Vacation rentals in Squirrel Hill

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Top-rated vacation rentals in Squirrel Hill

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Guest favorite
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.
Apartment in Pittsburgh
4.88 out of 5 average rating, 33 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!!

Guest favorite
A micro apartment features a wall of cabinetry concealing a full-size Murphy bed, which is partially pulled down. A small kitchenette with essential appliances is visible, alongside a compact work desk and chair. Exposed brick walls and large windows enhance the industrial design.
Loft in Pittsburgh
4.83 out of 5 average rating, 154 reviews

Cozy! Micro Loft apartment! in N Oakland, sleeps 1

Come and relax in our new location! Perfect for work and pleasure! 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 that flood the space with natural light. These units come fully furnished and micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start r

Top guest favorite
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
5 out of 5 average rating, 67 reviews

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.

Guest favorite
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
4.82 out of 5 average rating, 132 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.

Top guest favorite
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, 285 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.

Top guest favorite
A comfortable living room is shown with a blue sofa and a wooden coffee table. An armchair is positioned nearby, complemented by a colorful throw. Soft lighting from a standing lamp and two floor lamps enhances the space, while a large window allows natural light to fill the room.
Home in Pittsburgh
4.98 out of 5 average rating, 54 reviews

Mid-century modern Lustron & Japanese garden

Stay in beautiful Squirrel Hill in a unique mid-century modern Lustron steel house. Enjoy a five minute walk to Frick Park, or a twenty minute walk to all of the cafés, restaurants, yoga studios, shops, and grocery stores on offer in the neighborhood. This home has been lovingly decorated with vintage and contemporary editions of classic designer furniture and international art. Cook your own meals in a recently remodeled kitchen and enjoy your food indoors, in the sunroom or outside.

Top guest favorite
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, 339 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.

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
4.85 out of 5 average rating, 102 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 may be occupied which could lead to sounds outside of quiet hours). This space has 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.

Superhost
A cozy studio featuring a spacious bed with a bright yellow blanket and decorative pillows. Green accent walls provide a vibrant touch. A kitchenette and comfortable seating area can be seen in the background, creating a welcoming environment.
Apartment in Swissvale
4.87 out of 5 average rating, 89 reviews

The Pop Art Studio - Cool, Convenient & Commutable

Conveniently located off of highway 376, tucked away in a Swissvale neighborhood, this newly renovated studio has everything you need for a visit to Pittsburgh. The unique interior design and lovely private patio make our apartment stand out from the rest. Ground floor- no steps required! Parking is free on our street. Enjoy proximity to all Pittsburgh has to offer! Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.

Guest favorite
A cozy bedroom features a spacious bed draped in a soft, natural-toned coverlet. A vintage mirror and wooden dresser are positioned against a brick wall. Natural light filters through a stained glass window, illuminating plants nearby. A glimpse of the bathroom is visible in the background.
Apartment in Pittsburgh
4.9 out of 5 average rating, 10 reviews

A Home In The Heart of Shadyside

Cozy 1 bedroom home steps from Walnut St. It's a little bit rough and a little bit refined (it's our latest work in progress). Its our home and we travel a lot, so we love to share our space with others. Walker's paradise; and very bike-able, with city bikes a block away. AC and heating. * Quiet, safe, and beautiful tree-lined streets * Carnegie Mellon University and East liberty- 6 min by bicycle * University of Pittsburgh - 9 min by bicycle * Shared courtyard and front porch

Guest favorite
A cozy living area is presented with a comfortable gray sofa and a minimalist black coffee table. A wall-mounted TV is visible opposite the seating, and natural light streams through two large windows. An elegant floor lamp adds warm lighting against a white wall.
Apartment in Pittsburgh
4.85 out of 5 average rating, 525 reviews

PRIVATE MINI STUDIO (C1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 2nd 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 favorite
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
4.92 out of 5 average rating, 236 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.

Popular amenities for Squirrel Hill vacation rentals