1 / 50

Double Living, Yard, BBQ, Massage & South Side Fun

House in Pittsburgh, PA

12 guests·3 bedrooms·2 bathrooms
5.0 · 22 reviews

Property details

Your Pittsburgh adventure starts here! Wander South Side’s hillside streets, grab a bite at a local favorite, then retreat to a stylish home made for steel-city explorers. ✔Massage Chair ✔2 Living Rooms + 2 Kitchens ✔1 GHz WiFi + 2 Dedicated Workspaces ✔Dog-friendly ✔In-unit Laundry ✔Yard with BBQ & Heater ▶Steps to Dining ▶Airport - 25 Min Drive ▶PPG Paints Arena - 10 Min Drive ▶Acrisure Stadium - 10 Min Drive ▶PNC Park - 15 Min Drive This 3-story Pittsburgh gem is perfect for families or friends ready to live like locals. Explore South Side’s dining and nightlife, then retreat to three floors of cozy corners, lively lounges, and a patio made for good times. ☆Main Floor☆ Living Room: Relax in the main lounge with a smart TV, queen sofa bed, and a massage chair—perfect for movie nights or recharging after a day exploring Pittsburgh. Kitchen & Dining: Full kitchen with everything you need, dining table for two, and a dedicated coffee & tea station to start your mornings right. Bedroom: A queen canopy bed creates a charming and restful retreat. Bathroom: Full bathroom with a tub for a relaxing soak after a busy day in the city. ☆Upper Floor☆ Living Room: A bright lounge with a queen sofa bed, smart TV, and a dedicated workspace—perfect for streaming, reading, or working remotely. A blue single fold-out mattress is also available next to the beige sofa sleeper, offering extra sleeping flexibility. Kitchen & Dining: Full kitchen with all essentials, dining table for six, and a coffee & tea station to energize your mornings. Bedroom: Stylish king bedroom offering a serene retreat with thoughtful design details. Bathroom: Full bathroom with tub and all essential amenities for a refreshing experience. Laundry: Convenient in-unit washer and dryer for hassle-free stays. ☆Attic Level☆ Bedroom: Bright and airy bedroom featuring a king and a queen bed, perfect for families or friends. This space also includes a pink recliner and a large grey beanbag, creating a relaxed hangout spot to unwind. Workspace: Dedicated workspace is integrated right in the bedroom, ideal for remote work or planning your day. ☆Outdoor Space☆ Gather on the sunlit backyard, fire up the gas BBQ, cozy up by the propane heater, and enjoy al fresco meals or drinks in the open air—your own private spot for fun, relaxation, and city views. Located in vibrant South Side, you’re just steps from charming cafés, restaurants, grocery stores, and local shops. Museums, stadiums, and city attractions are only 10–15 minutes away, putting Pittsburgh’s best right at your doorstep. Pack your bags and live like a true Steel City local—your three-level Pittsburgh retreat is waiting! Guests will have access to the entire home with all the amenities for a hassle-free stay. While we won't be there in person, you can message us through the app 24/7. Nestled in the vibrant South Side, this home puts the best of Pittsburgh right at your doorstep. From hillside streets to iconic landmarks, there’s something for everyone. •South Side Slopes – charming hillside streets with city views, perfect for a stroll (steps away) •The Workers Sculpture – iconic public art honoring •Pittsburgh’s ironworkers (7 mins) •PPG Paints Arena – home of concerts and sporting events (10 mins) •Acrisure Stadium – Steelers football action live (10 mins) •Point State Park – scenic riverfront park with fountains and walking trails (12 mins) •Carnegie Museum of Natural History – fascinating exhibits and dinosaur halls (12 mins) •Phipps Conservatory & Botanical Gardens – stunning gardens and seasonal flower shows (13 mins) •PNC Park – catch a Pirates game with skyline views (15 mins) •Senator John Heinz History Center – Pittsburgh history and interactive exhibits (15 mins) •The Andy Warhol Museum – pop art collections and immersive exhibits (15 mins) •Pittsburgh Zoo & Aquarium – wildlife and aquatic adventures (20 mins) Whether you’re exploring local art, cheering at a game, or enjoying riverside walks, South Side offers both the energy of the city and a welcoming neighborhood feel. South Side is a walkable neighborhood, with cafés, restaurants, shops, and groceries just steps from your door. •By Car: Convenient for drivers, with free street parking available right in front of the house. •Rideshares & Taxis: Uber, Lyft, and local taxis are widely available for quick city trips. •Public Transit: Bus stops are nearby, and the Port Authority Metro and bus lines connect you to downtown Pittsburgh and other attractions. Whether you’re exploring on foot, driving, or hopping on public transit, getting around Pittsburgh from this home is easy and convenient. ➤Starter kitchen and bathroom essentials are provided, but guests will need to supply disposables and restock items for the duration of their stay. ➤Pets are not allowed. ➤Exceeding maximum occupancy is not permitted. ➤No third-party bookings (must book under your own account). ➤No parties, events, smoking, vaping, marijuana use, or open flames (candles, incense, sage). ➤Quiet hours begin at 10:00 pm. Please keep noise to a minimum. ➤Free street parking is available in front of the house. Please note that on Thursdays from 6:00 AM to 12:30 PM, cars must be moved for garbage collection (look for posted street signs). *Thank you in advance for your understanding and compliance with the rules.