Pet-friendly holiday rentals in Shadyside

4.99 out of 5 average rating, 109 reviews

The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.

Houseboat in Blawnox

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!

PetsOutdoor spacesQuiet

4.98 out of 5 average rating, 113 reviews

A brick townhouse features a charming facade with multiple gabled roofs and evenly spaced windows. The entrance is accented by a wooden porch, surrounded by trees and landscaping that complement the residential setting.

Home in Shadyside

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!

Outdoor spacesPetsQuiet

5.0 out of 5 average rating, 24 reviews

Home in Bloomfield

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!

WalkabilityPetsNearby

5.0 out of 5 average rating, 72 reviews

A rooftop deck features comfortable light blue seating and a fire pit, with stunning views of a historic church's twin towers in the background. The vibrant sky is adorned with fluffy clouds, creating a serene atmosphere for relaxation.

Home in Pittsburgh

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!

Outdoor spacesWalkabilityCleanliness

Superhost

The living room features a spacious gray sectional sofa positioned near large windows that allow natural light to fill the space. A modern glass coffee table is centered on a soft area rug, while white interior doors provide access to closet space.

4.87 out of 5 average rating, 238 reviews

Cozy King suite! $0 cleaning fee

Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

PetsWalkabilityAmenities

4.89 out of 5 average rating, 151 reviews

The bathroom is equipped with a double vanity featuring sleek sinks and modern faucets. A large mirror with integrated lighting enhances the space. Fresh white towels are displayed, and a walk-in shower with a curtain offers privacy. Natural wood flooring adds warmth to the design.

Loft in Pittsburgh

Industrial Loft 5 min to UPMC Shadyside CMU Pitt,

Come and relax in our new location! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights with natural light. These units come fully furnished and most have full kitchens and all your required accessories for you to just drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**

PetsOutdoor spacesSolo travel

5.0 out of 5 average rating, 19 reviews

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

WalkabilityParkingHospitality

4.89 out of 5 average rating, 72 reviews

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───────

PetsWalkabilityNearby

The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.

4.93 out of 5 average rating, 280 reviews

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!

Outdoor spacesWalkabilityParking

Apartment in Squirrel Hill North

A well-equipped kitchen is highlighted by modern appliances, including an oven and a refrigerator. A wooden dining table with four chairs offers a space for meals. Natural light floods the area through large glass doors leading to an outdoor patio.

4.97 out of 5 average rating, 920 reviews

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.

PetsOutdoor spacesComfort

Apartment in East Liberty

4.97 out of 5 average rating, 35 reviews

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 (4.97★, 35 reviews).

WalkabilityAmenitiesValue

Superhost

The living room features a comfortable sofa seating arrangement, with a wooden coffee table positioned in front. Natural light enters through a large window, covered with sheer curtains. A small dining area can be seen in the background, adjacent to the kitchen. Decorative elements include a minimalistic table centerpiece.