Family-friendly holiday rentals in Wheeling

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Top-rated family-friendly rentals in Wheeling

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a brick apartment building showcases a vibrant red façade with yellow trim. Large windows invite natural light into the units. A staircase leads to the entrance, with decorative wrought-iron railings visible. The building features distinct architectural elements indicative of the Victorian style.
Flat in Wheeling
4.89 out of 5 average rating, 211 reviews

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.

Guest favourite
The exterior entrance to the apartment is marked by a welcoming sign reading 'Agris Broadway.' A small garden with colorful flowers and decorative greenery is visible alongside the staircase leading to the front porch, where red shutters frame the windows.
Flat in Wheeling Island
4.83 out of 5 average rating, 272 reviews

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.

Guest favourite
A cozy living room features a comfortable couch adorned with decorative pillows. A patterned area rug in blue and cream adds texture. Natural light fills the space through multiple windows, set in a calm green-painted room, enhancing the inviting ambiance.
Home in Wellsburg
4.76 out of 5 average rating, 100 reviews

Guesthouse on Genteel Ridge

Quiet, cozy cottage centrally located between Franciscan, Bethany, & West Liberty Universities! Two BRs boast one queen bed, one full, & a comfy sleeping couch in LR. Lots of natural light for reading, writing, & relaxing. Excellent restaurants within a 5 mile radius & many more slightly farther away! River access in downtown Wellsburg is just as close with plenty of nature trails and outdoor spaces in every direction! Star Lake Pavilion, Brooke Hills Park, and Oglebay within 1/2 hour.

Top guest favourite
A cozy bedroom is highlighted by exposed brick walls and large windows. A queen-sized bed is dressed in light bedding, complemented by a textured blanket. A wooden dresser and a small TV are positioned nearby, while a piece of art adorns the wall.
Home in Wheeling
5 out of 5 average rating, 120 reviews

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.

Guest favourite
Treehouse in Lewisville
4.97 out of 5 average rating, 155 reviews

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.

Guest favourite
A charming Cape Cod house is presented, featuring a symmetrical facade and light-colored siding. A decorative front door is complemented by a series of windows with shutters. Lush green vines frame the entrance, while a well-maintained lawn and flower beds add a touch of color.
Loft in Steubenville
4.94 out of 5 average rating, 145 reviews

Quiet Retreat in Friendly Village near Franciscan

Classic private loft suite with modern bathroom and parlor on the upper level of a beautiful Cape Cod house. Includes mini fridge, coffee maker, microwave, AC units and fireplace. In the Friendly Village of Wintersville, close to Franciscan University and highway 22. Short walk to shopping, restaurants and bus stop. Use of washer, dryer, and are kitchen available downstairs by appointment for additional fees. Games, books, baby gate, extra beds, bedding etc, are available on request.

Top guest favourite
A serene landscape captures rolling hills with autumn foliage displaying various hues. Two horses graze peacefully on a grassy area in the foreground, while a soft, colorful sunset stretches across the sky, blending blues and oranges.
Guest suite in Moundsville
4.97 out of 5 average rating, 156 reviews

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.

Top guest favourite
A tiny house made of natural wood blends harmoniously with the surrounding forest. A metal roof caps the structure, while large windows invite natural light inside. A wooden deck extends from the front, providing a welcoming entrance into the tranquil wooded setting.
Cabin in Wellsburg
4.99 out of 5 average rating, 218 reviews

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.

Guest favourite
A cozy living room features a gray sofa adorned with decorative pillows. Two armchairs are positioned beside a wooden coffee table. Soft lighting from a nearby lamp creates a warm ambiance. Light wood flooring complements the neutral color scheme.
Farm stay in Bloomingdale
4.92 out of 5 average rating, 119 reviews

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. This is a working homestead! The guest house offers privacy and seclusion while still giving you views of our land, animals on pasture, woodlands, and gardens.

Guest favourite
A spacious kitchen is illuminated by skylights, featuring wooden cabinetry and a large island with seating. A dining table with several wooden chairs is positioned nearby, while large sliding doors provide views of the outdoor seating area.
Home in Wheeling Island
4.91 out of 5 average rating, 290 reviews

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.

Guest favourite
A charming home with a welcoming front porch is captured, featuring white railings and steps leading to the entrance. Lush green grass surrounds the base, while nearby houses and the Ohio River are visible in the background under a clear blue sky.
Home in Powhatan Pt.
4.87 out of 5 average rating, 149 reviews

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!

Top guest favourite
An open-concept studio space includes a fully equipped kitchen with wooden cabinetry and a cozy living area. A gray couch and a light armchair are arranged around a decorative rug. Natural light enters through two small windows, complemented by neutral wall colors and exposed wooden beams.
Guest house in Cambridge
4.95 out of 5 average rating, 442 reviews

The Bunker House

This is a cozy studio concrete “bunker” house across the driveway from our residence. the Bunker has a private patio with a hot tub. It is located on an idyllic 35 acre property with two ponds that connects to Salt Fork State Park public land. We are located a few miles from the State Park entrance and Deerassic Park and close to I77 and I70.

Popular amenities for Wheeling family-friendly rentals

When is the best time to visit Wheeling?

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Avg. price$135 SGD$179 SGD$130 SGD$179 SGD$179 SGD$163 SGD$174 SGD$183 SGD$184 SGD$193 SGD$179 SGD$180 SGD
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Quick stats about holiday rentals that are family-friendly in Wheeling

  • Total holiday rentals

    Explore 20 holiday rentals in Wheeling

  • Nightly prices starting at

    Wheeling holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Wheeling holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wheeling rentals

  • 4.9 Average rating

    Wheeling stays are highly rated by guests – averaging 4.9 out of 5!