
Holiday rentals in West Middletown
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Top-rated holiday rentals in West Middletown
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Huge Reunion House, 70 acres dog-friendly trails
Sprawling countryside estate home on 72 acres of converted farm near Oglebay Park. Perfect for a large group, or family gathering. A private, carefree and relaxing escape. 4,000 sq.ft.+, 4BR, 5BA with chef's kitchen, living room, library, gym, and a great room. The pinnacle of outdoor living - outdoor HDTV, deck, and a garden patio. Enjoy a fenced yard with fire pit and play structure, perfect to bring the dogs, as well a grand front lawn and acres of trails, ponds, and woodlands to explore.

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.

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.

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.

The Cedar House
This 2 bedroom home sits on a friendly residential street in Steubenville and is equipped with everything you need for your stay. Two queen comfortable beds and pillows, professionally laundered with hotel style linens, a coffee bar, and three smart TVs and wi-fi. Close to everything in the Steubenville-Weirton area, including Franciscan University of Steubenville, hospitals in Steubenville and Weirton and The Pavilion at Star Lake amphitheater. You’ll feel right at home!

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.

The Lily Pad Cabin
Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

“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 Lighthouse" Renovated 2 BR Home by University
We loved restoring this space as a family, and we hope that you'll feel equally at home playing games or sharing meals here with your family and friends. Centrally located less than 1 mile from FUS, Kroger, and local restaurants, and only 13 miles (17 min) from Star Lake Pavilion. The vaulted ceilings and original chimney make the home spacious and cozy. We love living in Steubenville and we hope that staying here enhances your visit to our hometown, too!

Secluded Tiny “Ginseng House” 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.

The Loft
The Loft is located on our homestead, which was a fruit farm. The Loft is a three bedroom apartment set above a storage garage. There is a beautiful picnic area with a fire pit and plenty of room to relax. We hope you will have a pleasant stay at the Loft. You will find it fully furnished and ready for a "home away from home"

Updated and Stylish Victorian near W&J
Enjoy your stay at this charming Victorian home located only 3 Blocks from Washington and Jefferson College and minutes from downtown, shopping and restaurants. Drive just a few minutes further and you can get to Tanger Outlets, The Wild Things Stadium, Washington Hospital, Sarris Candy Fanctory, and The Meadows Casino.
Popular amenities for West Middletown holiday rentals
Other great holiday rentals in West Middletown

Sunset Serenade in the Country

The Pittsburgh Balcony House

Off Campus - King Bed!

Allegheny River Aqua Villa

Private Mt Lebanon Retreat Near Airport/Downtown

The Little House

The Lee Reynolds House

Cross Creek Springs-Secluded nature’s paradise
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Rappahannock River Holiday rentals
- Pittsburgh Holiday rentals
- PNC Park
- Carnegie Mellon University
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- University Of Pittsburgh
- Point State Park
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Petersen Events Center
- Stage AE
- Sri Venkateswara Temple
- Carnegie Science Center
- West Virginia University
- PPG Paints Arena
- Hollywood Casino at the Meadows




