Vacation rentals in Greenup County

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Top-rated vacation rentals in Greenup County

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Top guest favorite
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, 355 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.

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
4.96 out of 5 average rating, 51 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 favorite
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, 136 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 favorite
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, 34 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 favorite
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, 34 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 favorite
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, 37 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 favorite
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.
Apartment in Portsmouth
4.89 out of 5 average rating, 665 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 favorite
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
4.96 out of 5 average rating, 55 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.

Top guest favorite
A two-story house is depicted, showcasing a beige exterior with white trim and three symmetrical windows on the upper floor. A covered front porch features a white railing and steps leading to the entrance door. The lawn is manicured, providing a welcoming appearance.
Apartment in Portsmouth
5 out of 5 average rating, 47 reviews

Great location 2 bedroom apartment on SSU campus

The whole group will enjoy first floor level and easy access to Shawnee State University, historic boneyfiddle and local restaurants. This large 2 bedrooms apartment has all the comforts of home and will sleep up to 6 people. Perfect for Shawnee State athletic events and visiting parents. The Vern Riffe center is also just steps away. Off street parking. You may contact the host if you need more room for more guests to rent the upstairs apartment as well and do a package price .

Top guest favorite
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, 72 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!

Top guest favorite
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, 193 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 favorite
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, 209 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.

Popular amenities for Greenup County vacation rentals