Holiday rentals in West Middletown

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Top-rated holiday rentals in West Middletown

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Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 285 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Top guest favourite
An open kitchen and dining area features wooden cabinets and appliances, including a refrigerator and stove. A round wooden table is surrounded by four chairs, and a ceiling fan provides light overhead. A doorway to the left leads to another space, enhancing the room's accessibility.
Flat in Chester
4.94 out of 5 average rating, 154 reviews

Lovely 1 bedroom duplex with free hi speed wifi

This 1 bedroom apt is centrally located between Pittsburgh PA and Youngstown OH just off Route 30 Lincoln Highway just 27 minutes from Pittsburgh Intl airport. A brand new Dollar General store within walking. Brand new mattress Jan ‘25 Just 20 minutes to Monaca PA Cracker plant and just 15 minutes to Ergon or Shippingport PA Mountaineer is just 10-15 mins away. Easily sleeps up to 3-4 people. Both sides of duplex can be booked as long as not previously booked for your travel date

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.
Flat in Wheeling
4.94 out of 5 average rating, 232 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!

Guest favourite
Double glass doors are framed by flowing curtains, revealing a cozy bedroom space in the background. A decorative wreath hangs at the center of the doors, adding a gentle touch to the inviting entrance.
Home in Steubenville
4.9 out of 5 average rating, 104 reviews

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!

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, 436 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 spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.
Guest suite in Friendship
4.89 out of 5 average rating, 426 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

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.
Flat in Beechview
4.94 out of 5 average rating, 214 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 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 cozy bedroom features a full-size bed with fresh linens, a bright yellow accent blanket, and decorative pillows. The wall is painted in a warm yellow hue, complemented by blue accent decor. Shelves hold tasteful items, while natural light flows through the window adorned with soft curtains.
Flat in Carnegie
4.91 out of 5 average rating, 155 reviews

Master Suite central to PGH and Airport Top 5%B&B

Welcome to Birds&Bees — Your cozy escape just 7 minutes from Pittsburgh! Unwind in this modern, pet-friendly retreat featuring a dreamy bed, comfy sectional, and a fully stocked kitchen with free snacks and drinks. Perfect for couples, solo travelers, or small families—comfort, style, and convenience all in one place. 📍 Ideal location 🐝 Themed interior 🐶 Pet friendly ✨ Modern touches

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, 168 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, 135 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 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, 326 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