Smoking friendly holiday rentals in Washington County

4.87 out of 5 average rating, 101 reviews

City-Adjacent Wooded Retreat - Low Cleaning Fee !

CourtneyRating, 5 stars1 month ago

Excellent host, very responsive and accommodating! He was helpful and patient with my tech -challenged sister who couldn't figure out the app, and he easily worked out our extra nights' stay on last minute notice. There was a tornado during our stay and the power went out, Shannon was right there with flashlights, lanterns, and a portable phone charger. Our car was stuck behind a downed tree and Shannon was happy to give us an extended check out time until the tree was removed. The home was perfect, just big enough that our pitbull had space but small enough to feel like a cozy cabin in the woods. And in the woods it is! For the suburban area it's in, the house itself is surrounded by woods, small fields, and a Christmas tree farm and was lovely to take our pup walking in! Would definitely recommend to anyone looking for a place that their fur friends will feel comfortable and at home in. We will definitely be back in the near future!

Superhost

4.86 out of 5 average rating, 44 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.

4.97 out of 5 average rating, 410 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

4.86 out of 5 average rating, 7 reviews

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!

5 out of 5 average rating, 8 reviews

Home in McKeesport

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

4.6 out of 5 average rating, 5 reviews

6BDRM with Hot Tub - Mt. Wash

Escape to this expansive 6-bedroom, 2.5-bathroom retreat nestled in Mount Washington. Short distance from Grandview Overlook, Duquesne Incline, and downtown Pittsburgh. Our home features: -Fast Wifi -HOT TUB -Sleeping for 16+ -Outdoor Patio -Fully Stocked Kitchen -Perfect Mt. Washington Location Please note: We do have a ring camera at the front entrance to see who is coming and going from the house. There are no interior cameras. Absolutely no parties under any condition.

4.94 out of 5 average rating, 118 reviews

Townhouse in Pittsburgh

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!

Villa in Pittsburgh

New place to stay

The Downtown Estate

*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) Fully renovated, 5500sqft downtown Victorian mansion that is in the heart of Oakland, walking distance to the universities and museums, as well as just a 3 minute drive from downtown Pittsburgh! Can sleep more than 16, but need to be notified upon booking.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for smoke-friendly rentals in Washington County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

4.87 out of 5 average rating, 101 reviews

City-Adjacent Wooded Retreat - Low Cleaning Fee !

CourtneyRating, 5 stars1 month ago

Excellent host, very responsive and accommodating! He was helpful and patient with my tech -challenged sister who couldn't figure out the app, and he easily worked out our extra nights' stay on last minute notice. There was a tornado during our stay and the power went out, Shannon was right there with flashlights, lanterns, and a portable phone charger. Our car was stuck behind a downed tree and Shannon was happy to give us an extended check out time until the tree was removed. The home was perfect, just big enough that our pitbull had space but small enough to feel like a cozy cabin in the woods. And in the woods it is! For the suburban area it's in, the house itself is surrounded by woods, small fields, and a Christmas tree farm and was lovely to take our pup walking in! Would definitely recommend to anyone looking for a place that their fur friends will feel comfortable and at home in. We will definitely be back in the near future!

4.65 out of 5 average rating, 20 reviews

Upscale High-Rise | Downtown

TottiRating, 5 stars3 months ago

Everything was perfect, thanks!

4.93 out of 5 average rating, 15 reviews

Stylish 2 BD on Southside

StevenRating, 5 stars1 month ago

Great communication Location is near many restaurants Otis gave great recommendations for places to eat and drink Place was very clean

4.75 out of 5 average rating, 4 reviews

Unique Artsy 2 Bdrm Apt 1.5 mi from Downtown

KharizmaRating, 5 stars14 months ago

Eva has everything you need plus more at this lovely listing. Clean and beautiful

5 out of 5 average rating, 10 reviews

Spacious 2br Pet Friendly Wi-Fi

AlisonRating, 5 stars2 months ago

Otis is a great host and was very kind, responsive, and accommodating. The place is very nice, exactly as described. Very modern and clean inside

4.64 out of 5 average rating, 104 reviews

#420 Tiny Studio Bath/Kitchen Carson St.

JamieRating, 5 stars3 months ago

Good price for the area. Host is helpful.

New place to stay

Le 'Luxe

Flat in Washington

small peaceful apartment

Show all

Smoke-friendly house rentals

4.93 out of 5 average rating, 184 reviews

Travis Reed Place- Colonial Revival Home Shadyside

JulieRating, 5 stars4 months ago

Scott is a wonderful host. He made us feel right at home, including welcoming us at the door - we felt more like friends than guests. We love Scott's beautiful home and value the time we spend there. Thank you!

4.59 out of 5 average rating, 83 reviews

#62 Room - Southside W/Desk & TV

LizRating, 5 stars3 months ago

Always a good host and a pretty comfortable space

4.48 out of 5 average rating, 23 reviews

Modern Private 1 bedroom near CMU walk to bus

Alejandro JoseRating, 5 stars25 months ago

For the price it was fine

4.8 out of 5 average rating, 191 reviews

#29 PVT Comfy Room near CMU/UPMC Presbyterian PGH

RaymierRating, 5 stars3 weeks ago

Everything was up to par had a blast

4.8 out of 5 average rating, 210 reviews

#31 PVT Room Private Bath near CMU/UPMC Magee Hosp

SeanRating, 5 stars1 month ago

Always a pleasant stay. Conveniently located near campus.

4.95 out of 5 average rating, 215 reviews

Travis Reed Place-Colonial Revival Home Shadyside

NilgunRating, 5 stars1 month ago

This was my second time in two weeks staying with Scott and Ron! We came down for my daughter's graduation from Pitt and it was a charming stay for my daughter and I to get ready for her events and to get around town as it's so conveniently located. We had fun taking a few grad pics around the stunning home that added to our memories. They are the loveliest hosts, made us feel so at home, gave amazing recommendations and even helped us out in a pinch multiple times! We will definitely be back next time we're in Pitt, thank you so much Scott and Ron for opening your beautiful home to all of us to experience and for your gracious hospitality!

5 out of 5 average rating, 46 reviews

Urban Oasis

RamanaRating, 5 stars1 week ago

Leanne was an absolute delight as a host and she is so affable and welcoming. We cannot recommend her highly enough; make you spell perfectly at home and opened up her whole house and made it very comfortable for us to behave as if we were in our own homes! She really does go out of her way to make it easy and it felt like we had known her forever. For sure we will be staying with her in the future if ever our will travel to bring us back to Pittsburgh.