Family-friendly holiday rentals in Wheeling

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. The Tiny sleeps three -- 2 in the lofted queen and 1 smaller person on the futon-style couch. AWD or 4WD will be needed in winter in the event of significant snow!

Family · Kitchen · Hiking

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.

Family · Kitchen · Laundry

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.

Kitchen · Family · Check-in

The Guest House on 8th - Apartment 1: Entire Apt

This cozy, updated apartment is in the heart of downtown Wheeling and is 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!

Kitchen · Indoor spaces · Condition

The Poplar One: Private Cottage & Garage

Only minutes away from Oglebay resort and waterfall, Wesbanco Arena, The Capital Theater, Centre Market and more, this quiet and cozy cottage is designed for you to come to and relax from your adventure. Located in the beautiful historic Woodsdale neighborhood, you will have access to a private garage with alley access and your cottage above. With privacy and a safe, very walkable neighborhood, this is perfect for single travelers, students, couples and smaller families.

Family · Kitchen · Checkout

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

Indoor spaces · Kitchen · Getting around

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.

Kitchen · Indoor spaces · Getting around

Secluded Tiny “Ginseng House” Artist Retreat

"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 frontage to enjoy. One very comfortable queen bed 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.

Kitchen · Family · Checkout

The Royal Roost Treehouse

Our property was recently featured in Ohio Magazine as one of Ohio’s Top 30 Experiences! Escape to The Royal Roost at Owl Hollow, where the magic comes alive. Cozy up with the ones you love in the comfort of your arboreal abode. 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.

Family · Kitchen · Parks

Bower Home Near Oglebay Resort

Bower: a pleasant shady place under trees Welcome to The Bower! This newly remodeled authentic log home with a gas fireplace is the epitome of cozy! Panoramic views can be enjoyed in the morning while perching on a large front porch enjoying a hot cup of coffee or tea, to a late evening of serenity while sipping a glass of wine with the feathered tenants of the season.

Indoor spaces · Family · Check-in

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.

Kitchen · Family · Walkability

The Guest House at Wild Sycamore Farm

Get out of town and relax in this peaceful cottage situated on our 54 acre family farm. The Guest House at Wild Sycamore Farm is just 15 minutes from Steubenville, Ohio (about 20 from Franciscan University) and just an hour from Pittsburgh. The guest house offers privacy and seclusion while still giving you views of our land, woodlands, and gardens.

Indoor spaces · Family · Backyard