Vacation rentals with a fireplace in Squirrel Hill

4.95 out of 5 average rating, 163 reviews

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

4.88 out of 5 average rating, 113 reviews

The living area is furnished with a light grey sectional sofa positioned on a stylish area rug. A flat-screen TV is mounted on a feature wall, accompanied by modern decor. A chair sits nearby, and a subtle lighting fixture hangs from the ceiling, enhancing the room's contemporary feel.

Apartment in Pittsburgh

Lawrenceville/Central @5 Spacious Queit 3BD w/Prkg

Spacious & Modern 3 Bedroom, 2 bath apartment with a central location in Lawreceville on Butler St, located minutes to UPMC Hospitals, Universities, Strip District. Enjoy the proximity to shopping, bars & restaurants. This apartment features 3 bedrooms, living room and FREE Street 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.

4.94 out of 5 average rating, 529 reviews

Condo in Pittsburgh

Luxury Pittsburgh Grandview Ave Apt

Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

4.94 out of 5 average rating, 207 reviews

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS

Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

Superhost

A scenic balcony view overlooks greenery and hilly terrain, with distant cityscape visible under a clear blue sky. Two chairs sit against the wooden railing, providing a perfect spot to enjoy the landscape.

Home in Braddock

4.87 out of 5 average rating, 183 reviews

River Ridge Retreat

Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

The kitchen features stainless steel appliances, including a professional-grade gas range and a polished island. Bright yellow doors add a pop of color, complementing the black tile backsplash and exposed brick detailing. Large overhead lights provide ample illumination throughout the space.

4.98 out of 5 average rating, 100 reviews

King Bed Carriage House in Mexican War Streets

Welcome to your bright & colorful carriage house, located right in the heart of the Mexican War Streets! With lots of space for a couple or solo traveler, it has everything you need for a short or long stay. Featuring a lovely king bed, well-stocked kitchen, work-from-home desk, spacious dining area, colorful & comfortable living room, and loads more! Parking is free with our permit, but if you don't have a car, you're perfectly situated to walk to some of the best of the burgh nearby!

4.99 out of 5 average rating, 216 reviews

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

The living space features a bright and airy atmosphere, characterized by large windows draped with light curtains. A comfortable sofa is paired with a coffee table displaying fresh fruit. Modern decor is complemented by wooden furniture and soft lighting from nearby lamps.

4.91 out of 5 average rating, 434 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

4.93 out of 5 average rating, 404 reviews

An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.

Townhouse in Pittsburgh

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Superhost

A richly decorated hallway is highlighted by wooden paneling and intricate ceiling details. Colorful artwork adorns the walls, including a prominent painting of a seated figure. A small table, accented with vibrant decor, contributes to the warm ambiance of the space.

Guesthouse in Pittsburgh

4.88 out of 5 average rating, 124 reviews

Luxury: Pointe Brise Retreat House

Centrally located in the historical Point Breeze gilded age neighborhood of the 19th century within 1 mile of Google Headquarters, Uber, Carnegie Mellon Robotics, Chatham Univ, Bakery Sq, Mellon Park & Westinghouse Park; Wholefoods, Trader Joe's, L A Fitness; Biking and jogging community; restaurants and shopping; easy access to major parkways east or north; East Busway to Downtown PGH; cottage neighborhood, grand infrastructure, understated

4.97 out of 5 average rating, 232 reviews

The exterior of a two-story apartment building is displayed, featuring a mix of brick and siding. Large windows allow natural light to illuminate the front entrance, which is marked by a red door. The year '1925' is visible above the second-floor windows.

Apartment in Millvale

*Comfy Cozy Clean* 1stFloor 2BR apartment

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Millvale is a safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail is only 1 mile away & leads to the north shore, Heinz field, PNC park, etc.

Superhost