Holiday rentals in Squirrel Hill

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Squirrel Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
The compact kitchen features rich wooden cabinetry and modern appliances. A small stove and an oven are positioned against a decorative backsplash. A stainless steel sink is situated underneath a window, and a coffee maker sits beside a colorful patterned rug on the floor.
Flat in Pittsburgh
4.93 out of 5 average rating, 28 reviews

Meade Street Apartment Near Chatham U , Pitt & CMU

Enjoy your stay in Pittsburgh in style and comfort in this unique apartment with touches of the old and new! This stylish retreat is located in the heart of Pittsburgh in Point Breeze North near Chatham University and Pitt. This one-of-a-kind apartment will greet you with the timeless charm of beautiful woodwork and flooring, seamlessly blending classic elegance with modern comfort. Situated on the 2nd floor, this inviting residence offers comfort, convenience, & a fantastic location. Book now!!

Top guest favourite
A modern kitchen showcases light wood cabinetry and stainless-steel appliances, including a dishwasher and an oven. An island with sleek black legs is paired with three chairs. Natural light illuminates the open layout, featuring a subtle tile backsplash and minimalist decor.
Flat in Pittsburgh
5 out of 5 average rating, 57 reviews

UPMC|Shopping+HULU Near Universities|PARKING+GYM

Discover comfort and convenience in our charming city haven. Perfect for professionals and travelers, our apartment is your gateway to nearby dining, boutique stores, shopping outlets, & attractions. Building amenities include: 🚗FREE Street Parking for 1 Car(Based on Availability) 🏋🏻‍♂️State-Of-The-Art (24/7)Fitness Center 💼Private & Co-Working Spaces 🔌Level 2 EV Charging Station Available 🍵Complimentary Tea/Coffee Station 🏓Ping Pong Table, Comfy Seating Area 🍖Outdoor BBQ 🐾Pet Friendly

Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Pittsburgh
4.98 out of 5 average rating, 278 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Guest favourite
A modern kitchen features white cabinetry and a striking black and white granite countertop. Stainless steel appliances, including a refrigerator and microwave, are complemented by a stylish faucet. The exposed brick wall adds character, while decorative plants offer a touch of greenery.
Flat in Pittsburgh
4.91 out of 5 average rating, 270 reviews

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)

Top guest favourite
A light-filled living area features a gray sectional sofa adorned with colorful throw pillows. A prominent piece of artwork hangs above a white fireplace, complemented by modern wooden shelves. The open layout connects to a dining area with wooden stools and a stylish table, creating a tranquil space.
Flat in Pittsburgh
5 out of 5 average rating, 14 reviews

Squirrel Hill Modern & Cozy 3BR/2BA Retreat

Welcome to your perfect Pittsburgh getaway! This beautifully renovated 3BR/2BA apartment is designed for comfort, convenience, and style. Whether you’re visiting for work, family, or a city escape, you’ll love the effortless elegance and prime location of this home. Immerse yourself in a space that’s been updated with all-new furnishings and appliances. Every detail is curated for a sleek, modern yet inviting ambiance. Book now and experience the best of Pittsburgh in comfort and style!

Top guest favourite
The kitchen area features dark wood cabinetry with a granite countertop. Stainless steel appliances, including a microwave and refrigerator, are neatly installed. A tiled backsplash in a soft grey hue complements the modern design. A small dining table with two chairs occupies the space.
Home in Pittsburgh
4.93 out of 5 average rating, 335 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite
A cozy bedroom space features a green upholstered headboard with a red accent pillow atop a neatly made bed. A minimalist bedside table holds a small plant and a decorative book. Framed artwork adorns the wall above, contributing to a calm atmosphere.
Flat in Pittsburgh
5 out of 5 average rating, 15 reviews

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

✨ Welcome to our stylish and modern apartment in the heart of Shadyside! This fully furnished 1 bedroom suite features sleek décor, a fully equipped kitchen, cozy living space and luxurious king bed. Enjoy top-tier amenities, including: 🔹 Free Street Parking 🔹 Fitness Center & Yoga Studio 🔹 Complimentary Coffee Station 🔹 Variety of Co-Working Spaces 🔹 Resident Clubroom with TV 🔹 Courtyard with BBQ & Ping Pong Table 🔹 EV Charging Station 🔹 On-Site Secure Parking Available

Guest favourite
Flat in Pittsburgh
4.92 out of 5 average rating, 26 reviews

Chez Morgan Suite One (Greenfield)

Simply safe, clean, central location, natural light, comfy bed, personal privacy. Non Smoking 1 BR apt. 1 block 58 Greenfield bus. Uber/Lyft avail. 2.5 mi.-CMU, 2.7 mi.-Pitt. Close to Duquesne, Carlow. (Hospitals) Presby, Montefiore, Magee-Womens, Shadyside, Mercy, South Side; Downtown, Waterfront. Good for couples, grad student, researcher, business traveler. CMU bus 2 blocks, free with CMU ID. Window AC June 1-Oct 1. As I have allergies, we cannot host service/emotional animals.

Guest favourite
A spacious sleeping area is highlighted by a wooden bed with neutral bedding. A cozy fireplace is located beneath a clock, accompanied by a decorative plant and a circular seating area. Natural light enters through the windows, enhancing the room’s bright atmosphere.
Flat in Pittsburgh
4.93 out of 5 average rating, 121 reviews

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Stylish and Central family oriented modern Studio apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment a Studio with bathroom, kitchen and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Flat in Pittsburgh
4.9 out of 5 average rating, 468 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Top guest favourite
A patio area is visible with a round white table surrounded by four metal chairs, shaded by a striped umbrella. A decorative bowl sits on the table. A barbecue grill is positioned beside a stone patio, with green lawn and trees in the background.
Guest suite in Pittsburgh
4.91 out of 5 average rating, 234 reviews

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

Top guest favourite
A two-story brick house is showcased, featuring a welcoming porch and steps leading to the entryway. The well-maintained lawn stretches across the front, bordered by shrubbery. Nearby homes can be seen in the background under a partly cloudy sky.
Home in Pittsburgh
4.97 out of 5 average rating, 73 reviews

New & Cozy Apt in Squirrel Hill

Welcome to our newly renovated walk-out basement unit in Squirrel Hill, one of the safest neighborhoods of Pittsburgh. It is central to all of the best attractions. Pittsburgh downtown is only 15 minutes drive. The unit enjoys proximity to Frick Park, Schenley Park, Carnegie Mellon University, University of Pittsburgh, grocery stores, cafes, restaurants, shops, movie theater, and local amenities on Murray, Forbes, and Shady avenues.

Popular amenities for Squirrel Hill holiday rentals