Smoking-friendly holiday rentals in Allegheny County

Private unassuming home with lots of extras!

Unassuming private home on cul-de-sac in the woods. 2 bedrooms with double beds to sleep 4, but with rollaway and sofa bed can accommodate 7. Finished basement with comfy seating, poker table, TV, etc. leads to back patio and fenced in yard. Dog door in basement! Fully equipped office with monitor, printer scanner. Fully equipped gourmet kitchen. 15 minutes to downtown! 10 minutes to Ross park mall. Wonderful quiet neighborhood. Perfect for families with kids/dogs or a romantic getaways

House 3bed Free Parking Walk to Bars & Shops

Have fun with the whole family & friends at our beautiful modern house. Located on a quiet street at one of the most vibrant neighborhoods in Pittsburgh South Side.Walking distance to bars & restaurants, grocery stores and coffee shops. Private fenced backyard perfect for families with kids. Free street parking available for our guests. Carnegie Mellon university, Pitt university, PNC Park and Heinz field 3 miles away from house. 3 bedrooms - king, queen and twin size beds, closets & bathrooms.

City-Adjacent Wooded Retreat - Peace and Wildlife

1950’s Ranch on secluded road. No other spot has so much access to private forest, this close to the city! Take a stroll, build a fire or enjoy a sunset from the porch. Only :10 from hotspots like Shadyside and L-Ville. :15-:20 from UPMC Oakland. Full & twin beds. Sparse furniture, w/ cooking utensils included. This isn’t a hotel room, it’s a home in transition and we invite you to stay simply, easily & cheap! I live close by for help in town or for anything you might need during your stay.

Creekside Inn & Backyard Camp

Ranch home with everything necessary on main floor. A restaurant/bar within walking distance in front and a camping experience in the backyard with a huge firepit, so bring a tent! The lower level has a game room with a pool table, PS3 game system, TV, a kitchenette w/mini fridge/microwave, 2nd bathroom and a small workspace. There is parking for 6 cars. No stairs to access main floor. This is a rare blend of seclusion and access to everything else just steps or a minutes' drive away.

420 friendly premium apt w jet tub, air fryer oven

We’d love to host you at our 420 friendly two bedroom apartment. The unit has a custom shower/ jet tub combo, and modern kitchen. There is a potential noise (although not enough noise to bother most guest) This completely private apartment is located on the first floor of a three level building. There is another Airbnb above this unit, and an owners area below this unit. Also, the apartment is located on a Main Street, If you are a light sleeper this may not be the unit for you.

Quiet & near downtown Carnegie

The open concept kitchen dining room is perfect for cooking and relaxing. Complete with all the necessary utensils and appliances, including a dishwasher and coffee maker. With its 3 bed 1.5.5 bath is perfect for families, couples, or solo travelers. Enjoy the added convenience of a driveway for parking, laundry facilities, and fast wifi. Book your stay now and experience a comfortable and convenient home away from home! No chore checkout!! All bedrooms up or down stairs.

Larkins Way Urban Oasis

Modern, bright South Side oasis just steps from Carson St. Sleeps 8 in 2 spacious bedrooms with en suite baths plus a comfy U-shaped sofa that can sleep two (one on each arm). Enjoy vaulted ceilings with skylights, 2.5 baths, and a fully equipped kitchen. The guest bedroom includes a desk and chair for remote work. Relax on the large private deck with grill, firepit, string lights, and plenty of seating under a peach tree. Driveway parking for one and pets welcome!

Stylish 2 BD on Southside

Relax and unwind in this comfortable and spacious 2 BD apt in the heart of the south side of Pittsburgh while being 10 mins from Downtown Pittsburgh! The city offers award-winning restaurants, Boutique shops, and a Lively nightlife. When ready, enjoy the stylish apt and the many amenities it comes with: Free Parking, High Speed Wi-fi, Smart TV, Fully Equipped Kitchen, Office Desk, Cozy Bedroom w/ Queen Bed

Cozy Carnegie Cottage close to Pittsburgh

Get a real feel of the rolling hills of Pittsburgh while staying in a comfortable cottage built on a hill in a peaceful wooded setting. Plenty of room to relax and unwind while enjoying nature. The cottage is only 10 minutes from downtown Pittsburgh (park and ride and bus is within walking distance) and the Pittsburgh Int'l airport is only 15 minutes away. Local park is also within walking distance.