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Apartment holiday rentals in Squirrel Hill

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Top-rated apartment rentals in Squirrel Hill

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Top Guest favourite
Apartment in Downtown Pittsburgh

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

4.91 out of 5 average rating, 433 reviews
Top Guest favourite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Apartment in Pittsburgh

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

4.99 out of 5 average rating, 129 reviews
Guest favourite
Apartment in Shadyside

Sunny Spacious Shadyside 1 bedroom

Bright one bedroom apartment can sleep up to three.Centrally located and just steps from Shadyside Hospital.The apartment offers guests easy access to numerous attractions, museums, stadiums, and concert venues.Just a few minutes walk to bars, restaurants, grocery stores, and shopping.This quaint apartment is perfect for a short or long term stay.Designated parking space makes it easy for you to come and go as you please.Fully equipped kitchen.Public transportation and rentable bikes close by.

4.79 out of 5 average rating, 737 reviews
Guest favourite
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.
Apartment in Pittsburgh

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.

4.83 out of 5 average rating, 150 reviews
Top Guest favourite
A modern living area features a comfortable gray sectional sofa and an accent chair, set on a light blue area rug. A stylish coffee table sits in front, while a wall-mounted television is positioned above a stone fireplace, with large windows allowing natural light.
Apartment in Shadyside

Shadyside/Central @1 Spacious & Modern 1Bdr w/Prkg

Spacious 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, living room & 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.

4.98 out of 5 average rating, 147 reviews
Top Guest favourite
The exterior of a two-story brick duplex is shown, featuring a landscaped yard with diverse greenery and colorful flowers. The front porch is elevated and welcomes guests with a set of stairs leading up from the sidewalk.
Apartment in Pittsburgh

Thoughtful, Furnished, Convenient in Squirrel Hill

Thoughtful Renovation/Restoration in a 1920's Duplex; Fully furnished and Meticulously Appointed. Located in Squirrel Hill with great access to Squirrel Hill Business District, Shadyside, East Liberty, Oakland, Schenley Park and Frick Park and Downtown During your stay in Pittsburgh, live in a furnished, residential property in the neighborhood of Squirrel Hill. The property is a completely renovated 2 bedroom, 2 bathroom apartment in a duplex with flexible layout and room for a home office.

5.0 out of 5 average rating, 75 reviews
Top Guest favourite
A living area features large windows allowing ample natural light, with a gray sofa and two chairs arranged around a dark coffee table. The modern kitchen with stainless steel appliances is visible in the background, complemented by stylish cabinetry and a dining area.
Apartment in Shadyside

Huge 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, CMU & Pitt! HUGE 2 Floor 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!

4.95 out of 5 average rating, 147 reviews
Top Guest favourite
A spacious bedroom features sloped ceilings and soft green walls. A large bed is positioned against one wall, with a dark wood dresser and a gray ottoman nearby. A flat-screen television is mounted on the wall opposite the bed, illuminated by soft overhead lighting.
Apartment in Pittsburgh

Lavish Squirrel Hill - 3rd Floor

Nestled 2 blocks off of the Squirrel Hill business district this 3rd floor paradise has 3 bedrooms, full kitchen (walnut cabinets and granite counters), timeless black and white bathroom with cast iron tub. This oasis is "THE" place to stay while visiting Pittsburgh. Close to the Universities, and walking distance to 2 of Pittsburgh's parks (Frick and Schenley), you can literally catch a bus into town right outside the door (While still being an extremely quiet street with ample parking).

5.0 out of 5 average rating, 101 reviews
Guest favourite
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.
Apartment in Pittsburgh

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.

4.85 out of 5 average rating, 123 reviews
Top Guest favourite
A cozy entryway features a patterned area rug with circular designs in varying colors, enhancing the visual warmth. A light fixture casts a soft glow, and a view into the dining area reveals a simple table set against a gray wall.
Apartment in East Liberty

MINIMALIST + MODERN 2BR in trendy PGH enclave

Enjoy all that the city has to offer and book our completely renovated 2-bedroom apartment in the ultra-trendy East Liberty neighborhood of Pittsburgh! Light-filled with a designer's touch and modern furnishings throughout, you'll find both privacy and comfort with your own separate entrance. Within walking distance of the East Liberty business district and on two major bus lines/bike lanes, there's no need for a car to explore the City of Champions!

4.93 out of 5 average rating, 256 reviews
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.
Apartment in Pittsburgh

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).

4.89 out of 5 average rating, 528 reviews
Top Guest favourite
The living room features a spacious grey sofa adorned with a navy throw blanket. A blue and cream patterned rug covers the hardwood floor, while natural light streams through sheer white curtains. A light fixture and a small side table complete the serene ambiance.
Apartment in Pittsburgh

Newly remodeled 2 bedroom apartment

Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.

