Holiday houses in Glen Osborne

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Top-rated holiday rentals in Glen Osborne

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Top Guest favourite
A spacious bed dressed in soft linens is positioned against a neutral wall. A bedside lamp provides gentle illumination, while a small nightstand holds decorative items. A cozy armchair is situated nearby, enhancing the comfort of the private living space.
Apartment in Coraopolis
4.97 out of 5 average rating, 213 reviews

Moon Professional Living Suite B

Recently updated 1 bedroom 2nd floor efficiency apt. w/ everything you will need for a comfortable stay. We do have 2 Airbnb Apartments available. We follow all Airbnb standards to provide a safe, quiet, sparkling clean, comfortable experience for all & ask you do the same. Minutes from the airport & short drive to downtown Pittsburgh. Shopping & dining nearby. Perfect for out of town guests & business travelers. Live far from the airport & have an early flight? Come stay at Cozy in Coraopolis.

Guest favourite
A fully equipped kitchen features modern white cabinetry, sleek granite countertops, and stainless steel appliances, including a microwave and stove. A double-basin sink is positioned near the window, with essential kitchenware, plates, and glassware arranged on the counter.
Apartment in Shadyside
4.91 out of 5 average rating, 349 reviews

Upscale Double King Bed Suite ~ Steps from Walnut!

Upscale 2 bedroom/ 1 bathroom APT perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Two Memory foam king beds 🌟24/7 Guest Support ⭐️In-unt Washer/ Dryer 🌟Fully stocked & equipped kitchen ⭐️Sleeper sofa (Full) 🌟Pet Friendly (Most provide vaccination records) ⭐️Private entrance & front porch ⭐️Steps from popular Walnut Street!

Top Guest favourite
The exterior of a welcoming house displays a covered front porch with a wooden railing and a set of steps leading to the main entrance. Hanging planters adorn the porch, and a light brown door is centrally positioned under a gabled roof.
Loft in Sewickley
4.94 out of 5 average rating, 127 reviews

Sewickley Village

STUDIO APARTMENT on lower level of house. If you desire a cozy space with a convenient 1 block walk to Sewickley Village, this is your best choice. Easy walk to everything: grocery store, restaurants, sports bar, pharmacy, shops, library, YMCA. You have the entire space to yourself. This is a LARGE 1 ROOM studio apartment in my home. Total privacy and separate entrance. The two beds are: 1 Queen bed and 1 sofa that can be used as a full size bed. NOTE: you may hear foot traffic above.

Top Guest favourite
A private hot tub is illuminated in soft blue light, steam rising gently in the evening air. A nearby fence features string lights, contributing to the serene atmosphere. The scene suggests a relaxing outdoor space, ideal for unwinding after a day of activities.
Home in Columbiana
4.98 out of 5 average rating, 293 reviews

“The Thomas” House with Private Hot Tub

A picturesque countryside getaway with the convenience of shopping and restaurants nearby. If you love breweries, hot tubbing, golfing, cruising the neighborhood in a Model T golf cart, or just relaxing in a really cool house, this place is for you! Antiquing and open summer concerts minutes away. Comfort awaits in beautiful cozy interiors with vintage industrial vibe. With a touch of history and a lot of charm, your stay at “The Henry” will be a fun and welcome retreat.

Top Guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Apartment in Blawnox
4.91 out of 5 average rating, 504 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Guest favourite
A charming brick home is seen from the front, featuring a gabled roof and an inviting porch with white railings. A flag hangs prominently by the entrance, while a small yard with grass is adjacent. Air conditioning units are visible beside the home.
Home in Bridgeville
4.92 out of 5 average rating, 156 reviews

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

Superhost
A modern living area is presented, featuring a cozy couch with accent pillows and a stylish armchair. A wall-mounted TV is seen on a black console. The wooden floors and soft lighting create a calm environment, while a door leads to the kitchen area in the background.
Apartment in Deutschtown
4.79 out of 5 average rating, 135 reviews

Walk to NFL Draft | Downtown Pittsburgh & Stadiums

Welcome to your Lovitt Way home located in the North Shore, home to the 2026 NFL DRAFT—it's just 4 miles / 7 minutes by car to Acrisure Stadium and the North Shore DRAFT footprint. You get easy access to the DRAFT action; take a few minutes to come home and regroup in the same beautiful neighborhood. You can walk to museums, restaurants, and Acrisure Stadium, or take a Just Ducky Tours of the Three Rivers and Downtown Pittsburgh Come and cheer on your favorite NFL TEAM!!!

Top Guest favourite
The charming facade of the house is visible, featuring a welcoming front porch with a swing. A well-maintained garden with blooming flowers borders the entrance. The front door is flanked by decorative sidelights and a house number plaque, creating an inviting first impression.
Home in Sewickley
4.98 out of 5 average rating, 213 reviews

The Sewickley House: Historic Charm-Modern Comfort

The Sewickley House is a charming, completely remodeled house located in the heart of Sewickley's historic district - a short walk to the Village of Sewickley with unique shops and restaurants. Located on a quiet and quaint street, you can relax on the front porch swing or enjoy the private back patio during your visit. With modern amenities and a focus on comfort, this house is a destination or enjoy the city attractions with a 20 minute drive to downtown Pittsburgh.

Top Guest favourite
The exterior of a log cabin is presented, featuring a green metal roof and wooden pillars supporting a covered porch. Seating areas are arranged outside, surrounded by grass and lush trees, providing a serene and secluded environment.
Cabin in East Palestine
5 out of 5 average rating, 110 reviews

Michelle’s Log Cabin @ Horse Farm

Secluded and peaceful, with all the amenities of home. Enjoy a relaxing getaway in a log cabin Treats provided for horses . 1/2 mile walking trail loop Comcast WIFI, fire ring, gas grill, 3 TV’s . Super clean! Incinerator toilet Enjoy the sunrise over the pasture. *Please book for number of people on property *Must check/pay for pet at booking *Must keep off furniture/bedding! I look forward to making your visit, pleasant and memorable 🌸

Top Guest favourite
A spacious kitchen features modern appliances, including a stove and microwave, set against a backdrop of exposed brick. Ample counter space is provided by a mix of polished stone and wood surfaces, with an undermount sink positioned for convenience.
Loft in Allegheny West
4.99 out of 5 average rating, 121 reviews

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

Guest favourite
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Apartment in Glenshaw
4.93 out of 5 average rating, 310 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Guest favourite
A cozy living area is highlighted by a soft sectional sofa facing a mounted flat-screen TV. A white brick fireplace serves as a focal point, while natural light filters through window coverings. A circular coffee table displays books and a decorative bowl.
Home in Sewickley
4.91 out of 5 average rating, 127 reviews

Boxwood House | Sewickley Retreat + Hot Tub

Welcome to Boxwood House, your stylish retreat in Sewickley Village, one of Pittsburgh’s most charming neighborhoods. This fully private 3BR home features an inviting hot tub, cozy fire pit, and designer details throughout. Walk to cafés, shops, and restaurants, or unwind in the backyard after a day in the city - located two blocks from Sewickley Village and just 20 minutes to downtown and 15 minutes to PIT Airport.

Popular amenities for Glen Osborne holiday rentals