Search Vacation Homes in Hillsboro

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Hillsboro

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

9.6 out of 10, Exceptional, (36)
"Enjoyed staying at this location. Was a great surprise to visit our family. Definitely plan to revisit. "
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

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

9.6 out of 10, Exceptional, (35)
"This is a family friendly duplex located on the Licking River and just a short distance from Cave Run Lake and the famous Pop's restaurant. We were in town for a baseball tournament and highly recommend it. We had 2 adults and 3 children in the house and were more than comfortable."
River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (68)
"It was great!"
The Cave Run Lake Cabin

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

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

10.0 out of 10, Exceptional, (3)
"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

WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

10.0 out of 10, Exceptional, (18)
"Excellent place to stay for a weekend. We had plenty of room for our group of 5 adults."
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

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

10.0 out of 10, Exceptional, (2)
"Absolutely beautiful cabin! We LOVED every part of the outdoor space — from relaxing on the front porch swing to cozy evenings by the backyard fire pit. Though we didn’t use, the outdoor kitchen is convenient. The peaceful lake was perfect for kayaking, and we felt completely relaxed whether we were inside or outside. The beds were comfortable, and the kitchen was fully stocked with everything we could possibly need. Can’t wait to come back!"
Escape to the lake 2 Bedroom Cabin, Boat Parking & Ample Outdoor and Deck Space.

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

10.0 out of 10, Exceptional, (12)
"Fantastic little cabin! "
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.

10.0 out of 10, Exceptional, (1)
"The bungalow was great and the host was VERY helpful!! Will stay again if I’m back in the area "
The Mighty Acorn, Bungalow is a delightful cozy tiny home in the woods.

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.

The College Cottage - Entire Home

10.0 out of 10, Exceptional, (7)
"Great location for visiting Morehead State. We attended a football game. "
The College Cottage - Entire Home

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

2.0 star property
10.0 out of 10, Exceptional, (5)
"The Barn and the grounds were out of this world! We had a blast and highly recommend! "
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

9.8 out of 10, Exceptional, (7)
"Property was exactly as described and perfect for a quiet getaway."
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

Eclectic Cabin On 20 Acres Near Red River Gorge

9.8 out of 10, Exceptional, (27)
"Was a really nice place to stay explored the property was very beautiful property would love to go back and stay again for longer next time"
Eclectic Cabin On 20 Acres Near Red River Gorge

Cozy, Bright Home in Historic Downtown

9.2 out of 10, Wonderful, (15)
"We loved it you are in downtown it a nice place to stay"
The price is SAR 263
SAR 496 total
includes taxes & fees
16 Jul - 17 Jul
Cozy, Bright Home in Historic Downtown

Charming country home on 433 acres

10.0 out of 10, Exceptional, (2)
The price is SAR 253
SAR 472 total
includes taxes & fees
22 Jun - 23 Jun
Charming country home on 433 acres

Spacious Ewing Retreat w/ Game Room & Fireplace!

10.0 out of 10, Exceptional, (1)
"This was a very large farmhouse, that accommodated our group very well. Lots of beds, and large kitchen area made cooking and dining very easy for a large group! Plus, we were so far out in the country, the kids could make all the noise they wanted! Mark, our host, was on sight to check us in and explained where everything was located. Plus, he provided a list in the kitchen area, of local emergency contact phone numbers, that was very helpful. Having two kitchens / refrigerators was nice, for a...
Spacious Ewing Retreat w/ Game Room & Fireplace!

Ljbak1987@icloud.com

10.0 out of 10, Exceptional, (2)
"This cabin was absolutely beautiful and perfect in every way! It had everything we could have possibly needed — from a thoughtfully stocked kitchen to body wash and soap in the bathrooms, which was such a nice touch. The kids’ area was a huge bonus and kept our little ones happy and entertained.The setting was just magical — the creek outside was peaceful and lovely, and we spent a lot of time just enjoying the relaxing atmosphere. We were in town for a family reunion, and this cabin made the...
Ljbak1987@icloud.com

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

2.0 star property
9.8 out of 10, Exceptional, (8)
"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

Hilltop Farmhouse with sunrise sunset porch overlooking hills and holler

10.0 out of 10, Exceptional, (27)
"Everything was just as described? Had a great stay!"
Hilltop Farmhouse with sunrise sunset porch overlooking hills and holler
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