Holiday rentals in Wheeling

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Top-rated holiday rentals in Wheeling

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Guest favourite
The tiny house is set against a backdrop of a dusky sky, showcasing large windows that reflect warm light. Natural wood siding complements the blue front door, with a small staircase leading to the entrance. Surrounding foliage adds a touch of greenery.
Farm stay in Triadelphia
4.94 out of 5 average rating, 438 reviews

The Oculus Tinyhouse at Innisfree Farms

Innisfree Farms is a rural retreat in northern West Virginia with five dwellings on a 70-plus acre farm. The Oculus is the perfect country getaway for solos or couples. Everything you'll need and nothing you won't, including a comfy bed, a beautiful view, full facilities, and the great outdoors. Near Oglebay Park and Wheeling - but private, pet-friendly, and welcoming to all. One cozy bed - a perfect spot to read, hike, think, or just enjoy a campfire and the natural setting. Check our reviews!

Superhost
The exterior of a brick apartment building showcases a vibrant red faƧade 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 North Wheeling
4.88 out of 5 average rating, 216 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, 387 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.

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, 279 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
4.77 out of 5 average rating, 108 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, 129 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
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 464 reviews

ā€œLil’ Cabin on the Hillā€ w Hot Tub and Pool Table

ā€œLittle Cabinā€ 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 ā€œLittle Cabin on the Hillā€ will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

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, 159 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, 219 reviews

Secluded Tiny ā€œGinseng Houseā€ 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 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.

Top guest favourite
Treehouse in Lewisville
4.94 out of 5 average rating, 157 reviews

The Owl's Perch Treehouse

Special Reconnect and Rekindle Pricing! Escape to The Owl's Perch at Owl Hollow, where the magic comes alive. Cozy up with the ones you love 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.

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
4.9 out of 5 average rating, 305 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, 158 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!

Popular amenities for Wheeling holiday rentals

When is the best time to visit Wheeling?

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Frequently Asked Questions

  • What are the best places to stay in Wheeling?

    Popular areas for stays include the historically rooted downtown district, family-friendly neighborhoods near Oglebay Park, and spots around Centre Market. These locations make it convenient to explore local food, shops, and outdoor attractions.

  • What are the best things to do in Wheeling with kids?

    Children frequently enjoy the Good Zoo at Oglebay Park, hands-on exhibits at the Children's Museum, and picnics along the riverfront. Family-friendly festivals and playgrounds around Wheeling add extra fun throughout the year.

  • What are some of the best things to do in Wheeling?

    Explore Centre Market's shops and cafƩs, stroll through Oglebay Park, and catch a show at Capitol Theatre. Many visitors walk the Wheeling Heritage Trail or enjoy the history of the Suspension Bridge.

  • How is the weather in Wheeling?

    Wheeling has cold winters with temperatures from 21–36°F (-6–2°C), mild springs, and warm summers near 83°F (28°C). Expect moderate rainfall throughout the year—bring a light rain jacket and layers for changing conditions.

  • When is the best time to visit Wheeling?

    Late spring and early fall are often recommended for comfortable weather, blooming gardens, and community festivals. Winter brings the well-known light displays at Oglebay Park.

  • What are the best places to visit in Wheeling?

    Frequently suggested spots include Centre Market, Oglebay Park, Capitol Theatre, and the Wheeling Suspension Bridge. These sites blend history, outdoor beauty, and local culture.

  • What are some hiking trails in Wheeling?

    Wheeling has walking and hiking options at Oglebay Park, which features wooded paths and gentle inclines, and the Wheeling Heritage Trail along the riverfront. Urban trails often combine views of historic sites and nature.

  • What are some family activities we can do in Wheeling?

    Families can explore Oglebay Park’s gardens and zoo, discover hands-on exhibits at the Children's Museum, or relax along scenic riverfront paths. Seasonal events at Heritage Port often include kid-friendly music, food, and activities.

  • What are some of the best day trip ideas from Wheeling?

    Popular day trips include exploring covered bridges in the countryside, visiting locally run wineries, or hiking forested state parks around the Ohio Valley. Nearby historic towns and scenic drives feature Appalachian landscapes and local crafts.

  • Are there any pet friendly accommodations available in Wheeling?

    Many Wheeling stays welcome pets, especially options near city parks or neighborhoods with walking trails. Exploring the banks of the Ohio River with a dog is a favorite activity for many visitors and locals.

  • What are some local tips for visiting Wheeling?

    Locals often suggest exploring the farmer’s market at Centre Market and catching a riverfront sunset. Consider venturing into smaller neighborhoods for unique eateries, antiques, and Appalachian crafts.

  • What is Wheeling known for?

    Wheeling is recognized for its history as a gateway to the West, Victorian-era architecture, and its cultural diversity. The city is also known for regional festivals and scenic trails along the Ohio River.

  • What are the best hidden gems to explore in Wheeling?

    Discover quiet footbridges, locally run art galleries, and murals tucked around Centre Market. The city's lesser-known walking paths and historic churches offer a chance to experience Wheeling's heritage in a quieter setting.

  • What are the best foods to try in Wheeling?

    Wheeling is known for pepperoni rolls, locally baked breads, and Appalachian-inspired dishes. You can also explore traditional diners, family-owned pizzerias, and spots serving classic American or Eastern European comfort foods.

  • What should I bring for a trip to Wheeling?

    Pack layers in any season, as temperatures vary from chilly winters near 20°F (-6°C) to warm summers around 80°F (27°C). Comfortable walking shoes, rain gear, and a camera will help you enjoy urban parks, local trails, and historic architecture.

  • What is the nightlife in Wheeling like?

    Wheeling has a laid-back nightlife scene, with locally rooted pubs, live music venues, and theaters around downtown and historic districts. Many venues highlight Appalachian folk, jazz, or local entertainment.

  • What are the most popular events or festivals in Wheeling?

    Wheeling is often recommended for seasonal festivals like the Oglebay Winter Festival of Lights, summer music events, and cultural celebrations at Heritage Port. Special events frequently center around holidays and highlight local music, food, and traditions.

  • Are there family friendly vacation rentals in Wheeling?

    Wheeling has a range of vacation rentals that frequently include family-friendly amenities, such as multiple bedrooms or outdoor space. Look for accommodations near green spaces or locally loved neighborhoods to make family outings easy.

Quick stats about holiday rentals in Wheeling

  • Total holiday rentals

    Explore 50 holiday rentals in Wheeling

  • Nightly prices starting at

    Wheeling holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Wheeling holiday rentals include wifi 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!

  1. Airbnb
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