Search Holiday Homes in Eastern Kentucky

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Check prices for these dates

Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug

Browse Select Eastern Kentucky Holiday Homes

Near ATV & Hiking Trails: Home w/ Deck in Oneida!
Fridge, microwave, stovetop, coffee/tea maker

Near ATV & Hiking Trails: Home w/ Deck in Oneida!

10.0 out of 10, Exceptional, (1)
"Stayed here to ride dirt bike at Red Bird crest, good location 5 min from trailhead"
The price is £115
includes taxes & fees
2 Jul - 3 Jul
Near ATV & Hiking Trails: Home w/ Deck in Oneida!
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
Exterior

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

8.8 out of 10, Excellent, (8)
"Thnx"
The price is £93
includes taxes & fees
2 Jul - 3 Jul
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Beach

Treetop Escape | Hot Tub | Fire Pit & Epic Views

10.0 out of 10, Exceptional, (13)
"Cute and fun cabin that’s about 20 minutes away from all the must see attractions and restaurants! The cabin is made for a family of four with great outdoor space. "
The price is £219
includes taxes & fees
7 Jul - 8 Jul
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Outdoor dining

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

8.8 out of 10, Excellent, (5)
"Quiet place, clean and newly remodeled. Perfect for our weekend stay. "
The price is £179
includes taxes & fees
6 Jul - 7 Jul
Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Charming 3BR/3BA Retreat Ideal for Families and Groups
Smart TV

Charming 3BR/3BA Retreat Ideal for Families and Groups

9.8 out of 10, Exceptional, (29)
"We were very pleased with this house. It was very clean, had everything we needed, very spacious and comfortable for our family. "
The price is £311
includes taxes & fees
2 Jul - 3 Jul
Charming 3BR/3BA Retreat Ideal for Families and Groups
Canopy 9 | Hammocks, Hot Tub & Mid-Century Vibes
Beach

Canopy 9 | Hammocks, Hot Tub & Mid-Century Vibes

10.0 out of 10, Exceptional, (5)
"We stayed 3 nights and it was perfect. Close to everything and tucked away to relax."
The price is £221
includes taxes & fees
2 Jul - 3 Jul
Canopy 9 | Hammocks, Hot Tub & Mid-Century Vibes
360 Degree Mountain View
Miscellaneous

360 Degree Mountain View

9.8 out of 10, Exceptional, (8)
"Family reunion great time! "
The price is £224
includes taxes & fees
2 Jul - 3 Jul
360 Degree Mountain View
Squirrel Kit-Hillside Cottage
Interior

Squirrel Kit-Hillside Cottage

10.0 out of 10, Exceptional, (6)
"It was very close to The Red River Gorge and just neat! Everything was very high quality from the showers, amenities like the hot tub, cold plunge and the sauna to the cabins. It was very pretty and quiet. "
The price is £153
includes taxes & fees
29 Jul - 30 Jul
Squirrel Kit-Hillside Cottage
The Nest - Cozy Loft, Deck & Firepit
TV

The Nest - Cozy Loft, Deck & Firepit

The price is £184
includes taxes & fees
2 Jul - 3 Jul
The Nest - Cozy Loft, Deck & Firepit
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (7)
"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 £158
includes taxes & fees
7 Jul - 8 Jul
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Interior

Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

8.0 out of 10, Very good, (3)
"Listing has "New Hot Tub" in it...the hot tub and the supporting deck for it had not been built. The owner failed to mention this to us, until 24 hours before we showed up. Then asked if we wanted a discount or refund on the stay. We asked for a discount. Still waiting on that discount to be refunded to my account... This place is hard to get to, the directions on the listing aern't great. The listing shows that it sleeps 4....the love seat is barely big enough to fit 1 human on it. Maybe two...
The price is £183
includes taxes & fees
7 Jul - 8 Jul
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
3 bedrooms, desk, iron/ironing board, travel cot

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

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. "
The price is £275
includes taxes & fees
17 Jul - 18 Jul
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
King Luxe Retreat - Pets Welcome, Fenced Yard,
Private kitchen

King Luxe Retreat - Pets Welcome, Fenced Yard,

10.0 out of 10, Exceptional, (7)
"Very nice home to stay at for our trip. "
The price is £200
includes taxes & fees
7 Jul - 8 Jul
King Luxe Retreat - Pets Welcome, Fenced Yard,
Cozy Home in Heart of Prestonsburg
Interior

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Great location, quite, adequate"
The price is £130
includes taxes & fees
9 Jul - 10 Jul
Cozy Home in Heart of Prestonsburg
Uncle Jim's Country Hide-a-way
Fridge, microwave, oven, stovetop

Uncle Jim's Country Hide-a-way

2.0 star property
10.0 out of 10, Exceptional, (9)
"The house was wonderful, 3 bedrooms with plenty of space. My group was pleased with all aspects of the house. If our family does another reunion next year, I am sure we will be contacting the owner for another stay."
The price is £196
includes taxes & fees
6 Jul - 7 Jul
Uncle Jim's Country Hide-a-way
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Miscellaneous

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
The price is £219
includes taxes & fees
6 Jul - 7 Jul
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Exterior

Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

The price is £127
includes taxes & fees
28 Jul - 29 Jul
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Book with us now for a get-away experience great for all ages!
Private kitchen

Book with us now for a get-away experience great for all ages!

The price is £90
includes taxes & fees
2 Jul - 3 Jul
Book with us now for a get-away experience great for all ages!
Pirate Ship Cliff House | 4 Bed, 2 Bath
Terrace/patio

Pirate Ship Cliff House | 4 Bed, 2 Bath

2.0 star property
The price is £996
includes taxes & fees
9 Jul - 10 Jul
Pirate Ship Cliff House | 4 Bed, 2 Bath
1928 Home in the heart of Cumberland Gap
Exterior

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (86)
"Nice spot that is conveniently located in Cumberland Gap. Highly recommend!!!"
The price is £171
includes taxes & fees
5 Jul - 6 Jul
1928 Home in the heart of Cumberland Gap
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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