Holiday houses in Wheeling

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Top-rated holiday rentals in Wheeling

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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.
Apartment 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.

Top Guest favourite
The two-story house is framed by a large tree, set on a gently sloping lawn. Its exterior combines brick and wood elements, with a distinctive red front door. Surrounding greenery enhances the peaceful, natural atmosphere of the property.
Home in Wheeling
4.88 out of 5 average rating, 383 reviews

Wheeling home with a view away from everyone

It is a 200 year old 2 story house living room, dining room, kitchen, bath first floor, 2nd floor 3 bedrooms. Back porch off the 1st floor looks down over the hill. Quiet area with wildlife from rabbits, coyotes, and deer. Is a good place just to unwind. Lots of parking. You will have access to 110 acres if you like to walk around. We are very pet friendly. There are a few Great Pyrenees dogs who patrol the area to keep coyotes and other animals away from the houses. Not handicap accessible.

Top Guest favourite
Guesthouse in Wheeling
4.92 out of 5 average rating, 50 reviews

The Poplar One. Southern Hospitality in WV.

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. Feel free to stroll through the neighborhood sidewalks during the morning or evening or skip the traffic lights to see Oglebay's Festival of Lights!

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.
Apartment in Wheeling Island
4.83 out of 5 average rating, 271 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, 119 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
4.93 out of 5 average rating, 145 reviews

The Owl's Perch Treehouse

Special Holiday Pricing! Reconnect and Rekindle This Holiday Season. Escape to The Owl's Perch 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 Owl's Perch 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 Owl's Perch invites you to relax and reconnect.

Top Guest favourite
A comfortable seating area features a light gray sofa with decorative cushions, positioned against a backdrop of wooden beams. The space is brightened by string lights and has wall-mounted art, a mini air conditioning unit, and a small shelf adorned with books and plants.
Tiny home in Triadelphia
4.91 out of 5 average rating, 327 reviews

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!

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.

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.
Guesthouse in Cambridge
4.95 out of 5 average rating, 441 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 holiday rentals

When is the best time to visit Wheeling?

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Avg. price$137 AUD$153 AUD$116 AUD$144 AUD$150 AUD$155 AUD$149 AUD$147 AUD$150 AUD$131 AUD$117 AUD$135 AUD
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Frequently Asked Questions

  • Where should I stay in Wheeling?

    Make yourself at home in Wheeling by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Wheeling Island, over 10 vacation rentals in North Wheeling, and over 10 vacation rentals in South Wheeling.

  • Are there pet-friendly vacation rentals in Wheeling?

    Four-legged friends are welcome in Wheeling. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wheeling?

    Yes! Work meets play with ease at over 20 vacation rentals in Wheeling featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Wheeling?

    Wheeling has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Wheeling?

    Experience the best of Wheeling with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wheeling have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Wheeling. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wheeling have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Wheeling. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Wheeling?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wheeling

  • Total holiday rentals

    Explore 40 holiday rentals in Wheeling

  • Nightly prices starting at

    Wheeling holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Wheeling holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Wheeling rentals

  • 4.9 Average rating

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

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