Holiday rentals in Glen Osborne

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Top-rated holiday rentals in Glen Osborne

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Top guest favourite
A spacious living area is furnished with a large sectional couch and a coffee table. Natural light floods in through three windows, and a ceiling fan is mounted above. Decorative wall art and woven wall hangings add texture to the neutral-toned walls.
Flat in Bellevue
4.97 out of 5 average rating, 124 reviews

Desert Chic close to the city!

This 2nd floor two bedroom apartment is newly renovated, stylish and spacious. Tons of natural light shines through in every room to brighten your experience in this trendy neighborhood only minutes from downtown Pittsburgh. Conveniently located only 1 block from shops, a brewery, a bakery and multiple restaurants, as well as less than 10 minutes to Downtown Pittsburgh’s North Shore. This desert themed apartment will provide you with a comfortable convenient stay. Off-street parking is provided.

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.
Flat in Coraopolis
4.97 out of 5 average rating, 207 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.

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, 208 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.

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
4.93 out of 5 average rating, 104 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 cozy sleeping area features a spacious bed adorned with a blue and yellow patterned duvet. Natural light enters through the windows, complemented by light curtains. A decorative area rug adds warmth, and a small seating area with a chair is visible next to a wooden dresser.
Flat in Pittsburgh
4.99 out of 5 average rating, 235 reviews

The Bellevue Suite *Free parking 10mins to dwntwn

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 3rd floor unit in my 100+ year old four-square home. It has a private entrance with a Keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Top guest favourite
The entrance of the cottage is highlighted by a welcoming set of white stairs leading up to a covered porch. Lush green grass surrounds the path, while colorful flowers are seen along the base of the home, adding a touch of vibrancy to the exterior.
Home in Sewickley
4.94 out of 5 average rating, 87 reviews

Bright and Beautiful one bedroom Cottage

Beautiful one bedroom cottage within walking distance to Sewickley Village and just 20 minutes from downtown Pittsburgh. This property is impeccably clean, well maintained, and loaded with amenities. You'll find everything you need for your stay and enjoy 2 smart TV's, gas fireplace and wood burning stove, marble bathroom with whirlpool tub, private fenced back yard, large patio, fire pit, washer and dryer, central air and heat, baby grand piano, complete kitchen, and many extras.

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, 207 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.

Guest favourite
Home in Sewickley
4.9 out of 5 average rating, 52 reviews

Cozy Sewickley Village Getaway

Nestled in the heart of the Historical Sewickley Village, this property offers a stylish and comfortable stay with recent upgrades and prime amenities. Explore Sewickley Village's delights, with tree-lined streets, unique boutiques, and delicious local cuisine. Conveniently located, this property offers easy access to nearby attractions, making it an ideal base for exploring Pittsburgh, or a relaxing getaway! Book now for a delightful blend of comfort and charm!

Top guest favourite
The exterior of a brick building showcases a distinctive round turret topped with a slate roof. A blue front door, framed by an arched window, is highlighted by the warm tones of the surrounding brickwork. Symmetrical windows and decorative light fixtures add to the structure's charm.
Flat in Pittsburgh
4.99 out of 5 average rating, 204 reviews

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

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, 420 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
The exterior of a charming Cape Cod-style home features a welcoming front entrance with a decorative door and sidelights. Flanking the entrance, two neatly trimmed hedges are visible, and a flag decoration adds a festive touch. The home is set against a backdrop of overcast skies.
Home in Ambridge
4.93 out of 5 average rating, 149 reviews

Relax at Yellow Mellow

Relax at Yellow Mellow, a cozy home in a quiet neighborhood. Just a short drive to Pittsburgh (18 miles), Cranberry (12 miles), Sewickley (5 miles) and I-79. This older home has charm and character. Three bedrooms and two baths provide space to spread out. Dining room with seating allows for family meals with fully equipped kitchen. Rest and recharge from the porch swing, or relax in the fenced in yard with fire pit and covered patio.

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, 208 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!

Popular amenities for Glen Osborne holiday rentals