
Apartment holiday rentals in Shadyside
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Top-rated apartment rentals in Shadyside
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Cozy One-Bedroom East Side Apartment
Spacious and comfortable one-bedroom apartment centrally located in the East End (East Side) of Pittsburgh. Cozy bedroom, full kitchen, bathroom, living room, and dining area. Quiet neighborhood; close to restaurants, supermarkets, coffee shops, bars, East Liberty Transit Center. On bus lines for easy access around town. The apartment is also located on the bus line to Pittsburgh Paints Arena and is about a 20-minute drive to PNC Park and Heinz Field. Great for couples, solo travelers, LGBTQIA.

Upscale King Bed Suite |ADA w/ Free parking!
Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐ADA Accessible! ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt! ⭐$0 cleaning fee!

Quaint cozy Shadyside One Bedroom
Cozy apartment located in Shadyside.Just steps away from Shadyside Hospital, this apartment is great for long or short term visitors.Grocery stores, restaurants, bars, and shops are all just a few minute walk from this apartment as well. The apartment is a short drive to Heinz Field, PPG Paints Arena, PNC Park, and all the amazing museums Pittsburgh has to offer! Also near by is CMU, PITT, Chatham Univeristy, and Carlow College.Free parking & WiFi.Towels,bed linens,toilet paper provided.

Luxury King Suite Near Shadyside Hospital
The Pitt Shuttle is just a block away, and the apartment is 0.8 miles from Pitt and CMU campuses. This newly remodeled 2BR/1BA first-floor apartment is fully stocked and pristine, perfect for a Steeler game, family getaway, or hospital visit. Close to UPMC Shadyside, UPMC Presby, West Penn, and the VA, with restaurants, bars, and shops within walking distance. Whether you're visiting for work or play, this stylish apartment offers the comfort and convenience you need to feel at home.

Grandview Ave - King Bed - Spectacular Views!
One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng
Modern and family oriented 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.

East End Penthouse in Shadyside w/rooftop deck
Modern and full of art, color, and light. A private spot to be inspired, reflect, write and or daydream.This luxury and unique 2 bedrooms, 3-level apartment is above a family home in the Shadyside/East End area. It is on a quiet residential street w/ ample outdoor space to conference and work from home. It has its own stunning private rooftop space,open floor plan, a true oasis in the city! Walkable to many local coffee/bars, gyms, shops and eateries in East Shadyside.

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).

Off Street Parking, King Bed, on Butler Street!
Free off-street parking right on Butler Street? Check! Welcome to your home away from home, located on arguably the hippest street in Pittsburgh. 20+ bars & restaurants, 3 breweries, and more within three blocks - an active traveler's dream! If you would rather stay in, we have a great work from home space with two desks in separate rooms (perfect for traveling couples), a well stocked kitchen, two smart 4K TVs, comfy couch, and more!

Highland Park Carriage House
This two-room apartment is located in the popular East End of Pittsburgh in the Highland Park neighborhood. Highland Park is mostly residential, with a small business district with several popular restaurants, a coffee shop, a bakery, and a small market. The apartment is one block from the bus line, and less than a mile to Whole Foods and an ever growing choice of restaurants in East Liberty. Downtown Pittsburgh is only 4 miles away.

Cozy Entire AptA Friendship Park & free parking
Ground Floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. The apartment was recently updated and feels fresh, spacious. This first floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower.

Shadyside King Suite w/ Parking!
Stylish 1BR/1 bath apartment with off street parking in the heart of Shadyside, steps to Walnut St -- DESIGNATED OFF STREET PARKING! Short Walk to UPMC & West Penn hospitals, close to CMU & Pitt! The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit, 70inch 4K TV!
Popular amenities for Shadyside apartment rentals
Weekly apartment rentals

Cozy King Suite Just off Walnut

Lamont Place

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

1BR/1BA with Gym Access Near UPMC & Carnegie Uni.

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Chic & Cozy 2BR | Walkable Shadyside Location

Studio on 5th Ave Shadyside - Walk to CMU and Pitt

Upscale King Suite by WholeFoods
Private apartment rentals

Shadyside 2Bed 2Bath w/ Parking!

Apt 11 Bloomfield/ Lawrenceville private mini 1 br

Upscale 2BR suite ~ Free Parking & Walkable!

Bright & Upscale|King Bed|Free Parking w/Workspace

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

Huge Open Concept 2BR by Walnut

Cozy King Suite|Central, Workspace + Free Parking

Friendship Flat
Apartment rentals with a hot tub

Pittsburgh Getaway

Centrally Located Chic & Stylish Retreat w Hot Tub

420 friendly Luxury loft apt w jet tub & balcony

sauna suite w outdoor jetted hot tub

Spacious 4BR Retreat +Hot Tub & Deck

Romantic Jacuzzi suite

Sleek 2BR Downtown Retreat with Gym

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!
When is the best time to visit Shadyside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $103 SGD | $104 SGD | $115 SGD | $126 SGD | $151 SGD | $155 SGD | $139 SGD | $156 SGD | $142 SGD | $135 SGD | $129 SGD | $113 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Quick stats about flat rentals in Shadyside

Total holiday rentals
Explore 190 holiday rentals in Shadyside

Nightly prices starting at
Shadyside holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 20,690 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
190 of Shadyside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shadyside rentals

4.9 Average rating
Shadyside stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- Yellow Creek State Park
- National Aviary
- Ohiopyle State Park
- Fox Chapel Golf Club
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Laurel Mountain Ski Resort




