Family-friendly holiday rentals in Portsmouth

The Roundabout Retreat

Circle back to the "The Roundabout Retreat," a delightful 3BR home a heartbeat away from UK King's Daughter Medical Center. Perfect for families, this gem features a chef-ready kitchen, private fenced yard, plush king bed in a large master, new 58" TVs, office space, and a quaint dining room. Enjoy the convenience of our LG Washtower, a selection of board games for fun evenings, and decor that’s both elegant and welcoming. Your tranquil downtown haven melds style and convenience beautifully.

The Opal Cabin at Highland Hill

Take it easy at this charming A-frame cabin nestled in the foothills of Appalachia. Experience a relaxing and convenient stay on the edge of Waverly City limits. Our A-frame cabin is the perfect blend of rustic charm and modern comfort, providing you with an unforgettable getaway. As you step inside, you’ll be greeted by the warm and inviting ambiance of natural wood and large windows that bathe the interior in natural light. Relax in the hot tub & enjoy the scenic view from the balcony.

Cozy Farm Cabin

Authentic log cabin set on an equestrian horse show complex with a few modern amenities. This cabin offers a cozy feel with a small kitchenette and living space. A bathroom addition added to the first floor with a stand up shower. Upstairs offers two double beds. The stairs are original and steep. Plenty of parking available. Pet friendly space. Most weekends we have events at the facility and trucks, trailers and horses will surround the cabin. Located apx 10 miles outside of town.

Modern, upscale loft located in Portsmouth, Ohio.

Our loft has a separate entrance and private parking. We’ve created a cozy, elegant atmosphere with luxury bedding, LED fireplace, full internet connection, heat/air, and a fully stocked kitchen with all the pots, pans, dishes, and silverware you'll need. The Kitchen features a full-sized gas range, air fryer, full size refrigerator, microwave, and a coffee maker with K-cup and a coffee pot.

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.

Cozy Cottage on Coles

Cozy cottage with lots of character. Two bedrooms; 1 full bath Private driveway for off street parking. Fully stocked kitchen including but not limited to basic spices, foil, & containers for leftovers. Level backyard with patio & furniture. Walkable residential neighborhood. Convenient location for all our beautiful area has to offer.

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.

Historic log cabin

Authentic historic log cabin sitting on 6+ acres with a private pond. The cabin and its surrounding environment creates the feeling of being secluded yet you have the safety of neighbors. You’ll find this little hidden treasure to be your perfect getaway for fun and relaxation!

Fresh Remodel Modern-Home Walking Dist. 2 Hospital

Freshly Remodeled Home. Modern decor and features. Enjoy this cozy home, walking distance to the hospital and a short drive to restaurants & the heart of historic downtown Portsmouth. Note: Guests will have Street Parking in front of the home.