Holiday rentals in Greenup County

Home w/a River & Bridge view, a HotTub & an Igloo

RIVERTIME - A house w/a hot-tub & an igloo. Experience it all 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. Only a few mins from Ashland KY & 20 mins to Huntington, WV

Boujee by Nature

This beautifully decorated 2-bedroom, 1-bathroom home offers both comfort and style for your stay. Enjoy meals together at the dining table for four, or relax outside in the private yard with a cozy fire pit—perfect for unwinding after a long day. The home also features covered parking for convenience and a designated workspace for those who need to stay productive while traveling. Whether you’re here for business or leisure, this home provides the perfect balance of relaxation and functionality

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.

Indian Run Cottage

Enjoy the perfect blend of comfort, privacy, convenience, and modern style in this 3 bedroom 2 bathroom home just minutes from shopping and dining in Flatwoods KY. Featuring a beautiful kitchen with breakfast bar, upgraded appliances and furnishings, and clean, cozy beds. This home includes a dedicated work space with sleeper sofa and the full dining table seats four. Step outside to your private backyard and patio, perfect for morning coffee, evening drinks, or simply enjoying the fresh air!

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!

Visit The Sage Door House

This remodeled home in Wheelersburg is the perfect peaceful retreat, nestled on a quiet dead-end street. The serene backyard offers an ideal space for relaxation, where you can unwind and enjoy nature. The outdoor space provides a lovely spot for relaxing, while the fire pit on the patio offers a cozy setting for delightful outdoor experiences. Whether you're looking to relax during the day or enjoy an evening under the stars, this home offers a perfect blend of comfort and tranquility.

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, 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.

Private Accomodations in Historic Boneyfiddle

Enjoy Portsmouth Ohio's Boneyfiddle Historic District! Stay within walking distance of restaurants, events, shopping, and Shawnee State University. This is a fully furnished 1 bedroom/1 bath apartment with a private entrance. The nearly 1000 sq. ft. space boasts a galley kitchen open to the living room where the couch pulls out to a queen bed. Bedroom features include a king bed and walk-in closet. Washer and dryer access are on premises. This is a smoke-free unit. Pet-friendly.

Victorian Home in Greenup

Whether you are traveling alone or with the whole family, this great place built in 1870 has been completely re-done with lots of room for fun. Enjoy all the comforts of home and explore all that Greenup has to offer within walking distance. There are several festivals including Old Fashion Days, the county fair and spectacular 4th of July fireworks. The city also has a great library with a large genealogy section, a city park with a pickleball court and a boat ramp for river access.

Modern River-View Loft in Historic Boneyfiddle

Modern 3rd-floor loft in Portsmouth’s Historic Boneyfiddle District! Enjoy exposed brick, high ceilings, and a full kitchen with large island—perfect for cooking or gathering. Relax in the open living space with river views and plenty of natural light. Walk to riverside parks, local eateries, shops, and cafés along 2nd Street. Stylish, comfortable, and close to Shawnee State University.

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.

Cozy, comfy and private-2 miles from the Casino

Cozy, Country setting. Very neat and clean 2 bedroom apartment with two queen beds. Country feel but close to all the necessities. You have the property to yourself and there's lots of parking. You are just minutes from Walmart, Dollar General, fast food and local restaurants. This property is just 15 minutes from Rush Off Road with easy parking for trucks and trailers.