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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Superhost
Home in Portsmouth
4.97 out of 5 average rating, 113 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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Top guest favorite
A sign indicating 'Dragonfly Parking' is mounted on a tree, pointing to the left. The cabin, with light grey siding and vibrant green and pink doors, is visible in the background. Lush green grass and colorful garden decorations, including flamingo yard ornaments, can be seen in the foreground.
Cabin in Greenup
4.8 out of 5 average rating, 74 reviews

Sandyville- A Riverside Retreat!

Cozy stay on the Little Sandy River, this cabin is a perfect place for your next friend vacation or couples retreat! Minimally furnished but with everything you need to enjoy a cup of coffee and head outdoors. All cabin rooms share a porch & access to the open area under cabin where simple meals can be fixed. Each room has its own bathroom with shower. Backyard has a split level dock right on the river. Towels & linens provided. 2 Kayaks available with rental. Message us with PFD sizes needed.

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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
5.0 out of 5 average rating, 57 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!

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Guest favorite
Cabin in McDermott
4.86 out of 5 average rating, 517 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
4.85 out of 5 average rating, 99 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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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, 60 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.

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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, 177 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
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
5.0 out of 5 average rating, 78 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!

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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
A living room space features a brown sectional couch positioned around an extendable coffee table. Sunlight filters through windows adorned with white blinds, and a ceiling fan provides ventilation. Wall decor includes welcome signs and decorative metal wall art.
Home in Ashland
4.96 out of 5 average rating, 189 reviews

Roosevelt Retreat - 2BR, 2 Bath Craftsman

Charming, updated Craftsman in South Ashland which is 1 of 2 on the property (home located at the front of the property). You will find a 2 bedroom (1 king, 1 full bed/1 xl twin bed), 2 bath (one bathroom contains the washer and dryer), fully furnished kitchen, living room with sectional, and 3 flat-screen smart TV's. This is a quiet, residential neighborhood within a 10-minute walk of Putnam Stadium and a 5 -minute drive to downtown. NO SMOKING - NO ANIMALS

LocationFamilyBackyard

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, 100 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, 186 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.

LocationFamilyCleanliness

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