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 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.
Apartment in Bellevue
4.97 out of 5 average rating, 140 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.
Apartment in Coraopolis
4.97 out of 5 average rating, 211 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 cozy living room features a fireplace adorned with artwork and decorative items. Blue patterned curtains frame two windows, allowing natural light to fill the space. A sofa, accent chair, and small table create a comfortable seating area, complemented by a vibrant rug.
Apartment in Bellevue
4.95 out of 5 average rating, 183 reviews

The Dandy Andy Warhol

This large 1 bedroom apartment, located on the 2nd floor of an owner-occupied 1925 Arts & Crafts building, is an ode to Pittsburgh’s own Andy Warhol. There are framed Warhol prints throughout, and the wonderful Warhol Museum is less than 10 minutes away by car (or 20 if you take the corner bus). ACRISURE STADIUM can be reached via car in 15 minutes by car, as can PNC Park and downtown Pittsburgh (or 20-30 minutes by bus). The apartment is within strolling distance of many restaurants and shops.

Top Guest favourite
A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.
Home in Pittsburgh
4.97 out of 5 average rating, 444 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

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, 119 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.

Guest favourite
A cozy sleeping area features a full-size bed adorned with a plaid blanket and decorative pillow. A small nightstand holds a lamp, while a shelving unit beside the bed provides additional storage. Natural light filters through the window with blinds, enhancing the room's warm ambiance.
Apartment in Ambridge
4.91 out of 5 average rating, 127 reviews

Cozy Private 2 Rm Apt near Pgh & Airport

Comfortable, private 2 room basement apartment in Ambridge. Several restaurants of various ehthnicities. There are 2 pharmacies and quaint shops. Old Economy Village features a museum telling of the Old Harmonists . There are outdoor gardens and several festival events held throughout the year. Old Economy area of Ambridge is in the historical district. Local parks with trails are listed in our Guidebook, along with other local attractions, churches and shopping.

Guest favourite
A cozy bedroom is presented with a wooden bedframe, dressed in layered bedding. Twin nightstands are positioned on either side, with a lamp on one. A ceiling fan and wall-mounted air conditioning unit add comfort, while a framed artwork enhances the wall above the bed.
Home in Conway
4.96 out of 5 average rating, 129 reviews

Charming Renovated Home

This centrally located house is close to the communities of Cranberry Township, Pittsburgh, and Sewickley. Our home has been completely renovated from top to bottom and is pristine condition. An open concept design is offered on the main level connecting the dining room, living room, and fully equipped kitchen. Also on the main level is a half bath for your convenience. Upstairs you will discover a full bath and 2 cozy bedrooms with beautiful vaulted beamed ceilings.

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, 211 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 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.
Apartment in Pittsburgh
4.99 out of 5 average rating, 212 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
The living area features a comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.
Apartment in Lower Lawrenceville
4.9 out of 5 average rating, 135 reviews

Pet Friendly with King Bed on Butler Street!

Located right in the heart of Lawrenceville on Butler St., you can't beat this location! Our 1st floor apartment is tastefully furnished and stocked for short term and longer term stays - perfect for living and working, or quick getaways! Our well appointed kitchen is great for cooking, our two desks are perfect for two work from home travelers, our cozy bedroom invites you to sleep in, and the living room's couch and smart TV invite you to relax!

Top 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, 170 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.
Apartment in Beechview
4.94 out of 5 average rating, 223 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