Photo by Rhonda Wileman

Search Vacation Homes in Olive Hill

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake
Outdoor dining

Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake

9.2 out of 10, Wonderful, (10)
"We stayed in this gem during a tournament on Cave Run.It was the perfect place to unwind & relax after some long days of fishing. The hot tub was fantastic! "
Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake
Walk To The River or Drive To Cave Run
Relax by the fire pit in a serene outdoor setting surrounded by Adirondack chairs.

Walk To The River or Drive To Cave Run

9.6 out of 10, Exceptional, (55)
"Great place we loved it will stay there again!"
Walk To The River or Drive To Cave Run
GOLIATH RENTALS. 3-bedroom house in Rush KY. 0.1 miles from trailhead
Fridge, microwave, oven, stovetop

GOLIATH RENTALS. 3-bedroom house in Rush KY. 0.1 miles from trailhead

The price is HK$940
HK$1,983 total
includes taxes & fees
11 Aug - 12 Aug
GOLIATH RENTALS. 3-bedroom house in Rush KY. 0.1 miles from trailhead
Enjoy the charm of Rush Kentucky on a quite and relax setting or go off-roading
Escape to a serene retreat surrounded by lush greenery and trees, with a cozy mobile home and charming outdoor spaces.

Enjoy the charm of Rush Kentucky on a quite and relax setting or go off-roading

9.0 out of 10, Wonderful, (36)
"Having the two separate bedrooms and a kitchen we can cook it makes it very convenient to bring our family here. The washer and dryer are an added bonus as we aren't bringing home so much dirty laundry!"
Enjoy the charm of Rush Kentucky on a quite and relax setting or go off-roading
Country living, 3 bed, 3 bathroom
Kitchen features an oven, sink, and stove, with ample counter space and a central island.

Country living, 3 bed, 3 bathroom

10.0 out of 10, Exceptional, (2)
"The moment we arrived, we were drawn into a quiet and beautifully decorated house perfect for our family. The house is SO well-suppled for guests! We loved it!"
The price is HK$1,292
HK$2,810 total
includes taxes & fees
28 Aug - 29 Aug
Country living, 3 bed, 3 bathroom
River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run
Relax by the fire pit surrounded by Adirondack chairs in a serene wooded setting.

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

9.6 out of 10, Exceptional, (36)
"We had an excellent stay! We loved Pop's BBQ & Elliott's Pizza which was about 1/2 mile away. The family loved our stay and there was plenty of room to spread out, plenty of outside space and a wonderful private gas fire table in the back which is fenced in. Coming back next year during graduation weekend. Thank you Host!"
River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
Enjoy a game of pool in this spacious room with a pool table and staircase.

3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

9.6 out of 10, Exceptional, (36)
"Very nice place had a wonderful time. "
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
Relax in this serene outdoor space with a table for al fresco dining and comfortable seating.

2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

10.0 out of 10, Exceptional, (17)
"Fantastic little cabin! "
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
The College Cottage - Entire Home
Relax in this stylish living room with a flat-screen TV, comfortable sofa, and dining area.

The College Cottage - Entire Home

10.0 out of 10, Exceptional, (8)
"Great location for visiting Morehead State. We attended a football game. "
The College Cottage - Entire Home
Hidden Acres Escape: A Bluegrass Retreat
Relax in a spacious indoor area with a high ceiling, featuring a large hot tub, lounge chairs, and a hammock.

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (15)
"This was the perfect place for our family to relax and have fun. The house is beautiful and the views are amazing. We will stay again. "
Hidden Acres Escape: A Bluegrass Retreat
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
Stunning two-story house with a central entrance and symmetrical facade, surrounded by a white picket fence.

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

8.8 out of 10, Excellent, (8)
"Thnx"
The price is HK$353
HK$966 total
includes taxes & fees
6 Aug - 7 Aug
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
The Cave Run Lake Cabin
Relax by the fire pit in this serene outdoor seating area surrounded by Adirondack chairs, a picnic table, and a bench amidst a lush forest.

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (71)
"It was great!"
The price is HK$911
HK$1,901 total
includes taxes & fees
6 Aug - 7 Aug
The Cave Run Lake Cabin
Riverview Getaway
Prepare meals in this kitchen with a window offering a view of the street.

Riverview Getaway

9.8 out of 10, Exceptional, (9)
"Such a cute little town. Place is right next to a bar and the lake. Really nice spot and really clean"
The price is HK$510
HK$840 total
includes taxes & fees
6 Aug - 7 Aug
Riverview Getaway
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, microwave, and sink area.

Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU

2.0 star property
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay. It is very convenient to downtown Morehead. We had 5 people staying at the house and it was very comfortable."
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
Escape to the lake 2 Bedroom Cabin, Boat Parking & Ample Outdoor and Deck Space.
Outdoor dining

Escape to the lake 2 Bedroom Cabin, Boat Parking & Ample Outdoor and Deck Space.

10.0 out of 10, Exceptional, (3)
"Our stay was wonderful. The welcoming gufts were a pleasant surprise. The neighborhood was peaceful. "
Escape to the lake 2 Bedroom Cabin, Boat Parking & Ample Outdoor and Deck Space.
Spacious & serene country location with cozy at home familiarity.
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and sink.

Spacious & serene country location with cozy at home familiarity.

10.0 out of 10, Exceptional, (5)
"Property was exactly as described. Great place to stay."
Spacious & serene country location with cozy at home familiarity.
Renovated KY Farmhouse Retreat w/ Pasture Views!
Situated in a lush landscape, this traditional house features a front porch and a chimney, set amidst a well-maintained lawn and a fence.

Renovated KY Farmhouse Retreat w/ Pasture Views!

10.0 out of 10, Exceptional, (6)
"It was quiet and rest well."
Renovated KY Farmhouse Retreat w/ Pasture Views!
Lazy Lake Cabin 2!!! Pet Friendly!!
Smart TV

Lazy Lake Cabin 2!!! Pet Friendly!!

2.0 star property
4.0 out of 10, (1)
"Both this property and this host leave a lot to be desired. Communication from the host was awful - never contacted me upon booking to let me know the pertinent details of the property, tried to send me a bill for my service dog with no communication - would have happily explained had they bothered to ask. I don't remember consenting to being spied on while staying at the property either. House was filthy. Hardwood floors had dirt, debris, and dead bugs everywhere, clearly hadn't been...
The price is HK$1,177
HK$1,807 total
includes taxes & fees
31 Aug - 1 Sept
Lazy Lake Cabin 2!!! Pet Friendly!!
Quiet Country home, Pet friendly
Terrace/patio

Quiet Country home, Pet friendly

2.0 star property
The price is HK$589
HK$1,177 total
includes taxes & fees
14 Aug - 15 Aug
Quiet Country home, Pet friendly
Cheerful 2 bedroom home close to Cave Run Lake
Enjoy a meal on the outdoor deck with a small table and four chairs.

Cheerful 2 bedroom home close to Cave Run Lake

2.0 star property
Cheerful 2 bedroom home close to Cave Run Lake
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olive Hill Hotel Reviews

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

10/10 Excellent
"The bed is extremely comfortable! Will be back! "
Susan 1-night trip
Posted 2 days ago
Days Inn by Wyndham Ashland