Vacation rentals in Greenup

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Top-rated vacation rentals in Greenup

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

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Guest favorite
Home in Portsmouth
4.97 out of 5 average rating, 115 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!

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Guest favorite
An open concept living space features a sectional sofa with a coffee table, offering floor-to-ceiling windows that showcase city views. Modern kitchen appliances and a dining area with seating are visible. Sleek light fixtures enhance the welcoming atmosphere.
Loft in Ashland
4.95 out of 5 average rating, 380 reviews

Sky Loft on 10 . 2 bed . 2 bath + Modern luxuries

Lay your head in the clouds. Sky Loft on 10 is a brand new, state-of-the-art loft furnished with modern luxuries. It is conveniently located in the center of the city blocks away from downtown, Paramount Arts Center, KDMC, Central Park and the Ashland Town Center Mall. Tenth floor views and access to two private balconies provide stunning views of the city, riverfront and Tri-State area. Perfect for hosting or a relaxing getaway. Your next stay, retreat or celebration is just on the horizon.

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Guest favorite
Cabin in McDermott
4.86 out of 5 average rating, 519 reviews

Cabin bordering Tremper Mound Preserve

Nestled on 4 wooded acres along Pond Creek, this one of a kind cabin will certainly be a unique experience. Walls of windows blur the lines between inside and out, connecting you with nature in every room. The house is very open, with rooms winding around the central stone fireplace with varying levels. The kitchen is stocked with supplies for preparing your own meals, but downtown Portsmouth restaurants are just 10 minutes away. Outside are patios for relaxing and woods for walking.

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Guest favorite
The exterior of a charming house is displayed, featuring a combination of stone and siding. A covered parking area is visible alongside the driveway. Lush greenery and well-maintained landscaping surround the property, and the clear blue sky adds to the inviting atmosphere.
Home in Ashland
4.84 out of 5 average rating, 102 reviews

More on Moore Street!

Your family will be close to everything when you stay at our centrally-located 3 bed 2 bath house with LARGE fenced in back yard. Fully stocked kitchen awaits you, but the local restaurants and activities may keep you from the kitchen. 12” memory foam mattresses in each bedroom, 75” smartTV in living room, & 55” smart TVs in all bedrooms. Washer and dryer also! Town Center Mall, Central Park, and the Paramount nearby. Sandy’s Gaming and Rush Off-road in the area. Within 15 min of WV & OH!

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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
4.99 out of 5 average rating, 178 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.

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Top guest favorite
Home in Greenup
4.98 out of 5 average rating, 54 reviews

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.

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Top guest favorite
An enclosed deck offers a serene view of the Ohio River at sunset, with vibrant colors reflecting off the water. Comfortable seating arrangements invite relaxation, while a prominent bridge is visible in the background, enhancing the scenic atmosphere.
Condo in Russell
4.98 out of 5 average rating, 101 reviews

RiverSuite1-Experience the view w/a group of 10+

Relax by the river in this beautiful space that showcases a huge living room with a panoramic view of the Ohio River & Bridge. Walkout onto the enormous, covered deck to relax while you take in the mesmerizing view. Located less than a 1/2 mile away from the Downtown (DTR) where you can stroll along historic brick streets as you dine and shop at several unique spots. The view is often said to rival the world’s most beloved views.

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Guest favorite
A gray farmhouse is featured with a front porch supported by white columns. Two rocking chairs are positioned on the porch, facing the yard. The entrance is marked by a simple door with a wreath, and a television antenna sits atop the peaked roof.
Home in Kitts Hill
4.83 out of 5 average rating, 187 reviews

House in the country to just get away !

Farm house in the country . About 6 miles from Lake Vesuvius in Pedro , Ohio Large yard. Near a small creek . Great for hunters or if you just want to get away. The house has window air conditioners. There is a front porch where you can sit and rock or swing and just take it easy . There is WI-FI. And a landline for local calls or 911 There is a camper in the back yard that is rented also. Call or email me for more info.

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Guest favorite
Tiny home in Minford
4.95 out of 5 average rating, 283 reviews

Creekside Haven Tiny Home

Welcome to Creekside Haven! Tucked along a peaceful creek in Minford, OH, our cozy tiny home is the perfect getaway for couples, families, or traveling professionals looking for comfort and convenience. Relax by the fire pit, play a game of corn hole, swing in the hammock, or unwind inside with all the comforts of home! Pets are welcome with prior approval. Please note we can only allow small dogs (under 30 pounds).

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Top guest favorite
A well-equipped kitchen features light gray cabinetry and black countertops, complemented by a white tile backsplash. Essential appliances include a refrigerator, stove, and microwave. Shelves hold various pantry items and a bowl of bananas, while a sink area offers convenience for meal preparation.
Home in Ashland
4.9 out of 5 average rating, 304 reviews

COZY, QUAINT AND CLOSE TO TOWN!

COZY, QUAINT, AND MINUTES FROM DOWNTOWN. This is a newly remodeled three bedroom home. Very spacious with off street parking. All wood floors and nicely tiled shower. Two queen size beds in bedroom one and two. Bedroom three is vacant. Large eat in kitchen, washer and dryer, side and front entrance. Small private back yard.

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Guest favorite
The welcoming porch features a classic white rocking chair and a vintage yellow bicycle. A potted yellow plant and two colorful flower arrangements add charm. The door is adorned with a seasonal wreath, enhancing the friendly exterior.
Home in Ashland
4.89 out of 5 average rating, 361 reviews

Hampton Cottage

Newly renovated 2 story 2 bed 2 Bath located within 10 minute driving distance to Kings daughters Medical Center & Central Park. Perfect neighborhood for children to play or ride bikes. Within 10 minutes of Ashland Town Center and all major restaurants. Private off street parking in extremely family friendly neighborhood.

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Top guest favorite
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, 129 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.

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