A rustic wooden gate in a grassy field with a stone tower in the background.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Olive Hill vacation homes

A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

1. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
Grayson
10.0 out of 10, Exceptional, (2 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
The price is AED 321
AED 434 total
includes taxes & fees
18 Oct - 19 Oct
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A wooden interior with a fireplace, dining area, and a clock on the wall.

2. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, Exceptional, (80 reviews)
"Very nice property, in a nice neighborhood."
United States
Anne S.
The price is AED 426
AED 875 total
includes taxes & fees
19 Oct - 20 Oct
The Cave Run Lake Cabin
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

3. Spacious Family Home w/ Fireplace & Fire Pit

Spacious Family Home w/ Fireplace & Fire Pit
Grayson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
Spacious Family Home w/ Fireplace & Fire Pit
A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

4. 3-bedroom house in charming Morehead near Cave Run and Morehead State

3-bedroom house in charming Morehead near Cave Run and Morehead State
Morehead
10.0 out of 10, Exceptional, (4 reviews)
"It was clean and just as described. Perfect location for us visiting a child at Morehead State. We will be booking again!!"
United States
Stacy T.
The price is AED 555
AED 1,346 total
includes taxes & fees
28 Oct - 29 Oct
3-bedroom house in charming Morehead near Cave Run and Morehead State
Terrace/patio

5. Quiet Country home, Pet friendly

Quiet Country home, Pet friendly
Wallingford
10.0 out of 10, Exceptional, (1 review)
"Beautiful property especially if you like the peace and quiet of nature. The host was fantastic to work with and extremely friendly. "
United States
Julie G.
The price is AED 367
AED 649 total
includes taxes & fees
28 Oct - 29 Oct
Quiet Country home, Pet friendly
A wooden deck with a round table and two chairs, a window, and a wooden wall.

6. Lazy Lake Cabin 1! Pet Friendly

Lazy Lake Cabin 1! Pet Friendly
Flemingsburg
6.0 out of 10, (2 reviews)
"Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings"
United States
Donna S.
The price is AED 367
AED 610 total
includes taxes & fees
21 Oct - 22 Oct
Lazy Lake Cabin 1! Pet Friendly
A forested area with white chairs arranged around a central fire pit.

7. Peaceful 3-bedroom cabin near Cave Run Lake and RRG

Peaceful 3-bedroom cabin near Cave Run Lake and RRG
Wellington
Peaceful 3-bedroom cabin near Cave Run Lake and RRG
A wooden porch with a bench, a door, and a view of a red building and trees.

8. Canyon Ridge Retreats

Canyon Ridge Retreats
Wellington
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and scenic! Would stay again!"
United States
Derek S.
The price is AED 915
AED 1,676 total
includes taxes & fees
25 Oct - 26 Oct
Canyon Ridge Retreats
A room with two sofas, a wooden ceiling, and a door with curtains.

9. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.6 out of 10, Exceptional, (54 reviews)
"Over all we had a wonderful stay, the house was spacious and bigger than the pictures show. Enjoyed our stay."
United States
Mary Jo W.
The price is AED 1,550
AED 2,594 total
includes taxes & fees
28 Oct - 29 Oct
Lake Adventure Basecamp w/ Game Room
A covered porch with stone walls, a staircase, and outdoor seating.

10. Spacious Lodge w/ Fire Pit & Hot Tub

Spacious Lodge w/ Fire Pit & Hot Tub
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"super nice place!"
United States
Trystan S.
Spacious Lodge w/ Fire Pit & Hot Tub
A bedroom with a bed, a bedside table, a mirror, a window, and a hanging chair.

11. Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.

Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
West Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"Great stay. This home is huge and spacious and was very clean and well kept. Communication with the owner was quick and easy. Would highly recommend! "
United States
Amanda L.
The price is AED 621
AED 749 total
includes taxes & fees
29 Oct - 30 Oct
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

12. Lazy Lake Cabin 2!!! Pet Friendly!!

Lazy Lake Cabin 2!!! Pet Friendly!!
Flemingsburg
4.0 out of 10, (2 reviews)
"Property was not clean. Rooms had exposed wiring and several other safety hazards. Ok room to rent if just looking for a place to rest your head. The couch also smelled like wet dog."
United States
Frederick L.
The price is AED 275
AED 551 total
includes taxes & fees
28 Oct - 29 Oct
Lazy Lake Cabin 2!!! Pet Friendly!!
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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Top Olive Hill Hotel Reviews

Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

10/10 Excellent
"Front desk and food servi es very friendly."
Mary 1-night trip
Posted 3 hours ago
Fairfield Inn & Suites By Marriott Ashland

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