Search Vacation Homes in Eastern Kentucky

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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, (52)
"Great!"
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, (36)
"Amazing house, perfect for a family get together. Beautiful and peaceful spot."
Private brick home in the woods near lake

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (83)
"Nice spot that is conveniently located in Cumberland Gap. Highly recommend!!!"
The price is SAR 750
SAR 951 total
includes taxes & fees
7 May - 8 May
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)
"This was the best cabin we've ever stayed in! Clean with an up to date style in a good location."
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, (115)
"Nice stay!"
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)
"It was nice and quiet. I will definitely be back "
The price is SAR 512
SAR 948 total
includes taxes & fees
12 May - 13 May
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

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

9.4 out of 10, Exceptional, (11)
"LOVE THE PLACE"
The price is SAR 750
SAR 1,269 total
includes taxes & fees
7 May - 8 May
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

Turkey Creek Retreats

10.0 out of 10, Exceptional, (25)
"Will stay again"
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 270
SAR 790 total
includes taxes & fees
2 Jun - 3 Jun
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, (5)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
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, (2)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
The price is SAR 446
SAR 786 total
includes taxes & fees
12 May - 13 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, (27)
"Everything was as presented on website. Great location for our family visit. Also, having a single level rental was very important for us, since we are not young anymore!"
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 615
SAR 1,152 total
includes taxes & fees
7 May - 8 May
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, (10)
The price is SAR 619
SAR 1,071 total
includes taxes & fees
7 May - 8 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!"
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

9.8 out of 10, Exceptional, (10)
"Lots of room, fully stocked kitchen, nice front & back porches"
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 very clean and perfect for our weekend with friends. The property was secluded which we loved. Would definitely recommend. "
'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 842 total
includes taxes & fees
7 May - 8 May
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, (1541)
"Wonderful area"
The price is SAR 472
SAR 521 total
includes taxes & fees
7 May - 8 May
Natural Bridge State Resort Park

WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (92)
"We really enjoyed our stay here. Property was charming and had all that we needed "
The price is SAR 283
SAR 541 total
includes taxes & fees
7 May - 8 May
WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!

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

9.6 out of 10, Exceptional, (244)
"Loved this place! Super attentive and were quick to respond with questions we had. Would stay again! "
The price is SAR 365
SAR 756 total
includes taxes & fees
12 May - 13 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.