Smoking friendly vacation rentals in Washington County

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! 


PIT Optimum Value - $2.75 to Downtown & Pro Sports

*Except for NFL Draft dates, the check-out date must be on the first day of a calendar month.* The place will be clean and ready for you at check-in, but beyond that this place is about 99% self-service. This first floor 2-bedroom unit in a duplex is less than 100 yards from the South Hills Junction T-Station / Bus Stop for easy access to many parts of the city and surrounding areas for only $2.75. This place was renovated with many cosmetic improvements and brand new appliances in autumn 2020

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.

The Dave Cave

This unique 2 bedroom unit is an ideal place for cigar smokers and music lovers. The spacious apartment is decorated with a rock n' roll theme reflecting it's reputation as a popular live music venue (shows once every 2 weeks in the summer months). To access the 2nd bedroom you must go thru the master bedroom, so it's more of a bonus room for groups comfortable sharing spaces. Its located above the famous Leaning House Fine Cigars, established in 2006. We require a profile picture of your face.

10 min Walk to Draft | Historic North Side 4BR

Park your car and leave it. 10-minute walk to the Draft stage/North Shore. Perfect for groups/media teams. Secure the last massive 4BR historic home walking distance to the Draft! Forget paying $800+ for a tiny casino room—bring your group to this 3,000sqft luxury retreat. 🔥 VIP Perks: • 3 FREE Parking Spots: A true North Shore unicorn! • Walk Everywhere: 15-min walk to the stage & stadium. • Sleeps 7+: 4 Bedrooms / 5 Beds / 3.5 Baths. • Dog-Friendly: Front & back patios! Book with confidence!

Hot tub | BBQ | Fire pit | Garage | Near Downtown

Minutes from Pittsburgh’s best: -3 min to Strip District -6 min to CMU & Pitt -7 min to Lawrenceville -9 min to Downtown (PPG Arena) -12 min to Northside (PNC Park) Unwind with these amenities: ✓ BBQ grill + hibachi setup ✓ Backyard fire pit for marshmallow roasting ✓ Bug-free outdoor dining tent ✓ Indoor jetted whirlpool hot tub for 2 ✓ Private bathroom — no sharing unless it’s your partner ✓ One-car parking garage, plenty other street parking Perfect if you want city access and privacy.

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!

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!

Designer King Suite Apartment with Workspace

Escape to a private, professionally designed ground-floor King Suite in our LEED Certified home. Perfect for 2 guests, this stylish retreat offers a luxurious king bed, dedicated workspace, and a private entrance. Enjoy ultra-fast WiFi and a kitchenette corner. Located just minutes from the vibrant shops and restaurants on Grandview Avenue and a short trip from downtown. An ideal, upscale alternative to a hotel for couples or professionals.

The Cozy and Comfy Townhouse

Keep it simple at this peaceful and centrally-located place, surrounded by nature, only minutes to the stadiums and Pittsburgh main attractions. Enjoy a drink on the large covered porch, watch your kids play in the adjacent playground.. You will without a doubt enjoy how quiet our place is! It is the perfect place for your next visit to Pittsburgh. We wish you a warm welcome to the Steel City and can’t wait to hosting you!

cozy & modern house (loft style)

Welcome to my cozy world 🤗 Hope you will enjoyed while keeping the place as it is 🫣 There are 2 bedrooms: 1. The first bedroom is upstair with a master Bathroom and a dressing room. (Queen size) 2. The second bedroom is in the remodeled basement. (Full for 2 persons) Neighborhood Perks • Great restaurants are just a short walk away. • Church Brew Works is 3–5 minutes on foot. • Downtown is only a 10-minute drive.

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