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, 435 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!

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, 278 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.

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
A red-brick facade showcases a Victorian-style building, featuring a prominent bay window above the entryway. Two entrance doors, one in dark green and another in brown, are flanked by large windows that allow natural light to illuminate the exterior.
Flat in Wheeling
4.93 out of 5 average rating, 245 reviews

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!

Guest favourite
The exterior of the cottage is shown, featuring a white siding facade with dark shutters on the window. A wooden deck is visible, providing access to the cottage. Lush green hills and a serene body of water are seen in the background, reflecting clear blue skies.
Cottage in Tiltonsville
4.9 out of 5 average rating, 175 reviews

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.

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, 460 reviews

“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.

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, 157 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 cozy tiny house is nestled in a vibrant field of yellow wildflowers, surrounded by lush green grass. The home, set against a backdrop of a thick forest, showcases rustic charm with its front porch and large windows reflecting the serene landscape.
Cabin in Wellsburg
4.98 out of 5 average rating, 240 reviews

Secluded Tiny “Wild Mustard” Art/Spiritual Retreat

WE ARE ON WINTER BREAK - CLOSED UNTIL MARCH 2026. "The Wild Mustard"- Secluded off-grid tiny house in Wild, Wonderful, West Virginia. Beautiful views. Quiet, peaceful valley. 180 acres of private land and two miles of beautiful Buffalo Creek to enjoy. Queen bed in loft and a double futon. Extra guests may pitch a tent by the creek for $10/night/person. One of the most wish-listed properties in West Virginia! (see below). Pets welcome $35/pet - see pet policy.

Guest favourite
A country cabin, painted in red, is set amidst greenery. Stairs lead up to a covered deck, which features handrails. The property is surrounded by trees, and a gravel path extends towards the cabin, inviting guests to explore the natural surroundings.
Farm stay in Holbrook
4.89 out of 5 average rating, 149 reviews

-Red Onion Cabin @ Cole's Greene Acres (No Fees)

Escape to Cole's Greene Acres Farm, an 800+ acre working haven for the perfect country retreat. Unwind in our private, cozy cabin amid serene landscapes. We delight in hosting and sharing our slice of heaven. Each stay includes: 1 doz. farm-fresh eggs, 5 Greene Acres Coffee Co. pods for the Keurig, and 10% off local businesses. Extra eggs & coffee available from your hosts (based on availability).

Guest favourite
A treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden staircase leads to a deck with a seating area, while a small stream flows nearby, bordered by rocky edges. Large windows create a bright exterior, enhancing views of the natural setting.
Treehouse in Lewisville
4.96 out of 5 average rating, 162 reviews

The Royal Roost Treehouse

Special Reconnect and Rekindle Pricing! 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. 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.

Top guest favourite
Cabin in Strasburg
4.98 out of 5 average rating, 363 reviews

Scandi Cabin•Hot Tub• 4 Electric Fireplaces•

The White Oak Cabin: Built in ‘22 •2 bed •2 bath •Hot Tub •Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft: •Workspace •1 Huge Sectional-room for 2 to sleep •50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country) 20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

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, 299 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.

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 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 £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!

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