Holiday houses in West Middletown

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Top-rated holiday rentals in West Middletown

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Guest favourite
A light-filled living area features a spacious sectional sofa and a coffee table, complemented by decorative pillows and soft furnishings. A wall clock indicates the time, while a dining space with a wooden table is visible in the background, enhancing the open layout.
Townhouse in Pittsburgh
4.84 out of 5 average rating, 230 reviews

Spacious 3BR Retreat! Fire Pit & Free Parking!

Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

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.
Apartment in Wheeling
4.95 out of 5 average rating, 228 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!

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
4.91 out of 5 average rating, 323 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!

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, 432 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.

Guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Apartment in Beechview
4.94 out of 5 average rating, 211 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

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, 295 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.

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

"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 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, 164 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, 132 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, 128 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.
Apartment in Weirton
4.95 out of 5 average rating, 324 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

Guest favourite
A two-story handcrafted log home features a spacious deck, large glass windows, and a charming rustic exterior. Surrounded by greenery, the structure is set in a serene landscape with mature trees, showcasing the inviting setting of West Virginia.
Cabin in Wellsburg
4.87 out of 5 average rating, 143 reviews

Large Cabin getaway in the hills of West Virginia

Experience the beauty of West Virginia in this two story hand crafted log home, with rustic charm and modern touches. Bring the whole family and enjoy the secluded large yard and location far off the main road. Relax and reconnect.

Popular amenities for West Middletown holiday rentals