Vacation rentals in Olive Hill

A Frame of Mind

Spacious country setting near Carter Caves, Grayson Lake, Rush Offroad, Cave Run Lake, and local Trail Town. This large A-frame is a relaxing family setting with enough space for trailer parking. Watch the wildlife from the multiple decks or even from the bed. This is a great home base for your Eastern KY adventures or a wonderful quiet getaway. It has electric fireplaces, a wood fire pit, a gas firepit, an electric smoker, a charcoal and gas grill, and two creeks to enjoy during your stay.

Historic Fire Tower and Cabin

Restful hiking retreat. Unplug from life and enjoy the peaceful serenity of nature. Hiking in to the location is a breeze after enjoying the nearby Sheltowee Trace National Recreation Trail. Enjoy a fireside story or chat by the natural light of the moon. Includes a small bunkhouse with direct access to the Daniel Boone National Forest. An amenity you won't forget is access to the historic fire tower. Enjoy overlooking the forest canopy from high above the trees. It will be unbelievable!

Cliffside Properties / Carter Caves Cabin Rental

Perched on the edge of the canyon at the entrance to Carter Caves State Park, our 3-story cabin easily sleeps 10. On our twenty acre preserve, there are 5 cave entrances and two caves that open into the State Park gorge, with many box canyons and waterfalls to explore. Whether you're enjoying the State Park's massive natural bridges, cave tours, horseback riding, swimming, fishing or kayaking on Smoky Lake or Tygarts Creek, our Cliffside Cabin rental is a great place to relax and explore.

Home

Off the beat and path. Relax with the whole family at this peaceful place The home is located in a small VERY country neighborhood We are NOT NEAR A TOWN or I64 We are 1.8 miles from Hogtown Hill(Elliottville) 11 MILES TO DOWNTOWN MOREHEAD where MSU is located. Poppy mountain is 11 miles Cave Run 24 Our place is a 1972 refurbished manufactured home with some mid-century furnishings and decor and some updates. There is also a large addition on the trailer which makes for a lot more space

Cabin at Cabin Creek Campground

Private cabin located in campground close to bathhouse. A/C and electric fireplace. Porch swing, fire ring, & picnic table for your outside enjoyment. Queen size bed with full size bed in loft overhead. Microwave & small refrigerator. Dining table with 3 benches. Comfortable sitting chair with footstool. Fishing included in our 12-acre lake. Walking path runs the length of the campground. Bring bed linens (sleeping bag or blanket/sheet) & pillow, bath linens (towels/washcloths).

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

Third Hollow Farm

Escape to privacy just 1 hour from Ashland, Maysville & Morehead, KY. Tucked away on 400 private acres, this secluded farm stay sleeps 6 comfortably — perfect for couples, friend groups, or a quiet work retreat. Strong Wi-Fi keeps you connected, while wide-open skies and fire pit evenings help you truly unwind. Kayaking & hunting also available. Perfect For: • Girls weekends • Family reunions • Birthday weekends • Couples traveling together • Wedding guest stays • Small retreats

Sugar Loaf Retreat

WE ACCEPT 1 NIGHT STAYS! Welcome to Sugar Loaf Retreat where you can relax at this unique and tranquil getaway. Located on a 45 acre farm, this outstanding A frame cabin is sure to deliver what you are seeking- quiet, relaxing experiences, where you wake up to nature right outside the door! Autumn Blaze Comfort is on the same property and can be booked at the same time subject to availability. This suite offers 2 bedrooms and a full kitchen and full bathroom and living area.

Studio, clean, new, fireplace, Downtown Morehead

Brand new, beautifully finished and furnished studio retreat in downtown Morehead! Exactly 1 mile to the campus of Morehead State University and only a few blocks from UK St. Claire Hospital. Large custom tile shower, fully stocked kitchen, fireplace, washer and dryer in unit, comfy king bed! If this is booked, check out our other listing, right next door! It has blue shiplap behind the bed in the listing photo! Or contact me and I’ll set you up! :)

The Chestnut Farm with a Hot Tub

Secluded Modern Farmhouse on 135 Acres with Trails, Waterfalls & Wildlife 12 ft deck extension and a 6 person hot tub to be installed by October 1st, pictures coming soon. Escape to this brand-new (2024) farmhouse, set on a breathtaking 135-acre private chestnut orchard. This secluded retreat offers the perfect blend of modern comfort and outdoor adventure. Watch deer and wild turkeys from the expansive back deck while soaking in stunning sunsets.

The Red Rose Cottage

Come on in! Relax, unwind, enjoy! This quaint trail town cottage is a perfect stay for a couple of nights or a few weeks. Come fish, hike or take it easy like Sunday morning! Right off of interstate 64, Just a few miles from Carter Caves State Park, 20 miles to Cave Run Lake, 13 miles to Grayson Lake. If you’re just traveling through, stop and stay at our cozy cottage instead of an interstate hotel! We look forward to accommodating you!

Boulder Brook Cabin

Wonderful cozy guest cabin in the woods. Knotty pine living space with outdoor elements throughout. Open concept with beds/living room/kitchen all sharing the same space. Full stocked kitchen with Kuerig coffee bar ready to start your day off right! Covered front porch for sitting and enjoying the views. Parking at front door.