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Compare 27 Vacation Homes in Hillsboro with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (31)
"Our family gathered to celebrate a 50th birthday party. 6 adults and two boys (6 & 8) stayed at the property. We had 8 extended family members join us for the party. With that many folks it was easy to gather for a meal but with plenty of room so that it was not crowded. 4 star rating because of lack of towel and luggage racks. Kitchen was well stocked. Laundry room was very nice to have."
3BR 3 Bath home with hot tub eight minutes from Cave Run Lake

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

10.0 out of 10, Exceptional, (12)
"Wonderful home! Much roomier than pictured. Very private. Very peaceful. Very clean. Beautifully updated. Lota of amenities."
2-Bedroom Bungalow on Triplett Creek – Near Cave Run Lake!

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

10.0 out of 10, Exceptional, (16)
"Absolutely amazing. Ended up having our cermony right there on the property at the fire pit, due to all the rain. Amazing views, caretaker was amazing. Communications were super simple and quick responses. "
WiFi & Pet Friendly - Alice Rocks near Cave Run Lake & Red River Gorge!

Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

2.0 star property
2.0 out of 10, (1)
"Property was not as advertised. Surrounded by abandoned buildings and sketchy trailers. Host communication was terrible. We went and found alternate place to stay due to above. Would give it a 1/2 star if I could. Still waiting for refund!"
The price is AED 551
AED 749 total
includes taxes & fees
28 Apr - 29 Apr
Charming 3-bedroom rustic and very unique house with WiFi and AC in Farmers,

Eclectic Cabin On 20 Acres Near Red River Gorge

9.8 out of 10, Exceptional, (26)
"This property is beautiful! The owners were very quick with almost instant responses and had everything stocked in the home that you could need. Very nice location for all the Red River Gorge has to offer. I would very much recommend a stay here!"
Eclectic Cabin On 20 Acres Near Red River Gorge

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.

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

2.0 star property
9.8 out of 10, Exceptional, (7)
"Storybook cottage was the perfect spot in Morehead. After several nights in hotels, it was so nice to arrive and have great accommodations with everything we might need. We enjoyed preparing breakfast and dinner after exploring the area during the day, eating on the screen porch and crashing in the comfy bed. Everything was perfect. Thanks!"
Storybook Cottage House Morehead KY 3 BR1.5 bath Downtown Hospital MSU

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.

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

9.8 out of 10, Exceptional, (6)
"We spend really good time with our family y friends...we enjoy outdoor activities and also indoor.All the information was clear since the beginning of the booking "
Red River Ranch Retreat- HOT TUB, Views, Pond- Near RRG

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"We hosted 20 guys for a golf weekend during March Madness and loved all the sport options. Everyone had their own bed and the setup was great for a big group. "
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

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

9.6 out of 10, Exceptional, (33)
"The duplex was very nice and beautiful. The river was just a short walk from the house. We did have a wonderful time. Negatives: No games upstairs as listed in listing. Whirlpool bath doesn't work as listed. No kitchen towels or dishcloths to wash dishes. No extra blankets or throw blankets in livingroom. Only one firepit outside so you must share with the other apartment in the duplex. It wouldn't take much to dig another firepit for"
River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

Cozy, Bright Home in Historic Downtown

9.2 out of 10, Wonderful, (15)
"Good stay. This is the 2nd time we've stayed. Great downtown location. Owner is great. "
The price is AED 257
AED 486 total
includes taxes & fees
29 Apr - 30 Apr
Cozy, Bright Home in Historic Downtown

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

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!

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

10.0 out of 10, Exceptional, (27)
"We had a great stay at the farmhouse! The house offered plenty of space for family to get together for dinner & game night.The owner had put up a Christmas tree to ensure we didn't miss anything for the holiday.Quick & responsive communication.We had everything we needed.Sunset & sunrise views were beyond beautiful!Highly recommend visiting this farmhouse. We'll definitely be back!"
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Ljbak1987@icloud.com

10.0 out of 10, Exceptional, (1)
"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

Charming country home on 433 acres

10.0 out of 10, Exceptional, (2)
"Spacious inside and out. Interior offers a large living room with separate dining room. Plenty of yard and privacy. Short drive to town. Host was very accommodating!"
The price is AED 275
AED 492 total
includes taxes & fees
28 Apr - 29 Apr
Charming country home on 433 acres

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

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

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!
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

Beautiful country sunsets II

10.0 out of 10, Exceptional, (28)
"Very quiet and relaxing "
The price is AED 275
AED 492 total
includes taxes & fees
4 May - 5 May
Beautiful country sunsets II

The Cozy Den

10.0 out of 10, Exceptional, (48)
"The cabin was very cozy and was exactly as advertised. Loved the porch swing and fire pit! "
The price is AED 331
AED 643 total
includes taxes & fees
28 Apr - 29 Apr
The Cozy Den

Moondance Cabin at Red River Gorge - Hot Tub

10.0 out of 10, Exceptional, (67)
"The cabin was very clean and spacious! The views are amazing! Directions was very easy, I loved the back screened in porch, very homey! Will definitely stay there again"
The price is AED 1,194
AED 1,872 total
includes taxes & fees
2 May - 3 May
Moondance Cabin at Red River Gorge - Hot Tub
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.