Family-friendly holiday rentals in Mount Washington

An outdoor seating area features a comfortable sofa set near a propane fire pit, illuminated by string lights above. The view showcases the city skyline at night, with buildings and reflections glittering in the water, creating a serene urban backdrop.

5.0 out of 5 average rating, 146 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!

4.99 out of 5 average rating, 112 reviews

A modern living area is showcased with a dark blue accent wall. A large flat-screen TV displays mountain scenery above a stylish console table. A decorative plant adds a touch of greenery, while a clock is positioned above the staircase, enhancing the contemporary design.

Home in Pittsburgh

Terry’s Place

~Newly updated duplex ~Fully equipped kitchen with all new appliances ~Spacious 4 bedroom 2 bathrooms ~Located the heart of Pittsburgh in the neighborhood of Mt Washington ~20 minute drive to the Pittsburgh International Airport ~6 minute drive to downtown ~10 minute drive to: PPG Paints Arena Acrisure Stadium PNC park David L. Lawrence Convention Center Duquesne University ~12 minutes drive to the University of Pittsburgh ~2 blocks away from the historic overlook of the city & Duquesne Incline

4.95 out of 5 average rating, 192 reviews

Flat in Mount Washington

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.

4.97 out of 5 average rating, 194 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.

Flat in Downtown Pittsburgh

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!

4.9 out of 5 average rating, 334 reviews

Apartment in Mount Washington

Luxury Pittsburgh Grandview Ave Apt

Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

4.94 out of 5 average rating, 538 reviews

An outdoor balcony features several wicker seating arrangements, accompanied by a glass-top table. Scenic views of Pittsburgh's East End are visible, showcasing the skyline and rolling hills against a bright blue sky.

4.99 out of 5 average rating, 120 reviews

City View Sanctuary ~ Hot Tub, Abundant Parking

A unique Pittsburgh experience! This stylish, singular home boasts 6 rare off-street parking spots on Mt Washington. And once you're all parked, you'll discover a welcoming outdoor area, w/ unique views of Pittsburgh's East End, Emeraldview Park, the skyline, and the rolling hills beyond. You'll be staying minutes from popular destinations like PPG arena, downtown, Southside, Station Square, and the Monongahela riverfront. IDEAL FOR: traveling for work, 2 or 3 couples traveling together

4.86 out of 5 average rating, 110 reviews

Mt. Washington, Luxe, Family Stay, Near Downtown

✨ Welcome to your luxury getaway in Pittsburgh’s Mount Washington, known for stunning skyline views and peaceful charm! This spacious 4-bedroom, 2.5-bath home features modern décor, stylish interiors, and all the comforts of home. Perfect for families, groups, and business travelers, it blends comfort, style, and convenience. 🌆 Relax on the private balcony while enjoying breathtaking Pittsburgh sunrises and sunsets. Create unforgettable memories in this beautiful city retreat! 🌅 ⭐⭐⭐⭐⭐

The modern kitchen features white cabinetry, stainless steel appliances, and a spacious countertop. Windows provide natural light, illuminating the area. A dining space is visible in the background, enhancing the connection between the kitchen and dining areas.

4.94 out of 5 average rating, 251 reviews

Charming 3 BR Home w/ Garage. Walk to Grandview

You & your guests will be close to everything when staying at this newly renovated, centrally-located place. Great bars & restaurants on Shiloh are right around the corner, and you'll be 2 blocks back from the stunning views of Grandview Ave & the incline. No worries on finding street parking- You'll have access to the garage and 1 spot in the driveway. Enjoy the brand new gourmet kitchen and catch the sunset on the beautiful deck. There's also a fenced in front & back yard. No Smoking.

The city skyline is presented against a clear blue sky, highlighting a mix of modern tall buildings and historic structures. The scene captures the unique architecture of Pittsburgh, showcasing a variety of shapes and sizes, set over rolling hills.

4.95 out of 5 average rating, 180 reviews

Amazing Home + Private Parking on Mt Washington

Enjoy Panoramic Views of the City from the living room, master bedroom, and porch. This two story home features 2 bedrooms, 1.5 baths, full kitchen, living room, and parking for 2 cars. Walk 2 blocks to the incline that runs to Station Square and subway to all the stadiums. Within 4 blocks you'll find a variety of local bars, restaurants, bakery, coffee shop, and grocery store. If you have a car, you're just a short drive to the South Side and Downtown. You'll love this home away from home!

A panoramic view of Pittsburgh's skyline is captured, featuring a mix of modern and classic architecture. Tall buildings rise against a clear blue sky, with greenery in the foreground creating a contrast to the urban landscape.

4.93 out of 5 average rating, 333 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!