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Compare 130 Vacation Homes in Eastern Kentucky with updated reviews, rates, and availability.

Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more

10.0 out of 10, Exceptional, (51)
"We absolutely loved staying in Jolene! It is truly an amazing property with easy access to town and beyond. I specifically picked this property based on distances to what we were doing in the state. Everything is about an hour and a 1/2 away from Jolene! Jolene is immaculate! From the cleanliness to the decore - extremely well done! This fun theme is found throughout the home from large details to the smallest detail! Well stocked, thought out additions, and access to a variety of...
Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more

Private brick home in the woods near lake

10.0 out of 10, Exceptional, (35)
"Awesome place but don’t listen to the gps cause it lets you pass up the property and sends you to a dead end …. The house is about 5-7 minutes from the last turn you make…. The stay was great and very nice…. We will be back"
Private brick home in the woods near lake

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (82)
"The location was great for walking to dining and local shops. Perfect for visiting LMU. The host was very helpful answering questions and informing us about activities close by. We even had a question about the house and he responded immediately. Great place to stay!"
The price is SAR 751
SAR 959 total
includes taxes & fees
21 Apr - 22 Apr
1928 Home in the heart of Cumberland Gap

All Four Seasons RRG | King Beds | Hot Tub | Fire Pit

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 | King Beds | Hot Tub | Fire Pit

Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy

9.6 out of 10, Exceptional, (114)
"At the last minute we needed a place to stay to break up our work trip to Nashville, so we decided to stop in the area to do a quick day of hiking. This place was perfect and had all the little things you may have forgot to bring. Super close to hiking areas. "
Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy

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

9.6 out of 10, Exceptional, (17)
"We had a great time staying here. Barely noticed the highway noise. "
The price is SAR 488
SAR 925 total
includes taxes & fees
20 Apr - 21 Apr
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

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!"
The price is SAR 600
SAR 1,071 total
includes taxes & fees
20 Apr - 21 Apr
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

Turkey Creek Retreats

10.0 out of 10, Exceptional, (24)
"The location of this home was so conveniently located for us. It was spacious and just what we needed!"
Turkey Creek Retreats

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

6.0 out of 10, (1)
"It was convenience to downtown. It was right around the corner from PicPac. The price was good but there was some issues when we first got there. The heat wasn’t on and wven when it said it was it wouldn’t come on. I had to contact the property owner and the property opener said everything was good but after about 30 minutes of being there, some thing happening and it got turned on. It would’ve not of been a big deal but it was 50° outside. The hot water from the sink was leaking all over the...
The price is SAR 390
SAR 960 total
includes taxes & fees
21 Apr - 22 Apr
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

9.6 out of 10, Exceptional, (4)
"Even being dog friendly this property was kept very clean, the beds were comfortable and the home was very spacious! "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

10.0 out of 10, Exceptional, (1)
"Perfect! Owner was awesome and incredibly responsive. The house was immaculate and ideal for us. Wish we could have enjoyed the fire pit too but we were able to stay high and dry and cozy in the house and avoid the torrential downpours. There is even a nice covered area to get to the carport from the house. Neat historical home close to everything and we were honored to be the first VRBO customer. Thank you for a great experience. We will be back!"
The price is SAR 447
SAR 782 total
includes taxes & fees
14 May - 15 May
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Modern Red River Gorge Vacation Home Fiber WiFi + W/D

10.0 out of 10, Exceptional, (26)
"Wonderful house! Plenty of room for our family of 6. The home had board games to play on rainy days. TV also had apps with plenty of options.Location is great if looking to go hiking. Plenty of hikes within 15-20 mins of the house.Only complaint was some smaller neighborhood dogs were roaming the neighborhood and they were aggressive. Not something the VRBO owner can control though"
Modern Red River Gorge Vacation Home Fiber WiFi + W/D

WiFi & Hot Tub - Fels Haus RRG

10.0 out of 10, Exceptional, (4)
"Family of five including children and grandparent. We all felt very safe and comfortable. Spent many nights in hot tub and made camp fires in the fire pit. The cabin was super clean and modern with many amenities. Close to all the activities that Red River Gorge has to offer!"
The price is SAR 585
SAR 1,108 total
includes taxes & fees
20 Apr - 21 Apr
WiFi & Hot Tub - Fels Haus RRG

Gray Vacation Rental w/ Deck + Pond Access!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay, while in town for our family reunion."
Gray Vacation Rental w/ Deck + Pond Access!

Treetop Escape | Hot Tub | Fire Pit & Epic Views

10.0 out of 10, Exceptional, (6)
"Super clean, everything you need, fast customer service! Would come again for sure!"
The price is SAR 619
SAR 1,006 total
includes taxes & fees
14 May - 15 May
Treetop Escape | Hot Tub | Fire Pit & Epic Views

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 SAR 1,635
SAR 2,626 total
includes taxes & fees
4 May - 5 May
Looking Glass | 3 Bed, 1 Bath

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10.0 out of 10, Exceptional, (3)
"This was our second time staying at Bluegrass Palace. This was for our annual staff retreat for Bolts & Quarters Quilt Shop in Parkersburg, West Virginia."
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

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

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

10.0 out of 10, Exceptional, (81)
"The house was wonderful! Super clean and comfortable. We had 4 teenaged boys with us who loved the uniqueness of “grandmas house”! Lots of room to play football outside and enjoy a nice fire in the evenings. Angie was very responsive and easy to contact. We had a wonderful stay! "
'Grandma's Farm House' on 125 Acres w/ Fire Pit!

Relax with the whole family at this peaceful place. Nestled in the woods of KY.

8.6 out of 10, Excellent, (4)
"Quiet place, clean and newly remodeled. Perfect for our weekend stay. "
The price is SAR 409
SAR 855 total
includes taxes & fees
17 Apr - 18 Apr
Relax with the whole family at this peaceful place. Nestled in the woods of KY.
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, (1526)
"We stayed in a cottage. The cottage needs a lot of repairs. We had to climb 36 stairs in rainy conditions to reach our cabin. The complimentary breakfast was nice. The staff were all friendly and helpful. The walk to the restaurant from the cottages was outstanding and fun. Despite the state of disrepair to our cabin, we would still recommend this location as a must-do family adventure and destination."
The price is SAR 435
SAR 480 total
includes taxes & fees
29 Apr - 30 Apr
Natural Bridge State Resort Park

Secluded Cabin with a private waterfall at Spirit Lake and internet

9.4 out of 10, Exceptional, (77)
"Perfect place to enjoy nature, sit in peace & create some art. Breathtaking view, felt like a child again playing outside. Would love to come back! Thank god I had a Subaru haha! Definitely need a all wheel drive vehicle "
Secluded Cabin with a private waterfall at Spirit Lake and internet

Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (241)
"Super cozy and quiet. Host was wonderful with communication. Completely recommend if you are looking for a quiet getaway. "
The price is SAR 347
SAR 737 total
includes taxes & fees
15 May - 16 May
Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!
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.