Holiday rentals in Glenshaw

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Glenshaw

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

1 of 1 pages1 / 1
Top guest favourite
An outdoor space is illuminated by soft string lights, featuring a hot tub surrounded by wooden decking. A gazebo with seating is nearby, and a fire pit is visible in the background, complemented by lush greenery and trees that create a private setting.
Home in Pittsburgh
4.95 out of 5 average rating, 134 reviews

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Guest favourite
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 364 reviews

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Guest favourite
A comfortable living area features a gray sectional sofa and a glass coffee table on a natural fiber rug. Framed artwork lines the wall, while a small dining area with a chair and table is visible in the background. Natural light filters through the window.
Home in Pittsburgh
4.8 out of 5 average rating, 128 reviews

The Nest in the North Hills.

*15% cost ⬆️ due to new Airbnb fees Sept 2026* Ample private parking, this home is close to everything in the North Hills of Pittsburgh and only 14 min from Downtown, Acrisure (Steelers) Stadium, and Pirates PNC Park. Walkable to La Roche University, minutes to UPMC Passavant Hospital, Ross Park Mall, North Park, McKnight Rd, and Rt. 19. 5.5 mi to the PA Turnpike. 9 mi to I-79. 7 mi to 279. Living rm, dining rm, kitchen, bathroom all on 1st floor. Second floor addition sleeping space. Fenced

Top guest favourite
The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.
Houseboat in Blawnox
4.99 out of 5 average rating, 114 reviews

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Top guest favourite
A bright living area features a green sofa centered on a light wood table, surrounded by two tan armchairs. A decorative rug lies beneath, and a vintage fireplace is positioned against the wall, complemented by a chandelier above, while natural light streams through a window.
Home in Millvale
4.97 out of 5 average rating, 162 reviews

Highly rated, 2bd/1.5 bath home/backyard/parking

Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.

Guest favourite
A cozy sleeping area is featured, showcasing a bed adorned with a decorative comforter in soft tones of beige and coral. A bedside lamp and a wooden nightstand provide functional décor, while an additional chair completes the space.
Guest suite in Gibsonia
4.92 out of 5 average rating, 206 reviews

Cozy Comfortable Retreat #1

Beautiful basement guest suite with a gas fireplace, full bath, kitchen with cooktop stove, mini refrigerator and microwave/convection oven. Enjoy off street parking in a quiet friendly neighborhood with outdoor patio. Close to shopping, restaurants, North Park and Hartwood Acres. Downtown Pittsburgh is less than 13 miles away which allows for easy access to all the sporting events Steeler games, Pirate games and Penguin games. Located less than 2 miles from the PA turnpike exit.

Top guest favourite
An open kitchen area features modern black cabinetry paired with white countertops and stainless steel appliances. Ample natural light filters through large windows, illuminating the space. An adjacent staircase leads to the upper level, while the living area is visible in the background.
Flat in Pittsburgh
4.99 out of 5 average rating, 139 reviews

Immaculate Double King Suite w/ Rooftop Terrace

Enjoy our immaculate 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Guest favourite
Flat in Avalon
4.93 out of 5 average rating, 123 reviews

Pleasant Getaway in Pittsburgh, PA

Escape to our cozy 2-bedroom unit in the Avalon borough of Pittsburgh, PA! Perfect for families or friends, this home offers a welcoming atmosphere with modern amenities. Enjoy a fully equipped kitchen, a comfortable living area, and a backyard for relaxation. Highlights: - Fully stocked kitchen for home-cooked meals - Close to restaurants, shops, and entertainment - 10 minutes from downtown Pittsburgh - 2 minute drive (7 minute walk) away from laundromat

Guest favourite
A cozy living area is presented with a brown leather couch adorned with decorative pillows. A wooden table sits in front, complemented by a green plant. Natural light streams in from sliding glass doors that open to a deck, while an abstract art piece decorates the wall.
Townhouse in Pittsburgh
4.91 out of 5 average rating, 204 reviews

Home Away From Home • Garage • Min to Downtown

Conveniently located just 10 minutes from downtown and within 15 minutes of major city attractions our home is the perfect for small groups looking to explore the vibrant city of Pittsburgh. With ample space for everyone to spread out and relax, our home offers a comfortable and inviting atmosphere. We offer premium amenities, including whole bean coffee, tea selection, soft towels, toiletries, and in-unit laundry (w/d) with laundry supplies provided.

Top guest favourite
A living area features a gray sofa and a colorful accent chair adorned with floral patterns. A dark coffee table sits at the center, with a subtle plant displayed. A large wall clock is mounted above the space, while a kitchen area is visible in the background.
Flat in Millvale
4.97 out of 5 average rating, 248 reviews

*Comfy Cozy Clean* 1stFloor 2BR apartment

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Millvale is a safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail is only 1 mile away & leads to the north shore, Heinz field, PNC park, etc.

Top guest favourite
A house sign reading 'The Bungalow' is mounted on grey siding, surrounded by modern geometric decor. A vintage-style light fixture emits warm light, casting a welcoming glow, while greenery is visible in the background, enhancing the inviting atmosphere of the entryway.
Home in New Kensington
4.99 out of 5 average rating, 302 reviews

Cozy Cottage Bungalow

(Formerly the “MidCentury Burrell Bungalow) Located only 30 minutes from the beautiful city of Pittsburgh, this newly renovated home is nestled in a quiet, dog & family friendly rural neighborhood. While the home is playground-adjacent & located just up the hill from the rails-to-trails along the Allegheny River, the backyard is fenced in & perfectly suited for families & furry friends alike.

Guest favourite
A spacious living area is highlighted by rich wooden beams and an inviting fireplace. Comfortable seating is arranged with a sofa and armchair facing the dining area, where a wooden table is visible. Warm lighting is provided by pendant fixtures above.
Home in Millvale
4.96 out of 5 average rating, 173 reviews

Vale House

Welcome to the Vale House. Old world charm with all the modern conveniences. Conveniently located in Millvale, close to all that Pittsburgh has to offer, Heinz Field, PNC Park, PPG Arena, Downtown Pittsburgh’s Cultural District, music venues and craft breweries. No local residents will be permitted to rent the home. No parties or events are permitted.

Popular amenities for Glenshaw holiday rentals