
Holiday rentals in Pennsboro
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pennsboro
Guests agree: these stays are highly rated for location, cleanliness and more.

Milk House Cottage & Gardens
Cozy elegance in a "real" refurbished farm Milk House Cottage surrounded by gardens with an attached private patio and convenient self-check in keypad. Located within a Quaker & Old-World Amish area. Our country oasis has a cascading valley and big skies views, amid embracing seasonal gardens. Close to southeast Ohio's recreation, hiking, dining, history, and loads of serenity. The Milk House Cottage is a great venue to just unwind. A favorite venue for a friend's getaway or special occasion.

Emmy House nestled in the WV foothills
Come relax, unplug and enjoy nature! This peaceful cottage is nestled among the rolling hills of beautiful WV. It is a perfect place for a romantic getaway, meeting your best friends, a day with your doggies pet fees apply, hiking our trails, bring your ATV explore the backroads maps are available for your enjoyment. Cabin setup with reliable WIFI, so come work in a new enviroment where nature awaits you with a relaxing hammack, firepit, hottub, front porch and trails to explore!!

Sweet Sisters Manor
If you love to relax and enjoy the charm of an old gem, you'll love staying at Sweet Sisters Manor. Forget your worries in this spacious and serene home steeped in history and nostalgia. Our pet-friendly home has all the modern amenities, including a large private fenced-in yard that you or your pet will surely love. Sweet Sisters Manor sits beside a beautiful church that offers old world bell chimes. It is located close to great restaurants and shopping and only 3 miles from I-79.

Cozy Cabin in the Mountains
Cabin has a loft with a full & twin bed. There is a queen bed, full bath and kitchenette (microwave, coffee pot & mini fridge) on main level. Guests are welcome to use outside kitchen which has full fridge, gas, charcoal & flat top grill. There is also tables and outside shower on 15x40’ deck. The fire pit is great on those chilly mountain evenings. 10-20 mins. to historical Belpre, Marietta OH & Parkersburg WVA. Note: There is cell service in cabin but NO wifi. TV is antenna only.

Ohio River Cottage
This is an Ohio River front private cottage on 7 acres . This cottage has a bedroom, living room, bathroom with shower, large screened deck and a separate outer deck. There is also a grill on deck. This is a great place to escape from stress and just relax! This cottage has WiFi and a 55 inch flat screen satellite TV. Enjoy the river views and watch the wild life . Easy accessibility to the local shopping , Hospitals and Restaurants 10-15 minutes. Pet friendly with a small fee

The Farmhouse
If you are looking for a private, quiet yet close to Glenville. The FarmHouse is the place for you! The FarmHouse sits at the end of the road on 120 acers that you can explore. Sit beside the firepit while enjoying country evening air. The kitchen as everything you need to entertain. All linens are provided. There is WiFi so you can stay connect. 3 miles-Glenville Golf Club 2 miles-Glenville State University 1.5 miles-Sue Morris Complex .5 miles-Stores and Restaurants

The Moody Fox
***brand new hot tub*** A little two bedroom wooden cabin. Enjoy a crisp, cool morning with a cup of coffee. Enjoy the views of color changing mountains. Warm up in the hot tub under the stars. Have a nice warm cup of apple cider by the bonfire overlooking the mountains. Bring your atv and enjoy adventure riding in the back country of Wirt county. After a long day, cuddle up on the couch and watch a move in front of the fireplace. 4wd required a steep driveway.

Lambert’s Winery “Hang-over” Treehouse
This playful treehouse cabin provides amazing views with a cantilevered design and large windows overlooking the grounds of Lambert's Winery. Taste, tour and explore the winery grounds in this playful & unforgettable loft! The "Hang-over" is one of three rental cabins on the property and features a spiral tree staircase built from naturally resourced materials on the winery grounds, a loft bedroom, covered outdoor space, interior swings and amazing views!

Cherry Harmar Charmer
Keep it simple at this peaceful and centrally-located home in the Historic Harmar Village. Just minute's walk to all the tasteful dining, Historic Anchorage Mansion, bike/walking path on the Ohio River, and the unique downtown shopping. A fully stocked kitchen and a coffee bar are provided. Furry friends are always welcome as a fenced-in area is provided. This little home has been redone to ensure your stay is comfortable with all the amenities of home.

Peaceful country retreat
Enjoy complete peace and quiet while you reconnect with nature at this unforgettable country escape. Surrounded by the beautiful mountains of WV this is your perfect home base to explore local parks, hike the North Bend Rail Trail, or to just relax and watch the native birds and wildlife. If organic farming or beekeeping is your interest then here you'll discover a great opportunity to pick up some new gardening tips and ideas.

Renner Cabin- 2 bedrooms with hot tub & sauna
Beautifully placed cabin in wild & wonderful West Virginia. Secluded in a field with wild life at every corner! This cabin was gutted and remodeled over the past four years. Everything is modern and new all with a charming cabin vibe to it! The driveway is a pretty decent hill and is gravel. Check out our Instagram page @renner_cabin_wv

Chessie System Yellow Train Caboose & Amazing View
Completely remodeled C&O train caboose with a large deck and an amazing view looking over the Ohio river and West Virginia. A full size Murphy bed, original writing desk, the dining table is an old sleeper bed turned upside down and all the lights are original out of Pullman train cars No smoking inside the caboose. Thanks
Popular amenities for Pennsboro holiday rentals
Other great holiday rentals in Pennsboro

Erb'n Roots, a working farm

Cozy house on the river.

Rose Hill Cottage

Bears mountain getaway (Normantown, WV)

River's Edge Retreat

Guest House at Red Phoenix Ranch

Wells Inn Sistersville, Tyler County, WV

The Petite Retreat
Destinations to explore
- Washington Holiday rentals
- Charlotte Holiday rentals
- Gatlinburg Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Pigeon Forge Holiday rentals
- Cleveland Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Raleigh Holiday rentals
- Detroit Holiday rentals





