Vacation rentals in Greenup

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Top-rated vacation rentals in Greenup

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Guest favorite

Cabin in Catlettsburg

4.99 out of 5 average rating, 222 reviews

The Cozy Cabin

Our "Cozy Cabin" getaway is located in a peaceful country setting. A creek & hillside is located behind the cabin (146 acres). Relax on our 2 porches and enjoy the view of our field with horses grazing and deer passing thru. We have added a fire pit, picnic table, & gas grill for your outside enjoyment. All the amenities for a relaxing stay close to Yatesville Lake (18 miles), Rush Off-Road Park (13 miles) & Giovanni's Pizza (5 miles). Tristate area KY/WV/OH can be in all within 30 minutes.

Guest favorite

Home in Ashland

4.86 out of 5 average rating, 245 reviews

Ashland Castle

This historical home was built in 1896 and was originally located on the corner of Winchester Ave & 17th St. In 1919, this home was moved, to it's present location, by oxen and rollers. Only 2 dishes broke during transport! There are beautiful stained-glass windows, large rooms w/ pocket doors and beautiful woodwork. First floor has a half bath and full of entertainment; No bedrooms. 2nd floor is living room, large kitchen, full bath and master bedroom. 3rd floor has a full bath & 4 bedrooms.

Guest favorite

Loft in Ashland

4.97 out of 5 average rating, 300 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.

Guest favorite

Cabin in Olive Hill

4.95 out of 5 average rating, 140 reviews

Cliffside Properties / Carter Caves Cabin Rental

Perched on the edge of the canyon at the entrance to Carter Caves State Park, our 3-story cabin easily sleeps 10. On our twenty acre preserve, there are 5 cave entrances and two caves that open into the State Park gorge, with many box canyons and waterfalls to explore. Whether you're enjoying the State Park's massive natural bridges, cave tours, horseback riding, swimming, fishing or kayaking on Smoky Lake or Tygarts Creek, our Cliffside Cabin rental is a great place to relax and explore.

Guest favorite

Home in Russell

4.98 out of 5 average rating, 288 reviews

Relax @ Rivertime w/a River & Bridge view + HotTub

No ABNB Service Fees! Rivertime is a waterfront experience on the bank of the Ohio river. Located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV. Once you make your way into the backyard you will quickly forget that you are in an Eastern KY residential area. The stunning view of the Ohio river & the Russell/Ironton bridge provides a mind blowing visual display. It’s often stated the view rivals the top landscapes & city skyline views from around the world.

Guest favorite

Guesthouse in South Webster

4.91 out of 5 average rating, 109 reviews

Beautiful Guest House

Relax with no worries at this peaceful place to stay. Located among world class hunting, great hiking and beautiful views, we offer this gorgeous 1 bedroom, 1 bath guest house. The front room has a couch and large tv with streaming services. Over 300 free channels. The gas log fireplace is great in the winter months. The large bedroom and closet located in the rear of the unit also offers plenty of room. Fully functional kitchen and bathroom along with a dining area.

Guest favorite

Home in Ashland

4.96 out of 5 average rating, 103 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

Guest favorite

Home in Ashland

4.93 out of 5 average rating, 126 reviews

Cozy 2 bed 1 bath home, minutes from everything!

The whole group will enjoy easy access to everything from this centrally located home. Brand new appliances will make the chef feel right at home. Watch TV on the 65 inch smart TV in the living room, or sit outside on the front or back porch to unwind. Less then a 5 minute drive to downtown Ashland/KDMC, and less then 10 to Camp Landing/Malibu Jacks. Make this house your home while you take in our small and lovely city.

Guest favorite

Tiny home in Portsmouth

4.97 out of 5 average rating, 148 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

Home in Ashland

4.9 out of 5 average rating, 213 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.

Guest favorite

Home in Portsmouth

4.93 out of 5 average rating, 137 reviews

Cabin on the courts: 2 Bedroom, quiet and clean.

Newly remodeled house nestled at the edge of the woods with everything you need to getaway, but only 10 mins from anything you need. Private, plenty of outside space for activities, and ready for your stay with full kitchen appliances, high-speed internet, YouTube TV, and washer and dryer.