House holiday rentals in Shadyside

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

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.

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Sunny, Creative Duplex in Friendship

You and your travel companions will be in an ideal Pgh spot when you stay at this Friendship neighborhood home. With 3 floors, you'll have lots of room to spread out or gather together. This beautifully updated 100-year-old home is a creative space, filled with art from Pgh artists, cheery textiles from around the world, and vintage decor scattered throughout. It’s a charming retreat for artists & writers, a cozy spot for families, or the perfect place for larger groups to share a getaway.

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

3-Story Historic Home | Steam Shower | 3 King Beds

Welcome to our charming 3-story home! This home is huge with 5 BRs and 3.5 bathrooms, perfectly located in the heart of Shadyside within a short walk of plenty of restaurants, coffee shops, bars, shops, and more! 🌟 5 beds with memory foam mattresses (3 King / 2 Queen) 🌟 Steam shower in Master Bedroom 🌟 2 rollaway beds + 1 crib 🌟 Washer/ dryer in-unit 🌟 2 car garage (Free, tight fit) 🌟 Pet friendly My team and I are here for you 24/7 before, during and after your stay with us!

Luxury Row House ❤️️of Lawrenceville. 10 min to DT

Enjoy urban living in this designer-furnished modern private house on a residential street, a few steps from Butler St and all the nearby boutiques, cafes, bars & restaurants. Our cozy home is a perfect mix of modern finishes and original early 20th Century Steel Era features. Ideal for groups/solo travelers & romantic getaways in the city. Under 10 min drive to DT, Strip District, stadiums (Acrisure/Heinz, PNC Park, PPG Paints), universities & 10 min walk to Children's Hospital.

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

PRIVATE MINI STUDIO (D2)

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).

Off Street Parking, Walk to Hospitals + Great Food

Our completely refreshed apartment in Bloomfield invites you to unwind in a relaxing oasis. Located conveniently close to the many great restaurants and bars in the area, our comfortable home away from home features a large bathroom, fully equipped kitchen with laundry & wine fridge, off-street parking, and more. With three full bedrooms, multiple work-from-home desks, make this your home away from home, perfect for short or long stays!

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

Luxe Home| Dual Rooftop w/ Skyline Views| Firepit

- Enjoy premium living with stylish decor and top-notch smart home features. - Unwind on the rooftop decks, savor city views, and enjoy the warm fire pit. - Explore nearby attractions including parks, museums, and vibrant dining spots. - Benefit from thoughtful touches like a Peloton, premium coffee, and ergonomic workspaces. - Secure your reservation today and experience unmatched hospitality!