House holiday rentals in North Shore, Pittsburgh

5 out of 5 average rating, 108 reviews

Luxury Mountainside with Spectacular Views

Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

4.93 out of 5 average rating, 168 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.

4.95 out of 5 average rating, 116 reviews

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Top Guest favourite

Home in Mexican War Streets

5 out of 5 average rating, 114 reviews

Free Parking | 2 King Beds | Kid & Gamer Friendly

Historic, colorful, and well stocked, our home is a perfect getaway for families & friends. With a "you're at home!" kitchen, games, books, music, art supplies, and playful décor, you'll immediately walk in & feel at home. With high speed internet & two desks, working from home is a dream. Don't wait - book today! Located in a quiet area on the North Side, you're only a 2 minute walk to the Mattress Factory & Randyland, 3 blocks to Commonplace Coffee, and a ~15 minutes walk to the stadiums!

Top Guest favourite

4.97 out of 5 average rating, 412 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.

4.92 out of 5 average rating, 279 reviews

*e Studio Mt. Washington short walk to Grandview!*

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

4.95 out of 5 average rating, 440 reviews

Spectacular Skyline Views - Luxury 2 Bedroom

Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

Top Guest favourite

4.99 out of 5 average rating, 112 reviews

Walk Acrisure 10 Mins/PNC Park in 20! FREE PARK

**INQUIRE regarding NFL Draft 2026 – serious inquiries only! : ) This charming home is a 10-MINUTE WALK from ACRISURE STADIUM on a tree-lined street in North Side’s Allegheny West. Off-street parking in a private lot. The home sleeps six with a king bedroom, queen bedroom, and a second living area that converts into a private queen bedroom. Only 20 minutes to PNC Park—ideal for sports fans. A cozy wine bar is just steps below, perfect for unwinding after events and exploring the city.

4.96 out of 5 average rating, 104 reviews

Home in Troy Hill

The View*Sleeps 6* City Home

Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

4.94 out of 5 average rating, 131 reviews

Eclectic Historic Sunny Vista Home with City Views

Take it easy at this unique and tranquil getaway. This wonderful home is in the community of Pittsburgh’s best kept secret, historic Fineview. Enjoy magical sunsets and fireworks displays right from the front yard. This home has views of PNC Park and the North Shore It is just minutes to Downtown, AGH, North Shore dining and activities. Easy access to I-279 and the parkway. Get your exercise on the nearby fitness trail, recreation area or explore beautiful Riverview Park.

4.96 out of 5 average rating, 142 reviews

Home in Troy Hill

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

Walk in and say woah! This beautifully restored 1900s farmhouse-styled elegant row home features original wood floors, high ceilings, timeless styling, two amazing outdoor spaces, and more! You'll love the well stocked kitchen, the quality beds, and all of the amenities you'd expect and then some. The third floor features a projector / theater room, while the second floor features three bedrooms, perfect for groups of friends or growing families. We're also kid friendly!