Holiday rentals with breakfast in Canonsburg

Uniontown Cottage with breakfast & on-site winery

Welcome to your home away from home at Deer Creek Winery! Nestled in the heart of Pennsylvania wine country, our cottage on the Watson Estate offers a unique bed and breakfast experience with FREE wine tasting! This rustic cottage with front porches and rocking chairs overlooks peaceful woods, fields, and pastures - the perfect setting for a serene and private getaway. Inside, you'll find an open living space with a king bed, mini-kitchen, smart TV, bathroom, and climate control. Pets allowed

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Tiny House - Big Farm Adventure near Pittsburgh

Enjoy an Adventure in "Glamping" at Highland House on Pittsburgher Highland Farm. This custom built Tiny House is situated on over 100 acres of rolling farmland, hills and forests, with Scottish Highland cattle, chickens, sheep & lambs, pigs, fish in the pond, and 2 beehives. You have use of the entire farm during your stay. Located about 45 minutes south-east of Pittsburgh in Pennsylvania's beautiful Laurel Highlands, there is lots to see and do both on site and nearby. Photos current 2024.

The Cranberry Limited

Designed specifically for Airbnb guests visiting Cranberry Township in the Pittsburgh Area, this listing includes a Guest Suite and Treehouse. The fully serviceable walk-in basement includes modern features & amenities, a comfortable king bed, black-out curtains, luxurious shower, & large entertainment area. The lovely Treehouse, nestled in a peaceful valley forest, has stairs to an exterior deck, a 1st floor lounging space, and a small loft with a full-sized bed, net, & balcony. Welcome Home!

Convenient 1 BR close southside

Experience the best of Pittsburgh with this stylish and centrally-located home. Relax in the large bedroom with a king-size bed, enjoy the convenience of a full kitchen and soak up the plush entertainment of 2 large TVs. The Southside Flats are located .5 miles away and downtown just 2 miles away. Enjoy a hassle-free experience with no stairs within the property (There are steps to enter the house) Chore free checkout! *This is a lower unit in a duplex. The drive does involve steep hills!

Coffee by the Fire+Stars at Night- Vintage Suite

Stay in our elegant Vintage-Modern Home Only 20min from Fallingwater. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dining and fully stocked Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Washer/dryer ✔Free breakfast Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Sunbeams Cottage

Small home is completely remodeled using traditional woodwork craftsmanship for a warm feel. Full appliances and amenities are supplied in the cottage. Evening and breakfast snacks included. Tasty public tap water for drinking and cooking. Private lane leads to the home with a spacious covered porch overlooking hillside and field. Ideal location at foothills of Laurel Highlands and outskirts of Pittsburgh. Town of Mt. Pleasant is just minutes away providing restaurants and shopping.

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Urban + Suburban Tudor quick walk to Pitt campus

Historic beauty, easy walking distance to PITT, CMU, UPMC - virtually on campus. 3000 sq ft. Historic Tudor with spectacular views of North Oakland below. Charming and updated with modern touches, Spacious, 2 bedroom, 2-bath home with first floor Powder Room & Sun Room, covered rear patio and deck. Off street parking onsite for 2 cars included. .7 mile walk to University of Pittsburgh or to the Petersen Event Center .5 mile walk to UPMC

Meadow Rock Farm-6BR/4Bath, Sleeps 20

Meadow Rock Farm, sleeping 20, with a spacious, 3,500+ square foot open floor plan. Located on over 30 acres, it is a great place for family and friends to gather! We specialize in wedding accommodations, family reunions, and retreats. * 4 mi-Succup Conservancy * 8 mi-Armstrong Farms * 9 mi-Avenue in Sarver * 15 mi-Pinehall at Eisler Farm * 25 mi-Pittsburgh, a 45-minute drive This is for the house rental only, event information is below.

Master Suite central to PGH and Airport Top 5%B&B

Welcome to Birds&Bees — Your cozy escape just 7 minutes from Pittsburgh! Unwind in this modern, pet-friendly retreat featuring a dreamy bed, comfy sectional, and a fully stocked kitchen with free snacks and drinks. Perfect for couples, solo travelers, or small families—comfort, style, and convenience all in one place. 📍 Ideal location 🐝 Themed interior 🐶 Pet friendly ✨ Modern touches

Little Paris (one king, queen & twin bed)

A charming house in a quiet neighborhood. Only Five minutes walk to the trolley (T-Station) Fallowfield stop on the Red Line. 10 min car ride to downtown. 15 to 20 minutes away From downtown and PPG Paint arena Via trolley. 25 to 30 minutes away from Heinz Field and north shore Via trolley. 30 minutes away from South hills village mall Via trolley. 25 minutes Car Ride to the Airport.