Photo by Talia Sexton

Olive Hill Hotels with Swimming Pool

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Olive Hill Hotels with Swimming Pools

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Olive Hill Hotels with Swimming Pools

Outdoor pool
Carter Caves State Resort Park

Carter Caves State Resort Park

3.0 star property
Olive Hill
9.2 out of 10, Wonderful, (672)
"Beautiful lodge, staff very friendly, wonderful rooms"
United States
Margaret
Carter Caves State Resort Park
Indoor pool, open 8 AM to 11 PM, pool loungers
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
Ashland
8.6 out of 10, Excellent, (882)
"Everything perfectly"
United States
Jordan
The price is RM370
RM420 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Ashland by IHG
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers
Comfort Inn & Suites

Comfort Inn & Suites

2.5 star property
Morehead
9.0 out of 10, Wonderful, (873)
"staff was great, room was clean, and breakfast was nice"
United States
James
The price is RM325
RM348 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites
Indoor pool
Hampton Inn Morehead

Hampton Inn Morehead

2.5 star property
Morehead
8.8 out of 10, Excellent, (453)
"Cleanliness, staff, continental breakfast, great room"
United States
Gene
The price is RM395
RM439 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Morehead
Indoor pool
Best Western Eagles Inn

Best Western Eagles Inn

2.5 star property
Morehead
8.8 out of 10, Excellent, (757)
"Staff was very friendly and helpful. The hotel was very clean. "
United States
Kelli
The price is RM402
RM447 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Eagles Inn
Indoor pool
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

2.5 star property
Ashland
8.2 out of 10, Very good, (712)
"Room was great and staff was friendly"
United States
Kelly
The price is RM354
RM402 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites By Marriott Ashland
2 outdoor pools, pool umbrellas, pool loungers
Greenbo Lake State Resort Park

Greenbo Lake State Resort Park

3.0 star property
Greenup
9.0 out of 10, Wonderful, (287)
"Very nice stay"
United States
D
Greenbo Lake State Resort Park
Indoor pool
SureStay by Best Western Grayson

SureStay by Best Western Grayson

2.5 star property
Grayson
8.2 out of 10, Very good, (313)
"Great breakfast and very nice staff will be going back for sure.."
United States
janie
The price is RM409
RM464 total
includes taxes & fees
7 Dec - 8 Dec
SureStay by Best Western Grayson
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.
View all properties

Top Olive Hill Hotel Reviews

Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

10/10 Excellent
"Staff was excellent, the room was clean, I just had two issues, the carpet at the doorway was all ripped up, the second issue when pulling into the place it looks like there's zero maintenance being done on the building."
KURT 1-night trip
Posted 3 days ago
Fairfield Inn & Suites By Marriott Ashland

Frequently asked questions

What are some accommodation options with pools in Olive Hill?
Carter Caves State Resort Park: Features a children's pool, a seasonal outdoor pool and free self parking. Fairfield Inn & Suites By Marriott Ashland: Features a snack bar/deli, an indoor pool and buffet. Holiday Inn Express & Suites Ashland by IHG: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Comfort Inn & Suites: Features a children's pool, a seasonal outdoor pool and daily. Days Inn by Wyndham Ashland: Offers daily, an indoor pool and free self parking.
What is there to see and do in Olive Hill?
Surround yourself with nature at Carter Caves State Park and Bat Cave and Cascade Caverns. During your stay, visit sights such as Grayson Lake State Park, Carter Caves State Park Golf Course and Hidden Cove Golf Course.
When is the best time to book a hotel with a pool in Olive Hill?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Olive Hill in the hottest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 4°C.