Holiday rentals in Edgewood

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Top-rated holiday rentals in Edgewood

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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.
Flat in Regent Square
4.99 out of 5 average rating, 120 reviews

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

Top guest favourite
A spacious living room features a mix of exposed brick and green walls. A comfortable sectional sofa is arranged around a coffee table, with a lounge chair nearby. Two windows allow natural light in, complemented by wall art and a television on a low shelf.
Flat in Lower Lawrenceville
5 out of 5 average rating, 229 reviews

Artsy Apt in Lawrenceville with deck & parking

One bedroom, one bathroom 2nd floor apartment located in Lower Lawrenceville with easy access to downtown, the Strip District, Shadyside, and our own very walkable neighborhood. You'll be able to park right behind the property and walk to a ton of coffee shops, yoga, art galleries, shops, and restaurants. There is a washer/dryer in the bathroom. The kitchen has a dishwasher. The second bed is a pullout couch in the living room. Every window has a shade you can pull down to keep out the light.

Guest favourite
The exterior of the townhouse features warm-toned brick walls with traditional window accents. A welcoming front porch is highlighted by a red door and two chairs. Lush green grass and blooming yellow flowers provide a vibrant contrast against the brick facade.
Townhouse in Greenfield
4.96 out of 5 average rating, 108 reviews

Minimalist Townhouse with Stunning Skyline View

This townhouse is a gem in Pittsburgh! Located on a quiet street in Greenfield, it is central to everything the city has to offer. Situated on top of a hill, the skyline can be seen from the deck, and it’s breathtaking with a sunset! Walkable to Squirrel hill, less than 10 minutes driving from downtown, Shadyside, Oakland. The cohost has lived in Pittsburgh for 6 years and would be delighted to offer recommendations around the city. Meticulous cleaning standards are followed for your safety.

Guest favourite
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 Lower Lawrenceville
4.97 out of 5 average rating, 214 reviews

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!

Guest favourite
A fully equipped kitchen features modern white cabinetry, sleek granite countertops, and stainless steel appliances, including a microwave and stove. A double-basin sink is positioned near the window, with essential kitchenware, plates, and glassware arranged on the counter.
Flat in Shadyside
4.91 out of 5 average rating, 350 reviews

Upscale Double King Bed Suite ~ Steps from Walnut!

Upscale 2 bedroom/ 1 bathroom APT 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. ⭐️Two Memory foam king beds 🌟24/7 Guest Support ⭐️In-unt Washer/ Dryer 🌟Fully stocked & equipped kitchen ⭐️Sleeper sofa (Full) 🌟Pet Friendly (Most provide vaccination records) ⭐️Private entrance & front porch ⭐️Steps from popular Walnut Street!

Guest favourite
A cozy sleeping area features a spacious bed adorned with a blue and yellow patterned duvet. Natural light enters through the windows, complemented by light curtains. A decorative area rug adds warmth, and a small seating area with a chair is visible next to a wooden dresser.
Flat in Bellevue
4.98 out of 5 average rating, 240 reviews

The Bellevue Suite *Free parking 10mins to dwntwn

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 3rd floor unit in my 100+ year old four-square home. It has a private entrance with a Keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Top guest favourite
A spacious studio is presented with a king-size bed featuring a soft green coverlet. Light drapes frame the windows, and a cozy dining area with two chairs is situated by the sunroom. Soft natural light floods the room, creating an inviting ambiance.
Flat in Highland Park
4.98 out of 5 average rating, 121 reviews

Highland Park Heritage Studio

Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

Superhost
A modern bedroom is characterized by sloped wooden ceilings and exposed beams. A spacious bed with a light gray coverlet is centered against the wall, flanked by two bedside tables with lamps. Natural light enters through a small window, illuminating the wooden floor.
Flat in Shadyside
4.87 out of 5 average rating, 244 reviews

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng

Unique 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.

Guest favourite
A serene bedroom features a cozy bed with a bright yellow and blue blanket, accented by decorative pillows. A pair of bedside tables with lamps flank the bed, while a framed fox artwork hangs above, contributing to the room's inviting ambiance.
Apartment in Pittsburgh
4.92 out of 5 average rating, 164 reviews

A Fresh Mid Century 2- bedroom East End Area

A fresh Mid Century Condo that pays tribute to the 1950's in Pittsburgh. A fully remodeled first floor 2-bedroom unit in a 6 unit Condo. Large windows and shaded back porch overlooking courtyard. Close to many local restaurants, bars, cafes, and the bus line. Near Frick Park! Free parking space. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. Minutes away from Parkway (376).

Top guest favourite
An inviting porch area features a small glass table surrounded by two wrought iron chairs with cushions. Potted plants and a hanging flower basket add greenery to the space. The porch overlooks a tree-lined street, enhancing the peaceful atmosphere.
Flat in Shadyside
5 out of 5 average rating, 111 reviews

W. Shadyside NFL draft 2026 -3rd floor apt

“A hidden gem. Lovely apartment in a beautiful house on a fantastic street in Pittsburgh with access to many other parts of the city " Two blocks from 5th Ave and Walnut Street. Ten minutes from CMU, (via Devon Road) and their world class computer AI, GS, and INI departments. A perfect location for your Shadyside activities. Safe and secure with off street parking, if necessary. Plus just around the corner from McCookMansion on 5th and their beautiful bar/restaurant.

Guest favourite
Guest suite in Highland Park
4.85 out of 5 average rating, 236 reviews

Private Luxury Suite • Spa Bathroom • Parking x2

Private suite with its own entrance and laundry — perfect for short stays in Pittsburgh. The highlight is a new spa-inspired bathroom featuring a walk-in shower with oversized rain head, handheld, and dual body jets—finished with elegant brushed gold fixtures for a true luxury feel. Enjoy a quiet and safe neighborhood just 15 minutes from downtown. Includes private parking for 2 vehicles, plus essentials for light meals (mini fridge, microwave, and coffee station).

Superhost
An open-concept living area features a kitchen with modern cabinetry and a black refrigerator. A dining area includes a dark table with matching chairs. A comfortable sofa faces a mounted television, with a ceiling fan above providing airflow. Soft lighting enhances the space.
Flat in Shadyside
4.92 out of 5 average rating, 196 reviews

Walk to CMU, Pitt, Walnut! Parking! King Suite!

This apartment is in an ideal location in Shadyside close to CMU, Pitt, Walnut Street and much more! My apartment features a deck, open-concept layout, bedroom with a walk-in closet, central air, and free laundry. One parking spot is available for free if it is reserved in advance. The apartment sleeps 4 people. The bedroom has a king bed. The living room has a sofa that very conveniently folds down to transform into a queen-sized bed. There is a spacious deck.

Popular amenities for Edgewood holiday rentals