Family-friendly holiday rentals in Portsmouth

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, firepit, 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.

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.

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.

Roosevelt Retreat II - 1BR Queen/1BA

Keep it simple at this peaceful 1 queen bedroom, 1 bath home with a sofa in the living room. The kitchen is furnished with a full size refrigerator, stove, and fully stocked coffee bar. This quiet, private home is 1 of 2 on the property and it is located at the back of the property. There are 2 flat screen TV’s in the bedroom & living room with high speed wifi. You will enter in the alley behind the house with 1 car parking available right outside your door. *** PET FEE APPLIES***

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.

Boulder Brook Cabin

Wonderful cozy guest cabin in the woods. Knotty pine living space with outdoor elements throughout. Open concept with beds/living room/kitchen all sharing the same space. Full stocked kitchen with Kuerig coffee bar ready to start your day off right! Covered front porch for sitting and enjoying the views. Parking at front door.

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!