price is €533
includes taxes & fees
16 Nov - 17 Nov
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

5. 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, (2 reviews)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
The price is €218
includes taxes & fees
22 Nov - 23 Nov
Lakeside Escape - Charming home centrally located on Lake Cumberland

6. 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, (46 reviews)
"It was great"
United States
Joey A.
The price is €173
includes taxes & fees
10 Dec - 11 Dec
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

7. Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam
Albany
9.6 out of 10, Exceptional, (37 reviews)
"Perfect for what we needed!Very clean and comfortable!Host was very nice and communicated effectively!"
United States
Louise W.
The price is €176
includes taxes & fees
17 Nov - 18 Nov
Newly renovated near Rowena, Grider and Wolf Creek Dam

8. Cute and Quaint!

Cute and Quaint!
Albany
9.6 out of 10, Exceptional, (8 reviews)
"We had no problems and found things to exceed our expectations!"
United States
Randy J.
Cute and Quaint!

9. Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
8.4 out of 10, Very good, (15 reviews)
"Place was very clean and had everything we needed for our weekend stay!"
United States
Jessica R.
The price is €144
includes taxes & fees
16 Nov - 17 Nov
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

10. Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake

Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Cabin was everything that says it is. Would stay again"
United States
Anonymous traveller
The price is €95
includes taxes & fees
16 Nov - 17 Nov
Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake

11. NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
9.6 out of 10, Exceptional, (10 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is €308
includes taxes & fees
15 Nov - 16 Nov
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

12. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
2.0 star property
Russell Springs
The price is €245
includes taxes & fees
13 Nov - 14 Nov
Peaceful Russell Springs Home w/ Fire Pit & Pond!

13. New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.6 out of 10, Exceptional, (32 reviews)
"The place was perfect for what we needed. It's right next to Pepe's and Giovanni's, two of my favorite Cumberland restaurants. It was also just 22 minutes from State Park Marina. You can hear everything from every room; we all went to bed and woke up at the same time, so it didn't bother us. I also loved the AC units in each room."
United States
Jennifer
The price is €180
includes taxes & fees
13 Nov - 14 Nov
New Near Jamestown Dock - A

14. cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
oneida
9.4 out of 10, Exceptional, (31 reviews)
"Was great"
United States
Marlin
cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

15. 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
10.0 out of 10, Exceptional, (2 reviews)
"Clean"
United States
Carson D.
The price is €218
includes taxes & fees
18 Nov - 19 Nov
NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow

16. Cabin #1 Cozy and relaxing cabin near Big South Fork

Cabin #1 Cozy and relaxing cabin near Big South Fork
Oneida
9.0 out of 10, Wonderful, (21 reviews)
"The cabin was great, the trails were close by we had a great stay there"
United States
Destiny C.
The price is €168
includes taxes & fees
5 Dec - 6 Dec
Cabin #1 Cozy and relaxing cabin near Big South Fork

17. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs
9.6 out of 10, Exceptional, (9 reviews)
"Very nice clean comfortable place and setting. "
United States
Delmar B.
Peaceful Russell Springs Home w/ Fire Pit & Pond!

18. Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town

Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town
Somerset
10.0 out of 10, Exceptional, (25 reviews)
"Perfect place for a secluded getaway, easy access to outdoor activities and great hosts."
United States
Craig G.
The price is €164
includes taxes & fees
17 Nov - 18 Nov
Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town

19. Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath
Oneida
9.4 out of 10, Exceptional, (13 reviews)
"Amazing cabin super clean, very cozy "
United States
Hunter P.
Whitetail Hollow- 2 bedroom 1 bath

20. Cozy 1-bedroom house near lake Cumberland

Cozy 1-bedroom house near lake Cumberland
Faubush
The price is €172
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom house near lake Cumberland
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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Holiday Homes in Wayne County

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