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Compare 23 Vacation Homes in Hillsboro with updated reviews, rates, and availability.

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

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"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
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
Living area

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

9.6 out of 10, Exceptional, (27)
"Convenient location to MSU"
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
Welcome to the Farm!

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

10.0 out of 10, Exceptional, (26)
"Spent a long weekend at Turtleback Ridge Brewery and this house was a great home base. "
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
Cozy, Bright Home in Historic Downtown
Room

Cozy, Bright Home in Historic Downtown

9.4 out of 10, Exceptional, (13)
"Great downtown location. Cute decor. Could use a few updates but nothing major. Wish we had known the yard & driveway were being rented as it was a little weird having people right outside your windows/doors but we made it work. Most time of the year I'm sure that wouldn't have been any issue. "
The price is SAR 263
SAR 497 total
includes taxes & fees
24 Nov - 25 Nov
Cozy, Bright Home in Historic Downtown
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
Exterior

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

10.0 out of 10, Exceptional, (9)
"We love it!! It was very clean. Had everything we needed. "
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect for the weekend!"
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU
Eclectic Cabin On 20 Acres Near Red River Gorge
Large living room. Couch folds out into a Queen bed

Eclectic Cabin On 20 Acres Near Red River Gorge

10.0 out of 10, Exceptional, (23)
"This is a great place if you like character and nature! Clean property and my teen daughter and her friends loved it!"
Eclectic Cabin On 20 Acres Near Red River Gorge
The Cave Run Lake Cabin
1200 Square Ft Private Cabin

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (68)
"The directions provided by the host were excellent, and needed since we lost service about 15 minutes out! It's a cute neighborhood, neighbors didn't bother us at all. Hikes required a bit of a drive, but the place itself was very clean, warm (wood burning stove!). Bring your own firewood or be prepared to go find it! "
The Cave Run Lake Cabin
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG
Exterior

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

10.0 out of 10, Exceptional, (4)
"Fantastic home for 5 week old to 97 years old age range in our party of 9. Great common areas for gathering and relaxing and fun game room for down time. Will use again if ever back in that area. Recommend highly. "
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

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

10.0 out of 10, Exceptional, (13)
"Great place to stay and rest for the next day's adventure. Clean and well stocked. We loved it."
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!
Renovated KY Farmhouse Retreat w/ Pasture Views!
Wallingford Vacation Rental | 1BR | 1BA | 2 Small Steps Required for Access

Renovated KY Farmhouse Retreat w/ Pasture Views!

10.0 out of 10, Exceptional, (6)
"Beautiful property, loved seeing all the animals."
Renovated KY Farmhouse Retreat w/ Pasture Views!
Walk To The River or Drive To Cave Run
S’mores anyone?

Walk To The River or Drive To Cave Run

9.6 out of 10, Exceptional, (54)
"Great place we loved it will stay there again!"
Walk To The River or Drive To Cave Run
LanMark Farm Spacious Country Get-Away Ground Floor Suite
Property grounds

LanMark Farm Spacious Country Get-Away Ground Floor Suite

10.0 out of 10, Exceptional, (6)
"The property is historic with proper updates that make it a wonderful place to stay. The property owner is very friendly and attentive the swimming pool is refreshing on a hot day and well taken care of making it a great place for everyone. "
LanMark Farm Spacious Country Get-Away Ground Floor Suite
Spacious & serene country location with cozy at home familiarity.
Exterior

Spacious & serene country location with cozy at home familiarity.

10.0 out of 10, Exceptional, (4)
"The house was exactly what we needed for our large family, everyone had there own bed. Having the farm hands on the property was kinda weird just hanging out on the back porch but the house inside was plenty big enough, and clean."
Spacious & serene country location with cozy at home familiarity.
The Red Lodge!! Pet Friendly!
Exterior

The Red Lodge!! Pet Friendly!

2.0 star property
The price is SAR 282
SAR 583 total
includes taxes & fees
4 Dec - 5 Dec
The Red Lodge!! Pet Friendly!
Spacious Ewing Retreat w/ Game Room & Fireplace!
Ewing Vacation Rental | 5BR | 3.5BA | 5,500 Sq Ft | Stairs Required

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!
Mount Sterling Horse Farm
Room

Mount Sterling Horse Farm

Mount Sterling Horse Farm
Lazy Lake Cabin 2!!! Pet Friendly!!
Property grounds

Lazy Lake Cabin 2!!! Pet Friendly!!

2.0 star property
The price is SAR 282
SAR 583 total
includes taxes & fees
25 Nov - 26 Nov
Lazy Lake Cabin 2!!! Pet Friendly!!
Relaxation Station
Bathroom

Relaxation Station

2.0 star property
Relaxation Station
Lazy Lake Cabin 1! Pet Friendly
Exterior

Lazy Lake Cabin 1! Pet Friendly

2.0 star property
Lazy Lake Cabin 1! 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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Other property types in Hillsboro

Renovated KY Farmhouse Retreat w/ Pasture Views!
Wallingford Vacation Rental | 1BR | 1BA | 2 Small Steps Required for Access

Renovated KY Farmhouse Retreat w/ Pasture Views!

10.0 out of 10, Exceptional, (6)
"Beautiful property, loved seeing all the animals."
Renovated KY Farmhouse Retreat w/ Pasture Views!
Beautiful Country Sunsets I
Beautiful Country Sunsets

Beautiful Country Sunsets I

9.8 out of 10, Exceptional, (64)
"We absolutely loved staying here. It was our second time. We didn’t want to leave the beautiful scenery and nature. The lighting bugs light up the sky at night. Amazing!! Birds were everywhere. It's become our go to place. We will be back again."
Beautiful Country Sunsets I
Renovated KY Farmhouse Retreat w/ Pasture Views!
Living area

Renovated KY Farmhouse Retreat w/ Pasture Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect if you actually want to relax and decompress...no noise no lights no city..."
Renovated KY Farmhouse Retreat w/ Pasture Views!
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.