Pet-friendly holiday rentals in Squirrel Hill

*New* Loft 7 min to Acrisure Stadium 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

Steep Retreat Hazelwood Greenway

Take it easy at this unique retreat where the city and greenway meet. This 2 BD/ 1.5 BA home, built during the depression and renovated during the pandemic, boasts of these eras. It is located in the mid heights of Hazelwood just below the cemetery on a dead end street. It requires a 42 step ascent to the entrance. It has more decks than bedrooms and a hot tub that shares the lower deck with a propane grill. Nearby: Waterfront, Southside, Squirrel Hill, the City Parks and the GAP trail.

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!

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!

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!

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Mojo's Loft

MOJO’S LOFT is a private studio with unique charm. Includes kitchen, bar top seating, dining table, sofa & recliner, queen bed, electric fireplace, patio, with small fenced in yard. Firepit by small pond on property. Close to numerous restaurants, walking trails, South Park, Mingo Park & Trax Farms. Trolley into Pittsburgh is two minutes away. Also consider our Lily Pad cabin (not pet friendly). And our new Jackson Hill Cabin (whole log cabin-style home), three bedrooms and pool table.

Squirrel Hill Elegant Bright House

Professionally clean. Quiet home on a dead-end street across Frick Park. King bed master bedroom with en-suite large private bathroom and desk (500+ SqFt of privacy). Three more large bedrooms to accommodate up to 8 people. House is 3000 SqFt. A tastefully equipped kitchen and common area with (in&out) fireplace, and game room. Location is at the heart of Sq. Hill, a few blocks from Murray ave, and 3 miles from the Cathedral of Learning, Pitt and CMU (long term available).

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 *

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.

Strip District Studio-Free Parking-Natural Light

Enjoy our spacious studio apartment, surrounded by live plants and natural light. Relax by candle light in the large soaking tub. Prepare a nourishing meal in the beautiful kitchen, fully equipped with everything you may need. Our convenient location, at the intersection of Lawrenceville and the Strip District, allows you to experience everything Pittsburgh's two most happening neighborhoods have to offer.

Modern Victorian Apartment - Quiet but walkable!

This 3rd floor apartment is located in the heart of the Northside in Mexican War streets. It’s freshly renovated with a massive kitchen and living room/dining room. A block away from Commonplace Coffee and under 15 minute walk to just about everything, including Pirates, Steelers, Aviary, children’s museum, Federal Street, Western Ave and more! We love this neighborhood and you’ll love it too!