Holiday rentals with breakfast in Squirrel Hill

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Top-rated Holiday Accommodation with Breakfast in Squirrel Hill

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
The living room features a large television on a low stand, positioned across from a spacious sectional couch. Natural light enters through three windows, illuminating hardwood floors and indoor plants. A small round table is located in front of the couch, enhancing the inviting atmosphere.
Condo in Pittsburgh
4.98 out of 5 average rating, 45 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.

Top Guest favourite
A scenic view of the marina shows several boats docked at floating piers, with lush green hills framing the background. The tranquil waters reflect the soft clouds above, creating a peaceful river setting ideal for relaxation and recreation.
Apartment in Verona
4.95 out of 5 average rating, 125 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
A cozy living area features a colorful array of artwork on the walls and a mounted flat-screen television. A decorative fireplace with a warm glow is complemented by a cowhide rug on the wooden floor. A leather recliner and a dining area are seen in the background.
Home in Pittsburgh
4.82 out of 5 average rating, 227 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
A comfortable living area is highlighted by a sectional sofa and a recliner, complementing a modern coffee table. Exposed brick walls and custom shelving add character. A large TV is mounted on the wall, and light enters the space through a window, enhancing the cozy ambiance.
Home in Pittsburgh
4.92 out of 5 average rating, 51 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!

A cozy studio space is shown, featuring a leather love seat and a rustic wooden decorative door. A wall-mounted television displays a screen inviting connectivity. The room is complemented by a natural fiber rug and a live edge bar counter, enhancing the functional design.
Apartment in Pittsburgh
4.79 out of 5 average rating, 127 reviews

Refined Studio, New Construction, 1 Mile From Town

Brand new construction! This awesome studio has everything you need to make yourself at home during your stay. There is a fully equipped kitchenette, with an electric two burner cook top, coffee maker, toaster oven, microwave, and dishwasher. The property also features a queen bed, comfy leather love seat, and full bathroom with shower. There are a ton of other thoughtful details throughout like a live edge bar area, and a folding "murphy" desk made from an old basketball court!

Guest favourite
A modern kitchen features dark cabinetry complemented by a rustic brick accent wall. Stainless steel appliances include a gas range and hood. A central island with a wooden countertop provides additional workspace. Ambient lighting highlights a clean, inviting cooking area with ample natural light from the window.
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
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in Pittsburgh
4.91 out of 5 average rating, 410 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
The exterior of a two-story house is presented, showcasing a blend of modern and classic architectural features. A spacious front porch is highlighted by stairs leading to the entrance. Lush greenery borders the well-maintained lawn, enhancing the inviting atmosphere.
Apartment in Pittsburgh
4.88 out of 5 average rating, 152 reviews

Sun-Splashed 3BR | Sq Hill | walk everywhere

This is a very large (1850 sq ft) self contained apartment with three bedrooms. 2 bedrooms each with have a King bed and 3rd bedroom has full/ double. Fully equipped kitchen and stunning dining room. The sun pours in the windows and it is an inspiring space. Work space with desk, small gym. Central east end location (Middle of sq hill) Walk to the best bakery in town, shops and restaurants, east end, shady side. Great for couples getaway, friends, or a whole family.

Guest favourite
A modern kitchen is featured with sleek white cabinetry and black granite countertops. Stainless steel appliances are present, including a stove and refrigerator. Natural light fills the space through windows, while a table is set with dishes and glassware. A door provides access to the outside.
Home in Pittsburgh
4.85 out of 5 average rating, 141 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
A distant view of the Pittsburgh skyline is captured, with a prominent tower rising above other buildings. Bare tree branches frame the picture, and a soft pastel sky transitions from pink to blue, offering a serene backdrop to the urban landscape below.
Home in Pittsburgh
4.96 out of 5 average rating, 82 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

Top Guest favourite
A cozy bedroom features a full-size bed with fresh linens, a bright yellow accent blanket, and decorative pillows. The wall is painted in a warm yellow hue, complemented by blue accent decor. Shelves hold tasteful items, while natural light flows through the window adorned with soft curtains.
Apartment in Carnegie
4.91 out of 5 average rating, 152 reviews

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

Superhost
A comfortably furnished living room features a large brown sofa and a light-colored armchair with a decorative black and white throw. Natural light enters through patterned curtains, highlighting a wooden coffee table adorned with magazines. A ceiling fan and a staircase add to the welcoming ambiance.
Home in Pittsburgh
4.78 out of 5 average rating, 9 reviews

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.

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