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.

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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, 210 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, 382 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, 269 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, 117 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, 154 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 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
4.9 out of 5 average rating, 326 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!

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, 172 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.

Top 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, 442 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, 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 modern tiny home features an angled roof and large glass windows, allowing natural light to fill the interior. A spacious deck extends around the structure, complemented by a grassy area in the foreground, contributing to the serene surroundings.
Tiny home in Sugarcreek
4.99 out of 5 average rating, 110 reviews

The Alder

Our serene tiny home offers clean lines and airy spaces that invite you to unwind and rest. Experience a stay where simplicity and comfort blend together seamlessly, providing you with a delightful escape from the hustle and bustle of everyday life Whether you want to sit by the fire or go on an adventure, The Alder is your ideal destination. Located in the heart of Amish Country with many local attractions.

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, 288 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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Avg. price$117 SGD$131 SGD$99 SGD$124 SGD$129 SGD$133 SGD$128 SGD$126 SGD$129 SGD$112 SGD$101 SGD$116 SGD
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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 house rentals in Wheeling?

    Experience the best of Wheeling with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Wheeling have air conditioning?

    Absolutely! We offer over 10 apartment 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 $39 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 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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