4.95 out of 5 average rating, 177 reviews

Popular amenities for Squirrel Hill apartment rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

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.
Apartment in Pittsburgh

Squirrel Hill Modern & Cozy 3BR/2BA Retreat

4.96 out of 5 average rating, 28 reviews
Top Guest favourite
Apartment in Pittsburgh

The Perch | King Bed, City Views @ Pittsburgh

5.0 out of 5 average rating, 27 reviews
Guest favourite
An inviting living area features a green couch facing a decorative fireplace. A small wooden table stands beside the couch, with a lamp providing soft light. Light-toned flooring and a cozy rug add warmth to the space, enhancing its welcoming atmosphere.
Apartment in Squirrel Hill North

Cozy 1 bedroom (Non-smokers only!) No Cleaning Fee

4.9 out of 5 average rating, 50 reviews
Guest favourite
Apartment in South Side Flats

Perfect Getaway

5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Pittsburgh

2BR / 2 Queen Beds • Quiet • Patio • Near Pitt/CMU

5.0 out of 5 average rating, 7 reviews
Top Guest favourite
Apartment in Shadyside

Shadyside 2 BR | Walk to Walnut + On site parking

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
A modern kitchen and dining area are showcased, featuring sleek cabinetry and stainless steel appliances. A wooden table with four chairs is positioned at the center, while a comfortable gray sofa is situated against the wall. Ample lighting is provided by pendant fixtures and ceiling fans.
Apartment in Shadyside

2BD APT in Shadyside Mansion | Walk to CMU & Pitt

4.98 out of 5 average rating, 47 reviews
Top Guest favourite
Apartment in East Liberty

Marble Bath Penthouse: King Bed, Laundry, Parking

4.98 out of 5 average rating, 46 reviews

Private apartment rentals

Guest favourite
A cozy bedroom features a spacious bed with soft bedding, complemented by ornate bedside lamps. A decorative mirror adorns the wall, reflecting the warm yellow tones of the room. Elegant framed artwork adds charm, while a patterned area rug contributes to the inviting ambiance.
Apartment in Shadyside

Charming Shadyside 5th Ave Apt. + Parking

4.84 out of 5 average rating, 120 reviews
Guest favourite
A cozy bedroom features a tufted headboard and a comfortable bed adorned with decorative pillows and a gray throw. Natural light filters through a large window with blinds, while a bedside table and stylish lamp complete the elegantly simple decor.
Apartment in Shadyside

Shadyside apartments: 1 Bed-1 full BA Jewel!

4.85 out of 5 average rating, 189 reviews
Guest favourite
Apartment in Pittsburgh

Modern 2BR • 2 King Beds • Free Pkg • Bakery Sq

4.83 out of 5 average rating, 6 reviewsA spacious living area features polished hardwood floors, a dining table with light-colored chairs, and a dark leather sofa set. Large windows allow natural light to fill the space, while built-in wooden details add character to the room.
Apartment in Pittsburgh

Beechwood BnB

4.77 out of 5 average rating, 158 reviews
Apartment in Pittsburgh

The Serenity House - Point Breeze

5.0 out of 5 average rating, 3 reviews
Apartment in Pittsburgh

NEW! Fresh, Clean & Welcoming Stay

5.0 out of 5 average rating, 4 reviewsA spacious studio apartment features a combination of hardwood flooring and large windows, providing ample natural light. A red leather sofa is positioned next to a wooden coffee table on a decorative area rug. A cozy sleeping area includes a bed and is situated near a classic fireplace with a shelf.
Apartment in Shadyside

The Walnut Suites - The Incline Suite

4.67 out of 5 average rating, 64 reviews
Guest favourite
Apartment in Pittsburgh

Modern Victorian Retreat w EV Spot & Balcony Views

5.0 out of 5 average rating, 14 reviews

Apartment rentals with a hot tub

Apartment in Pittsburgh

Hot Tub | King Bed | Free Parking | Pac-Man

4.92 out of 5 average rating, 306 reviews
Guest favourite
Apartment in Pittsburgh

Bear Den in the Heart of the City! (Unit 2)

4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Mount Washington

Jacuzzi/VideoGame 1BDR Apartment - Mt. Washington

5.0 out of 5 average rating, 8 reviewsA bright living area features a plush sectional sofa alongside a gold and glass coffee table. A large television is positioned on an entertainment unit, while a floral accent wall adds a vibrant touch. Natural light filters through the window, complemented by decorative elements.
Apartment in McKees Rocks

Centrally Located Chic & Stylish Retreat w Hot Tub

4.87 out of 5 average rating, 100 reviews
Apartment in Homestead

Romantic Jacuzzi Suite

4.87 out of 5 average rating, 75 reviews
Guest favourite
Close-up of a cozy bed showcases an arrangement of vibrant cushions in warm tones. A textured throw adds depth, while a decorative art piece is visible in the background, creating a calming atmosphere.
Apartment in Millvale

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!

5.0 out of 5 average rating, 7 reviews
Apartment in North Versailles

Lower level apartment, perfect for Draft weekend

Top Guest favourite
A cozy corner of the studio features a decorative fireplace, with plants nearby. A television is mounted on the wall, and a small table is topped with books and decorative items. An entrance to the bath is visible in the background.
Private room in Brookline

Pittsburgh Getaway

4.98 out of 5 average rating, 84 reviews

Destinations to explore