Holiday houses in Benwood

Suite Retreat

A Perfectly Imperfect Gem! Step into a slice of history with our charming upstairs apartment — she’s over 100 years old, full of stories, and aging gracefully. Think of her like your favorite old sweater: cozy, familiar, and full of character. This isn’t your cookie-cutter stay. Our suite is roomy, cozy, and safe — with a slanted hallway that adds just the right amount of personality! She may have a few blemishes, but don’t we all? What she lacks in polish, she makes up for in warmth and charm.

The Guest House on 8th - Apartment 2: Entire Apt

Cozy apartment in the heart of downtown Wheeling, within walking distance to restaurants and businesses. One block brings you to the scenic Heritage Walking Trail along the Ohio River. With easy access to I-70 it's the perfect stop-over if you're on your way through town, but if you're planning on a longer visit it's also a comfortable and convenient place to stay while visiting family or friends or just exploring our fun small town. We'd love to host you! Note: 2nd fl apartment w/ no elevator.

Huge Reunion House, 70 acres dog-friendly trails

Sprawling countryside estate home on 72 acres of converted farm near Oglebay Park. Perfect for a large group, or family gathering. A private, carefree and relaxing escape. 4,000 sq.ft.+, 4BR, 5BA with chef's kitchen, living room, library, gym, and a great room. The pinnacle of outdoor living - outdoor HDTV, deck, and a garden patio. Enjoy a fenced yard with fire pit and play structure, perfect to bring the dogs, as well a grand front lawn and acres of trails, ponds, and woodlands to explore.

Luxe Centre Market 3br Rowhouse

You won't find anything else like this in Wheeling! Located on an up-and-coming street in the eclectic, vibrant and very walkable Centre Market district. This exquisitely renovated rowhouse balances charm and character with swanky, modern, livable style. Walk to festivals, eateries, bars, wineries, shops, etc. Easy access to highways. Abundant free on-street parking. There's a fenced back yard which is shared with the adjoining rowhouse. Enjoy the firepit, the patio or relax on the deck.

Parker's Hideaway

Colorful and cozy, this upstairs apartment is centrally located just blocks from downtown Bridgeport, Ohio but feels a little bit like the country nestled in a quiet, friendly neighborhood. Situated next to the Ohio river, you are only a trip across one of her beautiful bridges away from historic Wheeling, West Virginia. Wheeling Island is known for the Wheeling Island Casino if you feel lucky. Also, close to gas stations, grocery stores, restaurants, and much more.

Grand By Design Farm Guest Suite

We love everything about our hillside home next to Grand Vue Park and enjoy how much our guest love it too. This space was designed with love and attention to detail. The extremely spacious suite with private entrance has a beautiful covered deck overlooking our hillside pasture and the wooded land behind us. An entire wall of windows offer perfect views. Many guest say the King size bed is most comfortable they have ever slept in . The bathroom is simply dreamy.

The Gibson House!

The whole group will enjoy easy access to everything from this centrally located place. Wheeling casino, Ogelbay, Wheeling Park, 6 Golf Courses, and multiple restaurants are just a short drive away from this location. A few things are on the property. 1. Fishing poles are under the back porch. Feel free to use. 2. There is usually firewood on the side of the house. Feel free to use.

Cozy home overlooks Ohio River

This cozy family home overlooks the Ohio River and offers the best view during all four seasons. Our small, friendly town offers a marina & boat launch, a golf course, restaurants & food trucks, along with a park & pool. Our location is within 25 minutes from the best amenities that the Ohio Valley has to offer. This is also a great place to stay for those traveling for work!

Cozy and Comfy - 2 bedroom, 2 full baths.

Enjoy a stylish experience at this newly renovated single level house. Its convenient location in the beautiful West Virginia panhandle offers a short commute to both Pennsylvania and Ohio with many options for food, fun, and shopping. The home offers: wifi, a smart TV (no cable), exterior security cameras, keyless entry, a fully equipped kitchen, and washer/dryer.