
Holiday rentals in Wheeling
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Top-rated holiday rentals in Wheeling
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

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.

Ackermann House/ Historic Victorian - Center Mkt !
* A charming and historic Victorian home on Chapline Row in a cozy private apartment suite. * A 2 block walk to Centre Market with amazing eateries, bars and unique local shops to browse. *Close to area attractions- Wesbanco Arena, the Capitol Theater and Heritage Port. *Easy access to highway makes surrounding attractions easily accessible. *Short drive to Ogelbay! *Traveling nurses and students welcomed. Close to Wheeling Hospital and Reynolds Memorial. Monthly discount available!

The Fern-A Boutique Stay In the heart of Wheeling
A boutique getaway nestled in a safe, walkable neighborhood near Oglebay Park, Wheeling Hospital, Wheeling University, and just minutes from downtown and the Capitol Music Hall. Discover local dining, unique shops, and outdoor activities nearby. This chic home offers 3BR, 2BA, a Traeger grill, electric fireplace, 50" HDTV, and high-speed WiFi. Ideal for families or golf groups, Perfect for visiting athletes, coaches, and those attending events at the Highlands Sports Complex.

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.

“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.

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, couples and smaller families.

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.

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.
Popular amenities for Wheeling holiday rentals
Other great holiday rentals in Wheeling

Sherwood Cottage - Renovated

Bearly Behaving

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

McCombs Farm Homestead

Adventure #2 North End

Log Cabin in Oglebay, Wheeling

Historic Market Plaza Overlook

Sweet Retreat Wheeling
When is the best time to visit Wheeling?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 SGD | $127 SGD | $135 SGD | $123 SGD | $128 SGD | $132 SGD | $127 SGD | $126 SGD | $128 SGD | $135 SGD | $105 SGD | $132 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
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 cafés, 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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,530 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!
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