Holiday rentals with outdoor seating in Greenup County

Riverside Cottage

15 min from SOMC & KDMC. Escape to this cozy 2-bed/1-bath cottage tucked right along the scenic Ohio River. Perfect for a quiet getaway, this retreat offers peaceful views and a relaxing atmosphere steps from the water. Inside, you’ll find all the amenities you will need to relax & step outside to enjoy your morning coffee on the covered porch. Whether you’re looking for a weekend escape, a quiet writing retreat or a restful riverside getaway, this cottage offers the perfect spot to recharge.

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

Greenbo Lake Cabins-Fox Den

Welcome! Take it easy at this unique and tranquil getaway. On a 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!

Cozy cabin hideaway with kitchen 2.

This adorable cabin is within a popular campground resort with many amenities. Centrally located near several main travel routes, you'll find multiple options of nearby restaurants, local festivals, events and historical sites. Take a few days to explore the many attractions of nearby Country Music Highway or enjoy simple country drives to the many local historical sites in the area! We have the friendly family atmosphere and tranquility you desire. Come stay with us , you'll be glad you did!

Indian Run Cottage • Flatwoods KY

Enjoy the perfect blend of comfort, privacy, convenience, and modern style in this 3 bedroom 2 bathroom home just minutes from shopping and dining in Flatwoods KY. Featuring a beautiful kitchen with breakfast bar, upgraded appliances and furnishings, and clean, cozy beds. This home includes a dedicated work space with sleeper sofa and the full dining table seats four. Step outside to your private backyard and patio, perfect for morning coffee, evening drinks, or simply enjoying the fresh air!

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.

The Haven:Homey Loft in Cozy, Quiet Spot

Take it easy at this unique & tranquil getaway. This spacious, fully furnished 1-bedroom apartment & full kitchen is for traveling professionals, tourists, or a quick get-a-way for some rest & relaxation providing comfort, privacy, & convenience while in Ashland, KY. Enjoy a home away from home offering 1 queen bed, 1 full bed, workspace, cozy living room w/ smart TV & prime subscription, a breezeway with table, relaxing hammock chair, cafe lights, outdoor music available, & pretty views.

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.

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.

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!

Third Hollow Farm

Escape to privacy just 1 hour from Ashland, Maysville & Morehead, KY. Tucked away on 400 private acres, this secluded farm stay sleeps 6 comfortably — perfect for couples, friend groups, or a quiet work retreat. Strong Wi-Fi keeps you connected, while wide-open skies and fire pit evenings help you truly unwind. Perfect For: • Girls weekends • Family reunions • Birthday weekends • Couples traveling together • Wedding guest stays • Small retreats

Beaver Lake

Welcome to the farm! Step inside to find a modern farmhouse, that balances open gathering spaces with cozy nooks. Fully equipped kitchen, luxury bedding and high speed WiFi. Spacious room for indoor and outdoor entertaining. We have thought of everything, so you don’t have to. Tucked away on 200 acres of secluded comfort and serene privacy. Nestled at the end of a private drive, surrounded by a park like setting. It’s truly a hidden gem.