Smoking-friendly holiday rentals in Allegheny River

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

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.

Relaxing getaway on 22 acres w/ breathtaking views

The walkout Lower-Level Guest Suite of our home is yours to enjoy valley views and nature on 22 acres of fields and woods next to Big Spring State Park. Relax, play board games, foosball or arcade basketball inside or enjoy the fire pit, disc golf course, stargaze, hike, play horseshoes or picnic at the pavilion. Several State Parks are within an hour’s drive that offer fishing, kayaking & swimming. Only 15 minutes off the turnpike at Willow Hill exit Route 75. Watch out for the Amish buggies!

Quaint & Quiet 90 Acre Farmhouse

This "far in the boonies" home is a great place to get away from it all! Large old farm home, well-kept and clean, family-friendly. Located far away from any town or city. Plenty of acres to explore. Miles of small roads and trails to hike. Plenty of lawn to stretch out and fields to romp through. Small creek on the property to wade & splash in. Explore the old barn and watch the stars at night. Great for your kids, family, pets, and small events. Many of our guests call it "Grandma's House"!

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

Dreamy Cottage: 2 bed w/fireplace, tons of charm

This family/pet friendly 2 bed/1.5 bath Dreamy Cottage, located in a lovely, quiet, family neighborhood in the center of Westmont is recently renovated and designer decorated in a boho-vintage-world-chic style. Step in become transported into a world of warmth, charm and comfort. You will find no other accommodation in the area with such extreme detail to design and comfort as this unique designer-owned home. There is a 25lb pet limit, 1 pet per visit acceptance at discretion of owner.

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.

The Crowe's Lounge

Let your dogs and children run free on 40 acres of private land. From this house you cannot see any other houses, and you will not see any people. Shut the driveway gate and you will be prepared for the zombie apocalypse. Fully renovated, clean, brightly-adorned rooms will lift any mood. Hiking, bird-watching, and nature-filled fun! Quiet area, excellent for stargazing. Dog, cat, and horse friendly. The access road is dirt with potholes - you are escaping from modern life.

Sportsmen's Lodge

Spacious lodge, extremely private, rustic setting near many outdoor recreation areas, including the Elk Country Visitor's Center, the Allegheny National Forest, and the East Branch Dam. Great space for outdoor sports (nearby fishing, kayaking, hiking, mountain biking, and much more!) or to stay and enjoy nature! Sledding and cross country skiing in winter. No weddings,receptions,class reunions, graduation parties. Will not rent for 24 hours after guests check out.

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!

Family & Friendly Stay in Pittsburgh, PA.

This cozy home is the perfect balance of comfort and convenience. Located in Eastmont, a quiet neighborhood. You're just minutes from all the shops, restaurants, and essentials in Pittsburgh and Monroeville, making it ideal for families, couples, or professionals needing a functional, well-located stay. Inside, you’ll find a warm, thoughtfully designed space with modern amenities, rustic touches, and everything needed to feel at home.

Woodland Retreat

Close to civilization but not too close. Nestled in a wooded area of Western Pennsylvania, this getaway home is ready for your whole family. The landscape of rolling hills and scenic wooded and farming areas is enjoyable year round. The well maintained blacktop roads are ideal for motorcycle enthusiasts. The natural setting of this home may bring you in contact with large and small woodland creatures.