Holiday rentals in Greenup County

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Top-rated holiday rentals in Greenup County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Guest suite in Ashland

5 out of 5 average rating, 111 reviews

Cozy, newly remodeled, extra large 2 bdrm basement

Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, firepit, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

Top guest favourite

Home in Russell

4.98 out of 5 average rating, 325 reviews

Relax @ Rivertime w/a River & Bridge view + HotTub

Rivertime is a riverfront experience on the bank of the Ohio. The views are magical & soothing to the soul. Make your way into the backyard you will quickly forget that you are in an Eastern KY residential area. It’s often stated by our guests that the view rivals some of the top landscapes & city skyline from around the world. You can walk to downtown Russell & enjoy shopping, great food & tasty drinks. While only located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV.

Guest favourite

Home in Flatwoods

4.95 out of 5 average rating, 21 reviews

King-size Beds in Every Bedroom + Spacious Living!

Wake up to breathtaking views, and enjoy the sight of deer wandering through the expansive yard. Inside, you’ll find a spacious kitchen and dining area. Each bedroom features a king-size bed with its own TV. With a stylish, spotless bathroom and laundry room, the home is designed with comfort in mind. The foyer includes an office space for those who need to work remotely. There’s even an attached two-car garage for easy parking. This is the perfect cozy home for a quiet getaway and relaxation.

Guest favourite

Campsite in Argillite

4.96 out of 5 average rating, 28 reviews

Cozy cabin hideaway with kitchen 2.

This adorable cabin is within a popular campground resort with many amenities. Centrally located near several main travel routes, you'll find multiple options of nearby restaurants, local festivals, events and historical sites. Take a few days to explore the many attractions of nearby Country Music Highway or enjoy simple country drives to the many local historical sites in the area! We have the friendly family atmosphere and tranquility you desire. Come stay with us , you'll be glad you did!

Top guest favourite

Cabin in Argillite

5 out of 5 average rating, 13 reviews

Greenbo Lake Cabins-Deer Haven

Welcome! Take it easy at this unique and tranquil getaway. Private country setting, located next to Greenbo Lake State Park, where you can take advantage of many outdoor activities including hiking, boating, fishing and swimming. Nearby entertainment facilities: Riverbend Golf Course, Paramount Arts Center, Portsmouth Motor Speedway, Huntington Civic Center, Sandy’s Racing and Gaming and Malibu Jack’s Indoor Family Theme Park. Experience Ky wildlife freely roaming, right next to your cabin!

Top guest favourite

Home in Portsmouth

5 out of 5 average rating, 58 reviews

Bright and cheerful 3 Bedroom home.

This pet friendly house is located 3 blocks from SOMC and Hillview Retirement Center, and 5 minutes from US 23. It’s nestled on a quiet street. It offers free off street parking. The house has a designated office space with high speed internet and Wi-Fi. It also has Netflix. All the furnishings are newer, which includes a new electric Stove with a built in Air Fryer. Enjoy and evening on the patio with the fire pit, and soothing sound of the waterfall. Be sure and try the towel warmer.

Top guest favourite

Cottage in Portsmouth

5 out of 5 average rating, 52 reviews

Private and convenient Cottage at Walnut Hill

Enjoy a peaceful experience at this conveniently located cottage that is situated in the hilltop area of Portsmouth as part of a ten acre, wooded property. It has off street parking and sits on a safe and secluded property where you can enjoy nature and deer watching from the lovely back porch. It's located a few minutes from our local hospital (SOMC) and is convenient to everything Portsmouth has to offer. We maintain the highest cleaning standards!

Superhost

Guest house in Portsmouth

4.71 out of 5 average rating, 160 reviews

Secluded Woodland Oasis with Pool and Hot Tub

Welcome to our little piece of paradise. We are secluded, but close to everything in downtown Portsmouth. Our guest house has a gas fireplace, full bath, and the loft. We welcome travelers from all walks of life and enjoy sharing our knowledge and Appalachian hospitality. Unwind with nature and beautiful views, relax in the hot tub under the stars, and enjoy nature. You will see a variety of wildlife in their natural habitat.

Guest favourite

Flat in Flatwoods

5 out of 5 average rating, 7 reviews

Contemporary Oasis: 2BR 2 BA APT

Step into our modern 2 bed, 2 bath Airbnb retreat adorned with captivating wall art from Elias Reynolds Art. Relax in the stylish living room, savor meals in the fully equipped kitchen, and unwind on the private patio. With a king bed, full bed, and a pack 'n play, everyone sleeps soundly. Enjoy two full bathrooms, a washer/dryer, and a convenient city location. Book now for a memorable stay in our artful haven!

Top guest favourite

Tiny home in Portsmouth

4.97 out of 5 average rating, 176 reviews

Charming Tiny Space/ Modern Minimalist

This unique place has a style all its own in a perfect tiny space. Perfect getaway or extended stay. Located in downtown Portsmouth within walking distance to Marting’s Event, Vern Riffe Performing Arts Center, Ohio River, Historic Boneyfiddle District with many antique shops and restaurants. Great place to jump on your bike and travel around. Wonderful things to do and see.

Superhost

Flat in Portsmouth

4.79 out of 5 average rating, 29 reviews

The Great Gharky House

Historic living with modern amenities. The whole group will enjoy easy access to everything Portsmouth has to offer from this centrally located place. Walking distance to antique shops and restaurants! Three blocks away from Shawnee State University! Less than 15 minutes from Raven Rock and Shawnee State Park.

Top guest favourite

Cabin in Greenup

4.99 out of 5 average rating, 108 reviews

White Oak 2-bedroom cabin along the Little Sandy

Relax with the whole family or a few friends in our off the beaten path cabin nestled along the Little Sandy River. Bring a kayak or some fishing gear and enjoy the quiet seclusion of The White Oak Cabin. You are surrounded by the wilderness but still close enough to take the family out for a movie.