Holiday rentals with a patio in Squirrel Hill

A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.

4.94 out of 5 average rating, 235 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

A mid-sized living room features a gray futon and several chairs arranged around a light-colored coffee table. An area rug with a floral pattern covers the floor, and a cozy ambiance is provided by overhead lights and lamps. Exposed wooden panels bring warmth to the space.

4.82 out of 5 average rating, 137 reviews

Darling basement one-bedroom

This simple basement suite is safe and convenient. Located on a quiet street with walking to restaurants, library, and movie theater with easy bus access to Pitt, CMU. Equidistant to Frick and Schenley Parks with hiking and biking trails, tennis, soccer, playground. Private entrance, off steep-ish driveway . Free street parking. Lower ceiling. No pets, smoking outside only. I have my children every other weekend; they have quiet hours 9pm-8am. Please inquire for dates if that might annoy.

4.97 out of 5 average rating, 213 reviews

The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.

Townhouse in Pittsburgh

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

4.95 out of 5 average rating, 210 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

The three-story home features a gray exterior with multiple large windows providing ample light. A welcoming orange porch with sturdy railings is situated at the front, leading to steps that invite entry. A grassy area flanks the side, with a gravel path nearby.

4.97 out of 5 average rating, 229 reviews

Spacious House Near Downtown+Universities

The whole group will enjoy easy access to everything Pittsburgh has to offer from this centrally located place. 5 minute drive to Oakland (museums, Heinz Chapel, Pitt, Carnegie Mellon) 10 minute drive to the North Shore (PNC park, Heinz Field, Rivers Casino, Science Center). 10 minute drive to any downtown location, including Point State Park, PPG Paints Arena, Strip District, and the convention center. Come explore the Burgh's diverse neighborhoods while staying in a clean, modern home.

The living area features a spacious gray sofa adorned with a blue throw pillow, accompanied by two round wooden tables. Large windows with blue curtains allow natural light to fill the room, while a floor lamp and wall-mounted fixture provide additional lighting.

4.99 out of 5 average rating, 156 reviews

Upscale 2 BR Suite ~ Private deck & Walkable!

Stunning & upscale 2 BR/ 2 bathroom apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! ⭐️2 beds (1 King/ 1 Queen; High end memory foam mattresses) ⭐️Sleeper sofa (Queen) ⭐️Pack n Play crib ⭐️Pet Friendly ⭐️Free washer/ dryer (In unit) ⭐️Standing Desk ⭐️Fully stocked & equipped kitchen ⭐️Private back deck (Furnished) ⭐️$0 Cleaning Fee! My team & I are here for you 24/7 before, during and after your stay with us!

The bedroom features a luxurious king-size bed adorned with premium linens and vibrant orange decorative pillows. Two framed wall art pieces are displayed above the bed. Soft lighting is provided by wall sconces, and a patterned area rug enhances the room's modern aesthetic.

4.95 out of 5 average rating, 39 reviews

Lux King Bed | Free Parking + Gym | UPMC+CMU+Pitt

✨ Welcome to our stylish and modern studio apartment in the heart of Shadyside! This fully furnished suite features sleek décor, a fully equipped kitchen, cozy living space and 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

A bedroom features a wooden bed with a neatly arranged striped comforter. Neutral-toned artwork adorns the wall above the bed. Soft lighting from a bedside lamp provides illumination, and a doorway leads to a bright, airy space beyond.

4.92 out of 5 average rating, 158 reviews

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg

Stylish and family oriented modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom & Dining area 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.

Superhost

A modern kitchen space features a compact design with a stainless-steel refrigerator and a dark countertop. Open shelves display various glassware and kitchen accessories. Natural light streams in through a window, with a sunflower placed on the countertop adding a touch of color.

4.86 out of 5 average rating, 105 reviews

Cozy and Spacious Guest Suite in Greenfield

This newly renovated suite is the downstairs unit of a three story house (the upper two floors are a completely separate living area). This space has plenty of free street parking located just outside of its own entrance. Carnegie Mellon University and the University of Pittsburgh are both about a 5-7 minute drive away, and to get downtown it is typically a 10 minute drive. There is a bus stop at the end of the street that can take you just about anywhere in Pittsburgh.

A wooden staircase leads to the upper level, framed by polished handrails and original woodwork. A woven runner rug adds texture to the hardwood floor. A small console table stands against the wall, paired with a green potted plant. Light filters in through a nearby doorway.

5 out of 5 average rating, 98 reviews

Cheerful 3-bedroom home with on-street parking

Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

The living room features a leather sofa and two armchairs arranged around a coffee table, creating a cozy seating area. A remote-controlled gas fireplace is positioned on one wall, while large windows allow natural light to fill the space. A media console and bookshelves are visible in the background.

5 out of 5 average rating, 32 reviews

Mid-century, design minded house in Point Breeze

Well designed, spacious retreat in the east end of Pittsburgh. Mid-century tri level ranch, with three floors, outdoor decks on the front and back of house, large yard, and a heated two-car garage. Private oasis on a small cul-de-sac in Point Breeze. Two blocks from Frick Park, walking distance to Bakery Square. Four bedrooms, three full bathrooms. Not a cookie cutter, staged Airbnb. Designed with intention and belovedly lived in until recently.

A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.