Holiday rentals in Greenup County

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Top-rated holiday rentals in Greenup County

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Top guest favourite
The riverfront view showcases a striking bridge illuminated in blue lights, reflecting beautifully on the calm Ohio River. The scene is enhanced by a full moon, casting a serene glow across the water. A torch in the foreground adds to the tranquil atmosphere.
Home in Russell
4.98 out of 5 average rating, 364 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.

Top guest favourite
The exterior of a red brick home is depicted, featuring a sloping gray roof and a driveway leading to a garage. An American flag is displayed outside, complemented by a neat garden of colorful flowers and lush greenery flanking the entrance.
Guest suite in Ashland
5 out of 5 average rating, 141 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
A charming cabin features a wooden exterior with a dark metal roof. The front porch is equipped with a bench and two pumpkins on the ground, framed by trees displaying autumn foliage. A tranquil landscape completes the inviting setting.
Cabin in Argillite
5 out of 5 average rating, 38 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
A comfortable living area features a dark sectional sofa and two reclining chairs. A wooden coffee table is centered on a patterned area rug. Natural light enters through a window with wooden blinds, while a television rests on a side table opposite the seating arrangement.
Home in Raceland
5 out of 5 average rating, 43 reviews

Cozy house located in the woods

It may feel like the country, but it's only 5 miles from Ashland KY and 20 minutes from Shawnee State University. Plenty of parking if you plan on visiting Rush Off Road which is just 20 miles away! If you want to try and hit it big at Sandy's casino you are only 13 miles away! Wake up to deer in the yard and enjoy a cup of coffee or a relaxing dinner on your beautiful deck with screened in sunroom. Our home is across the street so if you need anything during your stay let us know!

Guest favourite
The kitchen showcases a galley design with rustic finishes and exposed brick walls. Red cabinets provide ample storage, while stainless steel appliances include a refrigerator and microwave. A wooden island with seating for two is situated near the window, allowing natural light to fill the space.
Flat in Portsmouth
4.89 out of 5 average rating, 676 reviews

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.

Top guest favourite
The exterior of the house is showcased during dusk, with warm, glowing lights adorning the porch. Wooden steps lead up to the entry, surrounded by a lawn and trees in the background. Power lines and a satellite dish are visible, complementing the structure.
Home in Flatwoods
4.95 out of 5 average rating, 62 reviews

Clean and Cozy Cottage

Relax in the heart of Flatwoods with this two bedroom one bath home located on residential dead end street. Two bedrooms with two full beds, one bed being adjustable with massage feature. The kitchen includes a refrigerator, washer and dryer, Keurig, coffee maker, microwave, icemaker, and all of the pots, pans, dishes you would ever need to feed yourself or your family. There are two parking spots available, directly in front of the home and across the street. Whole house access.

Guest favourite
A sunroom features multiple white wicker seating arrangements, providing comfortable spots for relaxation. Natural light floods the space through large windows, highlighting the blue walls and light wooden flooring. Decorative trim with a floral pattern adds a soft touch to the inviting atmosphere.
Home in Quincy
4.81 out of 5 average rating, 43 reviews

Mamaw’s Place

Relax with the entire family tucked away in the foothills of the Appalachian mountains in the rolling hills of the Ohio River Valley. Enjoy the large front and backyard, pool, sunroom, and game room. Boat ramps that enter into the Ohio River and Kinniconick Creek (that leads to the river) are just a few miles away. You are within a 15 minute drive to gather any supplies/needed groceries. As owners we can be available for any issue or concerns within minutes.

Top guest favourite
A wooden signpost displaying directional arrows to various local attractions. The sign's placement allows for easy visibility, with distances specified to nearby places of interest, such as Market St. Café and Portsmouth Brewery Co. The rustic building in the background complements the sign.
Tiny home in Portsmouth
4.97 out of 5 average rating, 202 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.

Guest favourite
A welcoming exterior of a single-story home is shown, featuring a front porch with a door framed by stone accents. An American flag adorns the porch, while a small tree and landscaping enhance the natural surroundings, with wooded greenery in the background.
Flat in Ashland
4.87 out of 5 average rating, 211 reviews

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.

Top guest favourite
A well-maintained garden area is visible, featuring vibrant flowers and neatly trimmed shrubs. A paved driveway leads to a welcoming entrance, flanked by colorful planters. A white fence provides a boundary to the yard, and the blue sky adds to the serene atmosphere.
Guest suite in Franklin Furnace
4.98 out of 5 average rating, 66 reviews

Bee's Place on the Beautiful Ohio River

A spacious and relaxing riverside getaway; your own upstairs private guest suite with keyless entrance equipped with a full bathroom, kitchen, and patio located on the beautiful Ohio River. You will have a private dock available for you to fish, lounge, and relax, as well as a marina less than 3 miles away to dock your boat in the evenings.

Guest favourite
The living area features a welcoming orange accent wall with a decorative sign and a lamp on a side table. A dark sofa with patterned cushions faces a circular coffee table. A dining area is visible in the background, illuminated by natural light from a nearby window.
Cabin in Greenup
4.98 out of 5 average rating, 117 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.

Superhost
An authentic log cabin is surrounded by greenery, showcasing wooden logs and a charming porch with support beams. A brick pathway leads to the entrance, while a gentle lawn extends around the structure, providing a secluded, natural setting.
Cabin in South Shore
4.88 out of 5 average rating, 381 reviews

Historic log cabin

Authentic historic log cabin sitting on 6+ acres with a private pond. The cabin and its surrounding environment creates the feeling of being secluded yet you have the safety of neighbors. You’ll find this little hidden treasure to be your perfect getaway for fun and relaxation!

Popular amenities for Greenup County holiday rentals