Holiday rentals with breakfast in Squirrel Hill

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Squirrel Hill

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Guest favourite

Condo in Pittsburgh

4.98 out of 5 average rating, 44 reviews

Bright & sunny apt in Shadyside with free parking

Bright & sunny second-floor apartment located in the heart of Shadyside. Perfect for couples and professionals who are in Pittsburgh for just a week to a few months. Steep discount on month rentals. The apt is close to the restaurants & boutique shops on Walnut Street & Ellsworth. Whole Foods & Giant Eagle Market district is just down the street. If you like to cook, the kitchen is equipped w/ a new induction Samsung range with vented range hood, KitchenAid mixer, blender, and food processor.

Superhost

Home in Pittsburgh

4.85 out of 5 average rating, 13 reviews

C'est Chic (French Getaway)

A French-Inspired Getaway, escape to a charming duplex. Nestled in Beechview, Pittsburgh's most accessible neighborhoods, this stylish home offers easy access to Pittsburgh's major places. Whether you're in town for a concert, sporting event, or to explore the city, everything you need is within reach. In just 15 minutes, you can reach Acrisure Stadium, PPG Paints Arena, PNC Park, and the David L. Lawrence Convention Center. Pittsburgh International Airport is a convenient 25-minute drive away.

Guest favourite

Apartment in Verona

4.95 out of 5 average rating, 119 reviews

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.

Guest favourite

Home in Pittsburgh

4.81 out of 5 average rating, 215 reviews

Steel City Beds, Breakfast and More

3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.

Guest favourite

Home in Pittsburgh

4.93 out of 5 average rating, 45 reviews

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!

Guest favourite

Home in Pittsburgh

4.92 out of 5 average rating, 61 reviews

The Concord

Welcome to "The Concord" a newly renovated home in the Historic District of Deutschtown! This urban delight district on the Northside of Pittsburgh features wonderful restaurants, the Andy Warhol Museum, a new river front park & the Pittsburgh Pirates stadium--all within easy walking distance! The home is sparkly clean with contemporary amenities such as Wi-Fi , a flat screen TV & a full size kitchen with all new cookware and appliances. It's ideal for personal or business use.

Guest favourite

Home in Pittsburgh

4.91 out of 5 average rating, 400 reviews

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).

Guest favourite

Apartment in Carnegie

4.89 out of 5 average rating, 171 reviews

The Incline-Central of PGH-Free WiFi+Food+Parking

Welcome to The Incline — a charming suite just 7 minutes from downtown Pittsburgh, designed for comfort, relaxation, and convenience. Whether you're here for business or leisure, you'll love this cozy retreat with a plush mattress, comfy sectional, and curated amenities throughout. 🪴 Front porch with twinkle lights & lounge seating 🍿 Free snacks, drinks & cereal bar 📍 Prime location in Carnegie, PA 🛋️ Comfy sectional & stylish decor ☕ Fully equipped kitchen & coffee setup

Superhost

Home in Pittsburgh

4.71 out of 5 average rating, 78 reviews

WALKING WITH THE STARS ON THE SS w POOL TABLE!

****Must be 25years or older to book*** This quietly nested row home is located in the center of the Southside Flats. Our intimate, hardwood floor 2.5 bedroom home is comfortable and secure for family, friends and business people alike. It is a walkable 2 min(0.1 mi) stroll from the historic East Carson Street or 10 mins the other direction to the tranquil Southside Riverfront park. The best of the Southside Flats. Book now!! ****Must be 25years or older to book***

Guest favourite

Home in Pittsburgh

4.85 out of 5 average rating, 136 reviews

100% renovated House 8 minutes to downtown

Welcome to our newly renovated home, located just a short 10 minute drive from downtown. Upon arrival, you'll be greeted with easy and hassle-free check-in, as you make your way down the stairway and onto the cozy porch. Step into the modern kitchen complete with brand new appliances, perfect for cooking up a delicious meal. Relax and unwind in the comfortable living room. Street parking. MUST do steps. Come make yourself at home in our inviting and updated space.

Guest favourite

Home in Pittsburgh

4.96 out of 5 average rating, 80 reviews

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

Guest favourite

Home in Pittsburgh

4.89 out of 5 average rating, 19 reviews

Cozy Urban Retreat: Perfect for PGH Event Trips

Experience the perfect blend of historic charm and modern comfort in our cozy minimalist row house, ideally situated for your Pittsburgh getaway. Recently renovated by the Pittsburgh Historic Landmark Foundation, this home offers a serene retreat after a thrilling baseball game or concert. Embrace the tranquility of our stylish interiors while just moments away from all the action.