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Compare 107 Vacation Homes in Eastern Kentucky with updated reviews, rates, and availability.

Hidden Acres Escape: A Bluegrass Retreat
Aerial view

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (11)
"We had a wonderful time for our family Christmas. The tree was beautiful the pool excellent house was great"
Hidden Acres Escape: A Bluegrass Retreat
1928 Home in the heart of Cumberland Gap

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (77)
"We needed a place to stay after bringing our DCOM student back to school after Christmas. The 1928 Cottage fit our needs perfectly. The house is spacious and comfortable.Our twin sons enjoyed having their own bedrooms!We enjoyed looking at the old pictures and perusing the many books. There's also several games to choose from. We played a rousing game of Life. The location can't be beat! We walked to both Angelo's and Gap Creek Coffee. Neither spot disappoints!Thanks to Anthony for excellent...
The price is SAR 750
SAR 955 total
includes taxes & fees
7 Feb - 8 Feb
1928 Home in the heart of Cumberland Gap
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

9.6 out of 10, Exceptional, (15)
"It was nice and quiet. I will definitely be back "
The price is SAR 488
SAR 909 total
includes taxes & fees
5 Feb - 6 Feb
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Small Town Charmer - Rent Entire Home
Welcome to the Small Town Charmer! Hazard's best home away from home!

Small Town Charmer - Rent Entire Home

9.8 out of 10, Exceptional, (56)
"Since our last stay, there is a new couch and new television in the living room. The updated pillows and throw blankets make it feel even cozier as the weather turns colder. Beautiful fall colors on the drive in and out as well. "
Small Town Charmer - Rent Entire Home
Looking Glass | 3 Bed, 1 Bath
Looking Glass Bedroom

Looking Glass | 3 Bed, 1 Bath

10.0 out of 10, Exceptional, (4)
"Literally out of a fairy tale. Loved this little alcove of treehouse properties nestled in a cool part of the country. We will definitely be back!"
Looking Glass | 3 Bed, 1 Bath
Whitesburg Vacation Home w/ Screened Porch
Living Room | Free WiFi | Smart TV W/ Cable + Netflix

Whitesburg Vacation Home w/ Screened Porch

9.8 out of 10, Exceptional, (6)
"We came in to town for Thanksgiving. We generally stay with family but wanted our own place this time around. The pictures were spot on. It is a large home and has plenty of space to spread out if needed. The beds were cozy. We spent our evenings watching tv in the living room with the fireplace on. Pretty close to everything. Quiet little neighborhood."
Whitesburg Vacation Home w/ Screened Porch
Robin's Nest luxury cabin, Red River Gorge
Interior

Robin's Nest luxury cabin, Red River Gorge

9.8 out of 10, Exceptional, (141)
"My family spent the weekend at this cabin to celebrate our Thanksgiving. The kids had a blast in the hot tub, singing karaoke in the living room, making ornaments at the huge kitchen table, roasting marshmallows around the fire pit, and eating Miguel’s pizza while watching football on Sunday! We will definitely return! "
Robin's Nest luxury cabin, Red River Gorge
Luxury Estate nestled atop stunning mountaintop golf course!
Front view from circular drive.

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was perfect from the booking to checkout. My husband and I live out of state but wanted to host our family and friends. This property exceeded expectations! The home was spacious and decorated beautifully for Christmas. It was both clean and well stocked with supplies. There is also plenty of parking. I highly recommend!"
Luxury Estate nestled atop stunning mountaintop golf course!
'Grandma's Farm House' on 125 Acres w/ Fire Pit!
Beattyville Vacation Rental | 2BR | 1BA | 1,300 Sq Ft | Steps Required

'Grandma's Farm House' on 125 Acres w/ Fire Pit!

10.0 out of 10, Exceptional, (80)
"My family of 5 (2 parents and 3 teenagers) stayed here as a change of pace for thanksgiving. The house and property are very well maintained and we enjoyed the quiet and the scenic drive though the rolling hills. The proximity to red river gorge was perfect for some outdoor activities. Angela was very quick to respond to questions (even on thanksgiving) and was an excellent host. "
'Grandma's Farm House' on 125 Acres w/ Fire Pit!
5 minutes from LMU!
Terrace/patio

5 minutes from LMU!