* 1. If you are local please notify us before making your reservation 2. Guests acknowledge and agree to observe quiet hours from 10:00 PM to 7:00 AM and to keep noise levels to a minimum during this time out of respect for neighbors. 3. **If small events are allowed: We welcome small, calm gatherings such as baby showers, family birthdays, and similar events. However, all events must be pre-approved in advance. Please provide details, including the number of guests and duration, for consideration. Large parties, loud gatherings, or disruptive events are strictly prohibited. Guests are responsible for ensuring all attendees respect house rules and neighborhood quiet hours.. 4. Guest must provide us with a valid working phone number & guests listed on the reservation must report to us within 2 hours from the time of arrival if anything in regards to cleanliness does not meet their standards so we can help address the situation as soon as possible 5. NO SMOKING or use of fire permitted in the rental; guest acknowledges that no "smoking" includes the use of vape pens and marijuana and "use of fire" includes the lighting of candles, incense, or sage. There will be a $200 charge per day of reservation if this rule is not followed 6. There cannot be more than the allowed number of guests in or on the property at any time. Violation may result in immediate removal of all guests without refund. Unauthorized guests exceeding the maximum occupancy will be charged $50 per night, per extra guest. 7.. 8. Guests who make reservations for over 30 days must sign our standard lease agreement 9. As part of our commitment to maintaining a clean and comfortable environment for all guests, we require a midterm cleaning for reservations lasting 30 days or longer. The midterm cleaning will take place around the 15th day of your reservation. This cleaning is mandatory and is designed to ensure the continued cleanliness and hygiene of the property The cleaning fee for the mandatory mid-stay clean will be deducted from your security deposit or through the resolutions center 10. Pets are not allowed. 11. Excessively dirty units will incur an additional cleaning fee and will be evidenced with photos 12. For your security and protection the property is equipped with an exterior camera 13. Guests who fail to arrive for their reservation, for any reason, will be considered no-shows. No-shows are non-refundable, and no credits, reschedules, or exceptions will be provided under any circumstances. 14. Please remember to take all of your belongings with you upon checkout. Any items left behind will incur a $50 Mailing fee (separate from the cost of postage). We will do our best to send your items back to you within a week. 15.. 16. If you were a previous/current guest and did not respect our house rules and our property, we have the right to decline your next reservation. Thank you for understanding!

Sleeping arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

1 Queen Bed

Common space

1 Full Sofa Bed

1 Full Sofa Bed

What’s included

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Yard

    Yard

  • Balcony

    Balcony

Guest reviews

Star icon 5.0 | 22 reviews
5
4
3
2
1
K

Kelly

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

September 2026

Great location, home and host! Would highly recommend for anyone wanting to be close to Southside and Carson St. Walkable and close to UPMC medical facilities which was the reason for our visit.

S

Sara

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

September 2026

My family and I enjoyed our stay, we came from Durham NC to visit my granddaughter at La Roche University, your place was close to everything we needed (shopping area, the University, restaurants). Thank you

S

Susan

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

August 2026

I enjoyed my two days at Derwin's. It was as advertised and shown in pictures. Derwin was easily reached and responsive with my few questions. I recommend this listing for sure!

S

Sarah

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

August 2026

Great stay! Clean and in a great location.

Know before you go

House rules

Check-in: 3:00pm

Checkout: 10:00am

No pets allowed

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.