Pet-friendly holiday rentals in Squirrel Hill

4.95 out of 5 average rating, 39 reviews

The spacious interior features a modern design with a comfortable gray sofa and a large window allowing natural light. The floor showcases a unique polished finish. The walls are adorned with welcoming greetings in various languages, adding a cultural touch to the space.

Loft in Pittsburgh

New Loft 3 min to Childrens Hospital Sleeps 4

History of the Property Pittsburgh's industrial roots are built on the site of Luna Park, an amusement park that operated from 1905 to 1909. Fredrick Ingersoll's first of 44 amusement parks stretched across 16 acres from what is now Baum Blvd to North Craig Street. Boasting the distinction of being the first amusement park in the United States to use electrical lighting, Luna Park also featured magician shows, wild animal exhibits, exotic curiosities, walking trails surrounding a massive water f

4.99 out of 5 average rating, 95 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!

An open living space features a modern kitchen with stainless steel appliances, a dining area with two stools, and a cozy seating arrangement with a brown couch and decorative pillows. A large window allows natural light to fill the area, complemented by sleek laminate flooring.

4.94 out of 5 average rating, 178 reviews

Cozy King Suite Just off Walnut

In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

4.98 out of 5 average rating, 106 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 Pittsburgh

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!

4.88 out of 5 average rating, 32 reviews

The living room showcases a warm Gothic Boho design, featuring a plush sofa and two comfortable chairs. A central round coffee table sits atop a textured rug, while natural light filters through sheer curtains. An ornate chandelier hangs above, adding elegance to the space.

Home in Pittsburgh

Gothic Boho Hideaway |4BR |Parking |Safe &walkable

Welcome to our cozy, Gothic Boho retreat in the heart of Squirrel Hill! This spacious & stylish home is perfect for families, friend groups, or university visits- just minutes from CMU, Pitt and Chatham- along with several cafe's & shops within walking distance. ⭐4 bedrooms (2 Queen, 2 Full, 1 Twin daybed, 2 Twin rollaways) ⭐Free Off-street parking (2 cars) ⭐Free Washer / dryer ⭐Walkable ⭐Bus stop just 200 ft away Our team is here for you 24/7 before, during and after your stay with us!

4.99 out of 5 average rating, 173 reviews

Townhouse in Pittsburgh

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

5 out of 5 average rating, 13 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

4.91 out of 5 average rating, 439 reviews

A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.

Home in Pittsburgh

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

A modern living area is showcased, featuring a sectional sofa adorned with light blue and gray cushions. A circular coffee table is placed on a textured rug, with potted greenery nearby. The well-equipped kitchenette, with wooden cabinetry and stainless steel appliances, is visible in the background.

4.88 out of 5 average rating, 67 reviews

Stylish Apt w/ HULU, Gym & Parking Near Shopping

Welcome to your cozy Shadyside home away from home. Thoughtfully designed and perfectly located, this space invites you to slow down and settle in. Start your mornings with a coffee along Walnut Street, explore the neighborhood’s charming local shops, then come back to a place that feels familiar and relaxing. Whether you’re here for work, hospital visits, or a quick city escape, this is a warm, peaceful spot to recharge and enjoy the best of Pittsburgh.

4.88 out of 5 average rating, 69 reviews

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

Welcome to our stunning luxury 1-bed studio unit. 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 *

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, 908 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.

The living room features a light-colored pull-out couch, a marble-top coffee table, and a large 65-inch smart TV mounted on the wall. Two decorative wall art pieces are displayed alongside a closet with louvered doors. Natural light enters through a window covered by sheer curtains.