Holiday rentals in Glenshaw

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Top-rated holiday rentals in Glenshaw

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

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Top guest favourite
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 269 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!

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, 102 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 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.
Flat in Aspinwall
4.99 out of 5 average rating, 107 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!

Top guest favourite
Flat in Bloomfield
4.98 out of 5 average rating, 118 reviews

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

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, 160 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, 204 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, 126 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

Top guest favourite
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, 107 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 favourite
Townhouse in Pittsburgh
4.91 out of 5 average rating, 202 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.

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, 118 reviews

The Nest in the North Hills.

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. New updates, a dedicated work space, fully stocked kitchen, living room dining room and fenced back yard.

Guest favourite
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Flat in Glenshaw
4.92 out of 5 average rating, 331 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Guest favourite
A spacious living room features a comfortable sofa with textured cushions and a decorative yellow pillow. Two plush armchairs are positioned nearby, and a glass coffee table sits on a light-colored rug. Bright, patterned curtains frame a window, while artwork adorns the walls.
Flat in Millvale
4.9 out of 5 average rating, 145 reviews

*Spacious & Cozy* 1BR Millvale apt

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 that leads to the north shore, Heinz field, PNC park, etc is only 1 mile!

Popular amenities for Glenshaw holiday rentals