Smoking friendly vacation rentals in Allegheny County

4.75 out of 5 average rating, 4 reviews

Unique Artsy 2 Bdrm Apt 1.5 mi from Downtown

Whether you’re coming for a sports game, a concert, a college graduation or just sightseeing- this place offers you a perfect location.  Just 1 to 2 miles away from some of the Pittsburgh’s most interesting venues, approximately 300 yds from the bus stops and half a block away from Interstate I-279 and PA Rt.28. This cozy, freshly remodeled apt located in a 123 y.o. bldg in historic Deutschtown neighborhood offers great city views, a taste of history & the latest modern conveniences. Welcome!  

4.81 out of 5 average rating, 199 reviews

#40 Central Apt on Butler St Lawrenceville Pets F.

Hello I’m Gus I'm a Colombian that's been living in Pittsburgh for seven years now and has fallen in love with the city. I've started a new life here, but I know what it’s like to be away from home. I'm a very friendly person, love to meet new people and share experiences, I started this business trying to create a “home away from home” environment for travelers. The space is modest but inviting and I'll be happy to host you and do my best to provide you with a pleasant stay in my home. Welcome!

A large brick house is positioned on a grassy lawn, surrounded by trees and shrubs. The two-story structure boasts a classic architectural design, with tall windows and a prominent front porch. A metal fire escape can be seen on the side of the building.

5 out of 5 average rating, 10 reviews

Spacious 2br Pet Friendly Wi-Fi

Bring the whole family to this great place with lots of room for fun. It is a great location with quick access to Parkway. It is close to several malls, restaurants, bars and convenience stores. Peaceful Mornings and fun-filled afternoons await you at this unique experience! The unique Property combines all the best that the Southside of Pittsburgh has to offer. Ambient rooms with led lights, and Murals to Boost your getaway. Full Kitchen, Quartz countertops, spa shower, 55 inch Flat Tv!!!!!!!!

Superhost

4.87 out of 5 average rating, 38 reviews

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.

Apartment in West Homestead

4.92 out of 5 average rating, 48 reviews

Romantic Jacuzzi suite

Take it easy at this unique and tranquil getaway. Quiet, private location and yes we are 420 friendly. We specialize in hosting special occasions, such as romantic, birthdays, valentines days, anniversaries, or just a quick getaway with a special someone where you can relax and enjoy one another and or even just your self. experience unique Jacuzzi room with heated floors, private dressing room, smart TV and Alexa. Our bedroom suited with a queen size bed, accompanied by smart TV and fireplace.

A wooden deck extends from the brick structure, surrounded by bare trees, with a clear sky above. The space features sturdy railings, providing an unobstructed view of the surrounding landscape.

4.87 out of 5 average rating, 100 reviews

City-Adjacent Wooded Retreat - Low Cleaning Fee

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.

A spacious living area features green walls and modern furnishings. A comfortable sofa with a cozy blanket is paired with a wooden side table. Stylish armchairs and a decorative mirror add character, while artistic lighting fixtures provide ample illumination.

3.25 out of 5 average rating, 4 reviews

The Andy Warhol

*PROMO: Thursday & Monday FREE when booking an entire weekend! Message me for details! (As soon as full weekend is booked can block off extra days with your request) * New Business Airbnb account * 2 years of hosting experience! ***This historic home is in the perfect location! Situated in the historic and unique Mexican War Streets area. Walking distance to the stadiums/downtown! Near museums/art exhibits & many great restaurants! This home is perfect for large group!backyard/Rooftop patio.

Top guest favorite

A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.

4.97 out of 5 average rating, 399 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Superhost

A contemporary living area features a large sectional sofa and a coffee table set on a striped rug. A flat-screen TV hangs on the wall opposite a dining area with a wooden table and six chairs. The kitchen is visible in the background, showcasing modern appliances and a breakfast bar.

New place to stay

4 Story Home|Triple King|Backyard|UPMC Shadyside

Welcome to our stunning 4-story home in Shadyside! This home is huge with 4 BRs + a finished basement along with 3.5 baths, perfectly located right next to UPMC Shadyside Hospital. Also a short walk from Giant Eagle Market District! ⭐7 beds with memory foam mattresses (3 King / 1 Queen/ 3 Full) ⭐Private backyard ⭐1 rollaway bed + 1 crib + 2 sleeper sofas ⭐Washer/ dryer ⭐Street parking (Paid options nearby) My team and I are here for you 24/7 before, during and after your stay with us!

The kitchen showcases a modern design with a central island featuring an induction cooktop. A stainless steel refrigerator stands beside warm wooden cabinets. A flat-screen television is mounted on the wall, while sleek countertops and a dark accent wall enhance the contemporary aesthetic.

4.92 out of 5 average rating, 344 reviews

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.

A spacious living area features a dark sofa with decorative cushions and a patterned throw. A circular coffee table is positioned in front, complemented by a floor lamp. A door leads outside, while light stream through a window adorned with floral curtains.

Home in McKeesport

New place to stay

The Upper Room

Nestled in the heart of McKeesport, Pennsylvania, The Upper Room (2 bedrooms and 1 bathroom) offers a warm and inviting stay for travelers seeking comfort and convenience. Nearby Stores Walmart Supercenter (10mins drive) ALDI (5 mins drive) Dollar General (5 mins drive) Dollar Tree (5 mins drive) Nearby Hospitals UPMC Mckeesport (6 min drive) AHN Jefferson Hospital (20 min drive) UPMC East (25 min drive) 📍 Stay at The Upper Room—your cozy home away from home in McKeesport