Search Vacation Homes in Eastern Kentucky

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Compare 106 Vacation Homes in Eastern Kentucky with updated reviews, rates, and availability.

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 AED 477
AED 920 total
includes taxes & fees
12 Jan - 13 Jan
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Whistling Wind Cabin Unit 3 in RRG

9.8 out of 10, Exceptional, (40)
"Our stay was wonderful. The place was clean and comfortable. Becky was awesome and provided great ideas on things to do. I will stay here again when I visit the Red River Gorge area again."
Whistling Wind Cabin Unit 3 in RRG

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

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!"
The price is AED 841
AED 1,556 total
includes taxes & fees
17 Jan - 18 Jan
Looking Glass | 3 Bed, 1 Bath

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

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

Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

10.0 out of 10, Exceptional, (2)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

The price is AED 360
AED 1,004 total
includes taxes & fees
16 Jan - 17 Jan
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (11)
"We choose to stay here for the house and pool. We LOVED that it was in the middle of nowhere. The house was clean and stocked with basic essentials. The host was very quick to respond to all of my questions and concerns. We did not go anywhere. We planned and cooked all our meals at the house and just played games and relaxed. We had 8 adults and 4 children under 5. The layout was perfect for our family. Everyone had their own room and bathroom. There were storms in the area the first night we...
Hidden Acres Escape: A Bluegrass Retreat

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

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (76)
"Adorable house perfectly located in Cumberland Gap. "
The price is AED 735
AED 935 total
includes taxes & fees
15 Jan - 16 Jan
1928 Home in the heart of Cumberland Gap

Family focused Lakefront w/private dock! Now booking for 2025 stays!

10.0 out of 10, Exceptional, (45)
"This lake property was not far from Wildcat off road park. It has amazing views and great space for all our rigs and crew. We will be back soon!"
Family focused Lakefront w/private dock! Now booking for 2025 stays!

'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!

Inviting 2 bedroom home near Laurel Lake, hiking, and more

10.0 out of 10, Exceptional, (46)
"Great!"
Inviting 2 bedroom home near Laurel Lake, hiking, and more

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 AED 386
AED 707 total
includes taxes & fees
14 Jan - 15 Jan
Cozy Home in Heart of Prestonsburg

Private dock! Low traffic LAKEFRONT now booking for 2025!

9.8 out of 10, Exceptional, (27)
"The view was amazing!! The Owner was very friendly and helpful. The house was great for all our family ages 1-68"
Private dock! Low traffic LAKEFRONT now booking for 2025!

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

9.2 out of 10, Wonderful, (9)
"LOVE THE PLACE"
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

All Four Seasons RRG |NEW | Hot Tub | Hand Crafted

10.0 out of 10, Exceptional, (7)
"Hubby & I really enjoyed this beautiful clean, modern home with super high ceilings and tons of natural light in the common areas as well as the master bedroom. The step down into Hot tub was amazing and we could see so many stars! We even enjoyed the fire pit and the solar lights were an added bonus. Both beds were comfortable and also loved the 3 heads in the huge showers. Loved the gas FP in the Living Room too! Highly recommend!"
All Four Seasons RRG |NEW | Hot Tub | Hand Crafted

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)

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

3.5 star property
8.6 out of 10, Excellent, (1481)
"We stayed in a cabin and the satellite tv did not work. We put in a work order on the same day but no one came to fix it until we were checking out. "
The price is AED 316
AED 348 total
includes taxes & fees
12 Jan - 13 Jan
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (273)
"My husband and I enjoyed a relaxing getaway! We loved the house, the balcony, and hot tub."
The price is AED 340
AED 749 total
includes taxes & fees
13 Jan - 14 Jan
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Mountain Chalet | hot tub | RRG

9.2 out of 10, Wonderful, (30)
"We had a very peaceful stay, would stay again! The only issue was back door is really hard to open."
Mountain Chalet | hot tub | RRG
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.