Holiday houses in Shadyside

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Top-rated holiday rentals in Shadyside

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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 North Wheeling
4.89 out of 5 average rating, 215 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.

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, 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 lofted bedroom is featured with wooden walls and a spacious bed adorned with neutral bedding. A stylish freestanding bathtub is positioned by the window, while a wooden table holds magazines. Warm light emanates from hanging fixtures, enhancing the inviting atmosphere.
Cabin in Triadelphia
4.88 out of 5 average rating, 357 reviews

3BR Cabin on a Pond - Fish and Kayak, Dog Friendly

*PLEASE READ INFO BELOW RE WINTER VISITS! Luxurious, secluded cabin nestled in the woods lakeside on the shore of a private fishing pond with bass, bluegill, and catfish. Minutes from Oglebay Park and close to the city of Wheeling - but a private and unique in-the-woods experience. Wake to the sunlight and birdsongs, fish the pond, walk the trails, and browse the library. This place has everything you need and nothing you don't. This countryside escape on a converted farm is a treat!

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, 176 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, 462 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.

Superhost
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
4.88 out of 5 average rating, 150 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).

Top Guest favourite
Treehouse in Lewisville
4.94 out of 5 average rating, 154 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
4.91 out of 5 average rating, 302 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, 157 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
A modern kitchen is depicted with dark cabinets and granite countertops. Metallic appliances are included, along with a coffee maker and decorative shelving featuring plants and a sign. Ample counter space surrounds a gas stove, and recessed lighting adds brightness to the area.
Home in Wheeling
4.98 out of 5 average rating, 240 reviews

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 Shadyside holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Belmont County
  5. Shadyside