Pet-friendly vacation rentals in Squirrel Hill

The image captures a serene outdoor space featuring a pond with cascading water and lush greenery. A wooden pergola provides shade over hanging chairs. The landscaped area includes rocks, plants, and a glimpse of the home in the background, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 134 reviews

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond

This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

WalkabilityOutdoor spacesKitchen

4.97 out of 5 average rating, 31 reviews

Friendship Penthouse • King Bed •Laundry & Parking

Friendship Penthouse: Spacious 1-Bedroom/2-Beds, King + Sleeper Sofa, In-Unit Laundry & Free Parking. Recently renovated Victorian penthouse (3rd floor, no elevator) perfect for medical travelers, university visitors, students, and extended stays. Superhost with 4.97★ rating from 30 reviews. Steps from Whole Foods, Shadyside restaurants, UPMC Shadyside; short car ride to Carnegie Mellon & Pitt. Walkable historic neighborhood with genuine character, and yes, genuinely free parking in Pittsburgh.

WalkabilityGetting aroundAir conditioning

4.99 out of 5 average rating, 102 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!

Outdoor spacesPetsKitchen

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, 187 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!

WalkabilityPetsNearby

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.

4.98 out of 5 average rating, 110 reviews

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!

PetsWalkabilityKitchen

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.

4.87 out of 5 average rating, 38 reviews

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!

WalkabilityOutdoor spacesCondition

4.99 out of 5 average rating, 180 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!

WalkabilityPetsAir conditioning

Superhost

A three-story brick house is displayed, featuring a wide staircase leading to a front porch. Large windows allow natural light to enter, and colorful flower beds with red blooms enhance the entrance. Lush green foliage surrounds the property, creating a welcoming exterior.

4.89 out of 5 average rating, 47 reviews

Cheerful 4 Bedroom Home in Squirrel Hill!

Coming to Pittsburgh but need more space and privacy than a hotel? Well, ditch the hotel or your in law's home and book this amazing home in the Squirrel Hill South Neighborhood. With great access to downtown Pittsburgh, PNC Park and Heinz Field you'll love this for sporting events. Just a short 3 mile drive to Carnegie Mellon and the University of Pittsburgh; so, whether you are coming in for a weekend to see you college student or graduation, the Steel City Getaway has you covered!

PetsOutdoor spacesNearby

5 out of 5 average rating, 15 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

WalkabilityLocationIndoor spaces

4.89 out of 5 average rating, 150 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**

Outdoor spacesPetsDecor

A bright kitchen space is shown, featuring modern cabinetry and stainless steel appliances. A central island with seating for four is highlighted, complemented by a stylish pendant light above. Natural light streams in through a nearby window, enhancing the clean, inviting atmosphere.

4.96 out of 5 average rating, 386 reviews

CITY Apt/Free parking/Near West Penn Hosp/CMU/PITT

Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to the private parking lot. Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

WalkabilitySleep qualityBathroom

The living area features a comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.