Holiday rentals in West Middletown

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Top-rated holiday rentals in West Middletown

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Top guest favourite
A retro-inspired kitchen is equipped with mint green appliances and sleek white cabinetry. Countertops are complemented by a backsplash of white tiles, while natural light enters through a window with horizontal blinds. A dining table is positioned nearby, enhancing the kitchen's functionality.
Bungalow in Carnegie
4.97 out of 5 average rating, 216 reviews

Groovy Retro Get-Away

With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

Guest favourite
A cozy living room features a comfortable couch adorned with decorative pillows. A patterned area rug in blue and cream adds texture. Natural light fills the space through multiple windows, set in a calm green-painted room, enhancing the inviting ambiance.
Home in Wellsburg
4.76 out of 5 average rating, 100 reviews

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.

Guest favourite
A serene pond is surrounded by lush greenery and trees, reflecting the sky and nearby landscape. A wooden dock extends into the water, providing a perfect spot for fishing. The gentle slopes of the terrain create a tranquil natural setting.
Cabin in Triadelphia
4.88 out of 5 average rating, 355 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 entrance features a covered porch with two black chairs positioned on a geometric-patterned rug. Double glass doors with decorative wreaths provide access, and the surrounding area showcases neat landscaping, including well-maintained shrubs and a stone wall.
Flat in Canonsburg
4.98 out of 5 average rating, 204 reviews

Brush Run Cottage

A comfortable private lower level (no stairs) apartment in the lower level of our home. We are in a country setting near interstate 79. Casual decor in a private space. Attractions 10-25 minutes of this location include: Key Bank Pavilion, Montour Trail, Southpointe Business Park, Southpointe Golf Club, dining, Meadows Racetrack and Casino, Tanger Outlets, Cemetery of the Alleghenies, Washington & Jefferson College as well as all of the attractions downtown Pittsburgh has to offer.

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, 445 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 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.

Top guest favourite
A cozy living area features a round wooden dining table with four chairs and a patterned couch. The kitchenette is backed by wooden cabinetry, with appliances visible. Light filters in through a window, highlighting the slanted ceiling and creating an inviting atmosphere.
Guest suite in Steubenville
4.93 out of 5 average rating, 305 reviews

The Loft in Steubenville

This efficient guest suite is located in the heart of Steubenville (17 miles/20 min. from Star Lake Pavilion). Separated by a hill from our family home, the loft provides a simple place to rest after a long day of travel, work, conferences, or whatever may bring you to Steubenville! We built this guest space above our work garage with visiting family in mind, and we hope you'll feel equally at home as our guest.

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, 290 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.

Top guest favourite
A bright kitchen is equipped with modern appliances, including a microwave and stove. White cabinetry complements the neutral countertop. A window allows natural light to illuminate the space, with a decorative towel and colorful accessories adding a touch of warmth.
Loft in Burgettstown
4.97 out of 5 average rating, 170 reviews

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"

Top guest favourite
A modern kitchen features sleek white cabinetry and a granite island with a decorative bowl of white objects. Stainless steel appliances, including a microwave and stovetop, complement the design. Natural light floods the space through a window with a view of the neighborhood.
Home in Washington
4.95 out of 5 average rating, 139 reviews

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.

Guest favourite
A welcoming exterior view of a two-bedroom home is presented, featuring a front porch with steps leading to a grassy yard. Flanking the porch are well-maintained shrubs, with the surrounding residential architecture visible in the background. The sky is partly cloudy, adding to the serene setting.
Home in Weirton
4.9 out of 5 average rating, 135 reviews

Orchard

This 2 bedroom home sits on a friendly residential street in Weirton and is equipped with everything you need for your stay. Comfortable beds and pillows professionally laundered with hotel style linens, a coffee bar, and smart TVs and wi-fi. You’ll feel right at home in this clean & comfortable space!

Guest favourite
A cozy sleeping area features a spacious bed with a light-colored quilt draped over it. A small bookshelf resides against the wall, complemented by a black lamp on a nightstand. Soft lighting creates an inviting ambiance, with a decorative window covering adding character.
Flat in Weirton
4.94 out of 5 average rating, 331 reviews

Private, cozy and quiet (now full kitchen)

Great for singles, a couple or up to 4 people Clean, private entrance on the side deck with use of the deck and grill. NEW UPDATED FULL KITCHEN pots, pans, microwave, indoor grill, coffee and tea station, utensils, backwater etc. Comfy bed! Amazing water pressure in the shower. Plenty of room

Popular amenities for West Middletown holiday rentals