10.0 out of 10, Exceptional, (2)
"Another very pleasant stay at this property. Owner is always responsive to needs. Will definitely do again."
The price is SAR 446
SAR 1,025 total
includes taxes & fees
5 Feb - 6 Feb
5 minutes from LMU!
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Interior

Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

9.2 out of 10, Wonderful, (10)
"This cabin is beyond amazing. We did get lost trying to find it, but the owner called us on christmas day and walked us thru getting there. Its very secluded. We explored the mountainside and walked down the creek and found a valley. The cabin has everything u need to unwind for a few days. We will definetly be back!"
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Pet-Friendly Corbin Vacation Rental ~ 4 Mi to Town
Corbin Vacation Rental | 3BR | 2BA | Stairs Required | 1,120 Sq Ft

Pet-Friendly Corbin Vacation Rental ~ 4 Mi to Town

10.0 out of 10, Exceptional, (9)
"The lodging was close to Cumberland Falls as well as other scenic drives. The hostess had it well supplied, so no trips to pick items up. Miss Joyce was welcoming and not intrusive. A thoroughly relaxing and enjoyable stay."
Pet-Friendly Corbin Vacation Rental ~ 4 Mi to Town
Cozy Home in Heart of Prestonsburg
Living area

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
The price is SAR 394
SAR 722 total
includes taxes & fees
10 Feb - 11 Feb
Cozy Home in Heart of Prestonsburg
Southern comfort ;walk to golf private fishing lake onsite hiking trails etc
Exterior

Southern comfort ;walk to golf private fishing lake onsite hiking trails etc

2.0 star property
9.2 out of 10, Wonderful, (5)
"Great views, private country but close to town. Large house with everything you need. Loved the basement with the UK room and massage chair! Owner was a pleasure. "
The price is SAR 1,309
SAR 2,071 total
includes taxes & fees
6 Mar - 7 Mar
Southern comfort ;walk to golf private fishing lake onsite hiking trails etc
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Exterior

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Charming 3-bedroom house in010
Exterior

Charming 3-bedroom house in010

2.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was as advertised. Property manager was sooo great about communication. "
Charming 3-bedroom house in010
The House on Park Avenue
Room

The House on Park Avenue

3.5 star property
The price is SAR 1,212
SAR 1,632 total
includes taxes & fees
5 Feb - 6 Feb
The House on Park Avenue
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Exterior

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
The Ranger's Retreat
Dining Room

The Ranger's Retreat

7.6 out of 10, Good, (4)
"We had a long drive and this was an awesome place to rest. Beds were very comfortable and the home had all the conveniences we needed."
The price is SAR 716
SAR 1,494 total
includes taxes & fees
5 Feb - 6 Feb
The Ranger's Retreat
Kentucky’s luxurious hideaway @ Woods Edge Estates
Room

Kentucky’s luxurious hideaway @ Woods Edge Estates

4.4 out of 10, (5)
"The property manager has very poor communication. I tried to contact her for 3 days before check in no response until the morning of check in. Her phone said not available and couldn’t leave a message her messages were all full. She then text and said the property was not available to call and cancel it. But no response until the day of. That’s a scary and embarrassing feeling when you have people depending on you. Please don’t try to rent this property thru VRBO. VRBO NEEDS TO REMOVE HER AND...
Kentucky’s luxurious hideaway @ Woods Edge Estates
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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Other property types in Eastern Kentucky

Natural Bridge State Resort Park
Hiking

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1488)
"Cottage was nice, but needs some repairs and updates. It was very clean, we had everything we needed, and it was warm. All the trails in the park was closed so we enjoyed some in the Red River Gorge, which was only a 15-20 minute drive. Lots of good restaurants in the area as well."
The price is SAR 322
SAR 355 total
includes taxes & fees
5 Feb - 6 Feb
Natural Bridge State Resort Park
Mountain Chalet | hot tub | RRG

Mountain Chalet | hot tub | RRG

9.0 out of 10, Wonderful, (33)
"Great! But make sure to bring food ain’t much open to eat during holiday! Great cabin in the woods!"
Mountain Chalet | hot tub | RRG
Secluded Cabin with a private waterfall at Spirit Lake and internet

Secluded Cabin with a private waterfall at Spirit Lake and internet

9.4 out of 10, Exceptional, (72)
"The hand drawn map they gave us was hard to follow and when we got lost on the mountain, they were less than helpful. The one lane road up the mountain has steep cliffs and not many places to pull over or turn around. Once we arrived the cabin was so relaxing and the waterfall was beautiful & serene. The jetted tub was very relaxing. We ate all our meals at the cabin & their cookware was very nice. The stove was old, but worked fine."
Secluded Cabin with a private waterfall at Spirit Lake and internet
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.