Vacation rentals in Glen Osborne

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Top-rated vacation rentals in Glen Osborne

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern treehouse is nestled among tall trees in a wooded area, elevated above the ground. Large windows allow natural light to flood the interior while a private hot tub is positioned on the spacious cantilevered deck, offering a serene retreat in nature.
Cabin in Salem
4.98 out of 5 average rating, 750 reviews

The “Dreamcatcher” Treehouse with Private Hot Tub

The "Dreamcatcher" Treehouse is a unique secluded hideaway perched high above the scenic ravine and rolling creek. In an enchanted wooded setting, a winding gravel pathway leads to the whimsical rope suspension bridge entering the treehouse. Stunning views await from floor to ceiling windows, and the spacious cantilevered deck with oversized hot tub and glass fire pit. With upscale modern design featuring beautiful cozy interiors and comfort at every turn, your stay will be a welcome retreat.

Top guest favorite
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, 222 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 favorite
A spacious bedroom features a wooden bed with crisp white bedding and a decorative yellow accent pillow. A bedside lamp illuminates a dark wood nightstand. A tufted bench sits at the foot of the bed, and light streams in through a nearby doorway.
Apartment in Aspinwall
4.99 out of 5 average rating, 101 reviews

Aspinwall 1 bedroom Apartment

Newly updated 1 bedroom 1 bathroom apartment in the heart of the charming town of Aspinwall. Private exterior entrance with porch and patio, new kitchen, refinished original hardwood flooring, updated bathroom, living/dining room with decorative fireplace and 50” smart TV, spacious bedroom with queen, large closets and pocket doors all warmly decorated. 2 blocks from primary business streets for dining and shopping, under 10 minute walk to both UPMC St Margaret hospital and riverfront park!

Guest favorite
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
4.9 out of 5 average rating, 132 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.

Top guest favorite
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, 220 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 favorite
An inviting living space features a brown leather sofa and a window adorned with dark curtains. Natural wood paneling enhances the cozy atmosphere, while a small Christmas tree adds a festive touch. The open layout connects to a dining area with wooden chairs and table.
Cabin in South Park Township
4.99 out of 5 average rating, 103 reviews

The Lily Pad Cabin

Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Guest favorite
The exterior of a two-story brick residence is displayed, featuring a sturdy roof and a welcoming front entrance. Lush green lawns surround the home, with trees and other buildings visible in the background, suggesting a tranquil neighborhood setting.
Home in Ambridge
4.97 out of 5 average rating, 193 reviews

Historic District Comfort

Keep it simple, go back in time, at this 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. This is a comfortable restored historic home and 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.

Guest favorite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 408 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Top guest favorite
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
4.94 out of 5 average rating, 193 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.

Top guest favorite
The exterior of the red-brick duplex features a rounded entrance with a decorative arch and a blue front door. Symmetrical windows on either side are framed with shutters. A small staircase leads up to the entrance, which is set amidst a well-maintained outdoor area.
Apartment in Pittsburgh
4.98 out of 5 average rating, 132 reviews

A Retreat Above It All

This is a second floor apartment overlooking a large park-like lot in the close Pittsburgh suburbs. It has an eclectic mix of furnishings that makes it both cool and comfortable. Fully furnished and well-stocked with everything you’ll need for your stay - whether a weekend or a week. This unit can be combined with the downstairs unit for an additional bedroom and bath.

Guest favorite
A spacious living area is highlighted by a large, gray sectional sofa with a chaise. A wooden coffee table sits on a light area rug, complemented by two framed artworks on the white walls. Natural light filters through a window, creating a bright ambiance.
Home in Monaca
4.93 out of 5 average rating, 395 reviews

Key + Kin - Modern Rivertown Home

ENTIRE HOME, modern 2 Bedroom 1 Bath home centrally located in the small downtown Monaca area. Our warm, modern decor will be the perfect home away from home for you after a long day of work or play. We offer the privacy of a whole house, with little touches to make you feel at home. Come enjoy your own personal retreat in the heart of a quaint Pittsburgh river town.

Top guest favorite
A modern kitchen features a marble countertop with bar seating for two, equipped with sleek red stools. Wall-mounted lighting illuminates the area, while a television displays content. Kitchen amenities include a stovetop, refrigerator, and microwave, complemented by decorative plants and tableware.
Home in Sewickley
5 out of 5 average rating, 117 reviews

Green Street Guest House

Enjoy a stylish and comfortable experience at this renovated home located in the Sewickley central business district surrounded by shops, restaurants and entertainment. Full brick walls and radiant heat keep it warm in winter and cool in summer. Atmospheric accent lighting, original painted artwork and eclectic whimsical decor sets a festive tone for your stay.

Popular amenities for Glen Osborne vacation rentals