Holiday houses in Glenshaw

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Top-rated holiday rentals in Glenshaw

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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 functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in North Side
4.94 out of 5 average rating, 229 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Top Guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 292 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Guest favourite
The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.
Townhouse in Lower Lawrenceville
4.97 out of 5 average rating, 207 reviews

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

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 image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.
Apartment in Pittsburgh
4.98 out of 5 average rating, 170 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Top 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
4.94 out of 5 average rating, 190 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
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
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.
Apartment in Glenshaw
4.93 out of 5 average rating, 305 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 area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.
Guest suite in Friendship
4.89 out of 5 average rating, 437 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests 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).

Guest favourite
A cozy living room features a large red sectional sofa adorned with cushions. A round, dark wood coffee table sits on a light area rug, surrounded by two decorative bowls. A TV stand with a television and small plant adds functional decor, while an air conditioning unit is mounted on the wall.
Apartment in Millvale
4.96 out of 5 average rating, 186 reviews

*Comfy & Clean* 1BR Millvale apt

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! 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!

Top Guest favourite
A spacious living area features large arched windows that allow natural light to fill the room. Comfortable seating options include a green sofa and two tan armchairs. A wooden coffee table sits on a decorative area rug, with a vintage cabinet subtly displayed in the corner.
Apartment in Mexican War Streets
4.97 out of 5 average rating, 158 reviews

Modern Victorian Apartment - Quiet but walkable!

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 Glenshaw holiday rentals