Smoking friendly holiday rentals in Pittsburgh

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! 


#640 Central Apt 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!

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!!!!!!!!

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.

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.

2/2.5| 1200ft| Fenced| FIOS| 85”TV| Pets| Grill

Luxury Pittsburgh, PA Home with a separately rented apartment on the first floor. Close to Stadiums, Downtown & Shopping ✓ Keyless Smart Lock ✓ Security: 3 Exterior Cameras ✓ 2 Bedroom Home w Private Bath Per Bedroom ✓ 1 Powder Bathroom (Kitchen/LR) ✓ Sleeps 4-6 ✓ 1 King Bed, 1 Queen, 1 Oversized Lux Sofa ✓ High Speed FIOS w 2 Workspace Desks ✓ Smart TV’s + SmartHub ✓ LEED Certified Smart Home w HE-HVAC Control ✓ Covered Front Porch ✓ Fenced Backyard + Patio Area ✓ Gas Weber BBQ Grill

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!

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.

Mt Washington Townhouse (A Grand View)

Enjoy the phenomenal view from the Living room, Deck & Master Bedroom! Stroll down the block to enjoy some of Mt Washington's best restaurants & overlooks. Take the Duquesne Incline down the hill to enjoy a short walk to the North Shore (Heinz Field, PNC Park or Stage A&E) or ride one of the Gateway Clipper boats to your destination. An inexpensive Uber ride gets you back to Mt Washington to enjoy a nightcap with one of the greatest views Pittsburgh has to offer!

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!

Modern, Near Downtown and Strip, BBQ, Jetted Tub

Do you want to be: -3 min to Strip District -6 min to CMU/Pitt -7 min to Lawrenceville -9 min to Downtown -12 min to Northside -13 min to Squirrel Hill Do you also want to: -Grill BBQ or try your hibachi skills -Roast marshmallows in your backyard -Dine inside a bug-free backyard tent -Relax in the indoor jetted whirlpool hot tub for 2 -Have your private bathroom — no sharing unless it’s with your partner? -Have a one-car parking garage Look no further!