Holiday rentals 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.

Island Getaway on Broadway-Agris Broadway

Quaint and cute apartment (duplex) for a comfortable stay located on Wheeling Island. You will have the entire first floor apartment to yourself. Please note that the apartment is located right next to the Wheeling Island Casino and Wheeling Island Stadium, walking distance to Suspension Bridge, downtown, and interstate. Feel at home in our quiet apartment, whether you are playing, watching, site seeing or just passing by. Enjoy Wheeling while staying at our beautiful place. We allow pets.

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.

The Royal Roost Treehouse

Special Holiday Pricing! Reconnect and Rekindle This Holiday Season. Escape to The Royal Roost at Owl Hollow, where the magic of the holidays comes alive. Cozy up amongst the glimmering Christmas lights and sip hot cocoa in the comfort of your arboreal abode. The Royal Roost Treehouse offers a one-of-a-kind luxury escape. Combining rustic charm with refined comfort. Whether you’re seeking a peaceful getaway or a romantic retreat, the Royal Roost invites you to relax and reconnect.

Dog-friendly Tinyhouse-Pond, Kayak, Grill, Firepit

Innisfree Farms' "Big Tiny" has full size comforts and a beautiful setting on our 70 acre farm. Get back to nature without giving up hot showers and A/C. The perfect countryside place to unplug (though TV and WiFi are available), cook out and relax by the fire. A combination of a rustic natural setting and your well-earned comforts. This tiny house has moved to a lakeside spot on our smaller pond -- AWD or 4WD vehicles will be needed in winter in the event of significant snow!

Relaxing one bedroom cottage backs up to OH River

Take it easy at this unique and tranquil getaway. This one-bedroom cottage offers amazing Ohio River views. Sit and relax on the beautiful back deck while you enjoy watching the barges float by. You can also see the upper side of the Pike Island Locks and Dam, so don’t forget your binoculars! The kitchen is fully stocked with necessary items. It can sleep up to 2 people comfortably (1 queen bed). Perfect for a couple (or small family) visiting family in the Tri-State area.

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.

Secluded Tiny “Ginseng House” Artist Retreat

WE ARE ON WINTER BREAK - CLOSED UNTIL MARCH 2026. "Ginseng House" - Our premiere off-grid tiny house! A hand-crafted work of art using our own sawmill lumber. Beautiful wooded setting surrounded by 180 acres of private land and two miles of beautiful Buffalo Creek to enjoy. One comfortable 12" queen in the loft and a fold out double bed love seat on the main floor. Extra guests may pitch tents for $10/night/person. Pets welcome - $35/pet - see pet policy.

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.