Holiday houses 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
Home in Russell
4.98 out of 5 average rating, 370 reviews

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

Superhost
The exterior of Pink Dreams Cottage is adorned with soft pink brick and floral decorations, creating a welcoming entrance. A pink door is framed by elegant lighting and a floral wreath. The charming sign displays the cottage's name, set against a manicured garden.
Home in Portsmouth
4.97 out of 5 average rating, 61 reviews

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Welcome to Pink Dreams Cottage – a one-of-a-kind, fully renovated pink paradise! This gorgeous cottage was lovingly transformed by a father & daughter duo from an abandoned house to a picturesque pink cottage that’s perfect for your next getaway. Whether it’s a special occasion, a girls weekend, a romantic getaway, or a creative escape, this is the perfect place to make memories that will last a lifetime. Come experience the magic of Pink Dreams Cottage and make your pink dreams come true!

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, 40 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
The exterior of the remodeled home is presented, showcasing a blend of modern white siding and a wooden porch with an inviting overhang. Lush greenery surrounds the property, complementing the bright blue sky and scattered clouds above.
Home in Wheelersburg
4.97 out of 5 average rating, 39 reviews

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.

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, 47 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!

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, 145 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, 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 cozy living area showcases a comfortable sofa and an accent chair, complemented by a decorative rug. A television is positioned on a media stand, while a modern light fixture hangs above. A decorative fireplace adds charm to the inviting space.
Cottage in Portsmouth
5 out of 5 average rating, 76 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
A spacious bedroom features a large bed covered in a soft yellow blanket. Two windows allow natural light to fill the room, and a cozy seating area includes a wicker chair beside the bed. A ceiling fan provides air circulation in the inviting space.
Apartment in Portsmouth
4.82 out of 5 average rating, 136 reviews

Large Historic District Apartment with City View

Located in the Boneyfiddle Historic District, this upstairs apartment has plenty of space for your stay. The second floor apartment has living room, kitchen, dining room, and bedroom with king bed. Shared washer and dryer available and located on the first floor of the building. Smoke-free apartment. Pet-friendly. Stay within walking distance to local restaurants, independent shops, and Shawnee State University.

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, 208 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.
Apartment in Ashland
4.87 out of 5 average rating, 213 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, 120 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.

Popular amenities for Greenup County holiday rentals