
Holiday rentals in Glen Osborne
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Top-rated holiday rentals in Glen Osborne
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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.

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!

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)
This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

Historic District Comfort
Keep it simple, go back in time, at this peaceful and centrally-located private residence. An Old Economy Gem overlooking the courtyard, on a one-way street in the heart of the Historic Old Economy in Ambridge, Pa. Quiet and quaint, this home has been redone back to its original finishes with upgrades on all new infrastructure and appliances. Conveniently located just off Route 65 North, 16 miles from downtown Pittsburgh, direct and easy commute.

Entire 2nd floor apartment in Pittsburgh
Welcome! Get comfortable in the 2nd floor apartment of this foursquare duplex in a quiet Pittsburgh neighborhood. Two free on-street parking spaces. 1 mile to shops, restaurants and a modern brewery in Bellevue. 5.5 miles (10-12 minutes) to Pittsburgh's bustling north shore, Steelers' and Pirates' stadiums, Carnegie Science Center, Rivers Casino, restaurants, bars, and nightlife. 15-20 minutes to downtown Pittsburgh and Point State Park.

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.

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!

Modern Victorian Apartment
This 3rd floor apartment is located in the heart of the Northside in Mexican War streets. It’s freshly renovated with a massive kitchen and living room/dining room. A block away from Commonplace Coffee and under 15 minute walk to just about everything, including Pirates, Steelers, Aviary, children’s museum, Federal Street, Western Ave and more! We love this neighborhood and you’ll love it too!
Popular amenities for Glen Osborne holiday rentals
Other great holiday rentals in Glen Osborne

Green Street Guest House

Grand on Grant

Bright and Beautiful one bedroom Cottage

Hemlock House, Modern farmhouse near Pittsburgh

Cozy & Convenient-close Airport & City + Nice Yard

Airport Bungalow

PIT Staycation Retreat with Pool House!

River Front Apartment
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Strip District
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Point State Park
- Narcisi Winery
- Guilford Lake State Park
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Reserve Run Golf Course
- 3 Lakes Golf Course
- Randyland
- Mill Creek Golf Course
- Green Oaks Country Club