Pet-friendly holiday rentals in Shadyside

Immaculate Double King Suite| 2 Decks| A+ Location

Enjoy our immaculate 3 BR suite on S Highland Ave, right in the heart of Shadyside. This is a brand new construction building in 2025 with a modern design, ultra-comfortable beds, and two private decks. This apartment is just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐1 King Bed / 2 Queen beds (memory foam mattresses) ⭐Twin Rollaway bed + Pack N Play ⭐Free in-unit washer/dryer ⭐2 Desks with speedy WiFi ⭐24/7 guest support

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Avant-Garde Escape by Walnut

Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!

Upscale 3BR | Prime Location + Off-Street Parking!

Upscale 3 Bed / 2.5 Bath home in the heart of Friendship! This home is so centrally located and in one of Pittsburgh’s most walkable neighborhoods. You’ll be minutes from Shadyside, Bloomfield, Lawrenceville, and just steps from West Penn + Children’s Hospitals. 💫Three Queen Beds 💫Sleeper Sofa + Pack ’n Play Crib 💫Bonus Loft w/ Dedicated Workspace 💫Free Off-Street Parking 💫Private Front Porch 💫Free In-Unit Washer/Dryer 💫Fully Stocked & Equipped Kitchen 💫Pet Friendly 💫24/7 Support!

Skyline Roof Deck | Boutique Stay | Pet Friendly

Bienvenue dans “La Petite Maison”— a centrally located 2,600 square foot three-story Lower Lawrenceville row home built in 1900. You will have access to the entire home, which has 3 large bedrooms & 2.5 bathrooms, and is tastefully designed and adorned with curated artwork and trinkets inspired by, and procured during, the owner’s time living in France. Enjoy free street parking and explore the city by foot, by e-bike, or Uber. Don’t miss the unobstructed city views on the rooftop deck!

Luxe Campus Retreat – Sauna, Hot Tub, Park & Walk

Welcome to the Schenley Farms Historic District of Pittsburgh! The neighborhood is turn of the century vintage, but this home offers all modern conveniences, comforts, and connectivity! This home offers great proximity to the all the energy and excitement of Oakland, but the grounds feel open and semi-secluded — complete w/ sauna, hot tub, home theater. IDEAL FOR: Families visiting PITT or Carnegie Mellon, groups traveling for work (High speed Wi-Fi + 3 workspaces), wedding guests

King Bed | Free Parking | Gym | UPMC, Pitt & CMU

✨ Welcome to our large, stylish studio in the heart of Shadyside! This modern, fully furnished suite features sleek décor, a fully equipped kitchen, a cozy living space, and a luxurious king bed. Enjoy top-tier amenities, including: 🔹 Fitness Center & Yoga Studio 🔹 Free Street Parking 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Retail 🔹 Bike Storage Room

Cozy Apt +Gym+ EV+Free onsite Parking+ Near UPMC

╰✮⋆Welcome to our stunning luxury 1-bed studio unit in prime shadyside. Perfect for both business and leisure travellers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer ! *ID and Background verification needed * ───────୨ৎ───────

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Spacious, warm, private apartment near CMU /Pitt

Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh. Shadyside, Squirrel Hill and the Carnegie museums are in the immediate neighborhood with great options for dining and entertainment. Also the Phipps Conservatory and Botanical Gardens are only 1.3 Miles from the house.

Marble Bath Penthouse: King Bed, Laundry, Parking

Spacious Friendship Penthouse: Marble Bath, King Bed, Sleeper Sofa, In-Unit Laundry & Free Parking. Recently renovated 1-bedroom Victorian apartment perfect for medical travelers, university visitors, and extended stays. Walk to Whole Foods, UPMC Shadyside, Shadyside restaurants. 7 min by car to Carnegie Mellon, 10 min to Pitt. Smart-lock entry, independent climate control, spotless condition. Superhost Brad (4.98★, 40 reviews).

①min->Walnutst:CMU:Pitt

I've hosted & co-hosted for 4 years. All questions are answered here so you can make an informed decision. ★ 3 min Walk to Walnut Street ★ 3 minutes Drive to UPMC Shadyside ★ 5 min Drive to CMU ★ 5 minutes Drive to Bakery Square ★ 6 minutes Drive to University of Pittsburgh ★ 8 min drive to Duquesne University ★ 10 min drive to Downtown ★ 15 min drive to Mount Washington We take absolute pleasure in welcoming you in our home.