House holiday rentals in Pittsburgh

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

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

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond

This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

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!

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.

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.

Seneca Place: A historic home in Mount Lebanon.

Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

King Bed Carriage House in Mexican War Streets

Welcome to your bright & colorful carriage house, located right in the heart of the Mexican War Streets! With lots of space for a couple or solo traveler, it has everything you need for a short or long stay. Featuring a lovely king bed, well-stocked kitchen, work-from-home desk, spacious dining area, colorful & comfortable living room, and loads more! Parking is free with our permit, but if you don't have a car, you're perfectly situated to walk to some of the best of the burgh nearby!

Steel City Getaway w/City View

Historic row house located on a quiet street in Deutschtown, this home is close to everything! A short walk to Starbucks, boutique shops, restaurants, parks, & more! 7 min drive to PPG arena. 5 min drive to PNC Park, Convention Center, & Acrisure Stadium! Enjoy a view of the downtown skyline from a rooftop deck & balcony off the master (infrared heater for cold nights). Savor your stay w/our well stocked coffee bars, high quality beds/linens, & option for no check-out instructions.

Cheerful 3-bedroom home with on-street parking

Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

Breathtaking View of Pittsburgh! 3bd, king suite!

Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park

HotTub/Firepit/Parking! Less than 1mi PNC Park

This hip, urban, north-side property is all about location and fun. Private Parking and so close to everything! Check out the outdoor Space! Sports, Museums, Casinos. From hipster to upscale, there's plenty to explore. Colleges? Premier medical facilities? Tech jobs? Yeah, we got those, too. Book this hip haven & immerse yourself in city life. Live like a local from a home that's as cool as the city itself. Private Parking!