Holiday rentals in Pleasant Hills

Guest suite in West Mifflin

4.95 out of 5 average rating, 187 reviews

Hilltop Suite, Quiet Street

I would like to welcome you to my guest suite. I think that you will find my small suite very cozy and have everything that you need. You have your own entrance through the back of the house as well as onsite parking in the driveway. Inside, I’ve worked hard to make the space very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed. 15 mins to all main universities.

4.97 out of 5 average rating, 341 reviews

Flat in Pittsburgh

Apartment: Home Sweet Home

Enjoy yourself in a quiet, bright, one floor living space, with a separate bedroom, (Queen Size bed), bathroom (shower) and living room. Sleeps 4 comfortably. Queen size sofa bed in living room sleeps 2. Private entrance with keyless entry, private off street parking. 6 miles from Downtown Pittsburgh sports, concerts and events. Close to shopping, pizza and restaurants. Uber available. Enjoy sweet bread or muffins with coffee or tea to begin your stay! We are happy to meet your needs!

Guest suite in Highland Park

4.98 out of 5 average rating, 245 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Home in South Side Slopes

4.84 out of 5 average rating, 118 reviews

*2100r Southside Slopes affordability!*

Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

4.97 out of 5 average rating, 410 reviews

Home in Pittsburgh

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.

5 out of 5 average rating, 108 reviews

Cottage in Bethel Park

"The Cottage on Summit"

The "Cottage on Summit" is FIVE STAR, charming & updated Historical 1932 Cape Cod, located in the beautiful Bethel Park community. Relax with the whole family in our peaceful, cozy yet spacious home, boasting privacy, comfort and safety, nestled within the Summit neighborhood . SPECIAL NOTE: AIRBNB "now includes" rates and fees as the TOTAL STAY cost for transparency. NIGHT RATE AIRBNB SERVICE FEE CLEANING NOT INCLUDED LOCAL TAXES (14%) YOU MUST BE 25 OR OLDER ID's May Be Checked

4.98 out of 5 average rating, 105 reviews

Flat in Regent Square

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

4.91 out of 5 average rating, 397 reviews

Home in South Side Flats

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).

4.96 out of 5 average rating, 142 reviews

Flat in East Liberty

Cozy King Bed Suite ~ Free Parking & walkable!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

Guest suite in Bloomfield

4.9 out of 5 average rating, 395 reviews

PRIVATE MINI STUDIO (D1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night(not suitable for kids under 10).

4.95 out of 5 average rating, 183 reviews

Flat in Beechview

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Guest house in Pittsburgh

4.97 out of 5 average rating, 240 reviews

Cozy Mt Leb Carriage Hse | Kitchen | T to Stadium

Cozy 1 bedroom carriage house apt in Mt. Lebanon, fully-equipped kitchen, living room/dining room, separate bedroom and bathroom. Bedroom has a king size bed and couch is a large CB2 sectional. Keurig Coffee Maker with k cups. 1 car off street parking. Smart TV with Netflix and Amazon, also basic cable channels. Our guests love it! Please note there are 13 steps to the apartment - 8 concrete steps and 5 Wooden steps.

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Other great holiday rentals in Pleasant Hills

Private room in Pittsburgh

4.88 out of 5 average rating, 362 reviews

Cozy Row House 3rd Floor Bedroom

JohnRating, 5 stars2 weeks ago

Hosts are very nice. They replied promptly and always let the guests feel like live at our own house. I appreciate for everything here for whole 2 months. Thank u so muchhhh.

Private room in Pittsburgh

4.98 out of 5 average rating, 572 reviews

Basement apartment with private entrance and bath

SarahRating, 5 stars2 days ago

We enjoyed our stay so much. Michael is such a great communicator, so nice, helpful. The rental is beautiful comfortable, quiet, relaxing, had everything we needed. Coffee was wonderful in the morning, even had creamer and sweetener, not many rentals provide that. We will now come here EVERY time we come to Pittsburgh. Thank you so much.

5 out of 5 average rating, 5 reviews

Home in Pittsburgh

3BR home near Shops and Transits

ShanmugamRating, 5 stars1 month ago

This house is clean and filled with positive vibes., Must recommend to my friends., Thanks Lila for hosting us. Thank you Shan

Private room in North Oakland

4.92 out of 5 average rating, 132 reviews

Oakland/University @C Modern & Stylish Private Bd

StaceyRating, 5 stars3 days ago

Visiting our college daughter in Pittsburgh. Was a great AIRBNB just to sleep for the night. It was only a half mile from her apt bldg. clean and as described in listing.

Private room in South Side Flats

4.86 out of 5 average rating, 21 reviews

Cozy room-Walking in the SS

Vanessa Carolina & JordanRating, 5 stars4 months ago

I loved staying at Kristen and Lavaughn's place! They were always very responsive and always very helpful, professional and super nice hosts. The location is really good, with restaurants, bars, supermarket, post office, etc., all around the corner. Also the bus stop is just a few meters away from the apartment and you're only a few stops away from downtown and the bus is only $2.75 for a 3 hours pass. I would definitely recommend this place to anyone coming to Pittsburgh and I would definitely be staying here any time I'm back in town.

Private room in Beechview

4.89 out of 5 average rating, 114 reviews

Little Paris-Twin Bed Room

CheyenneRating, 5 stars1 month ago

Loved Staying at Romeo’s place! It was cozy and peaceful while also being a five minute walk from the subway! The kitchen had a water dispenser and spacious fridge as well as a good amount of silverware and dishes. My personal favorite was the coffee bar. Rooms came with little themed treats and had a tv. There was also a beautiful backyard. Romeo was extremely responsive and quick to answer any questions. He was very helpful and very kind. I would stay again!! Thank you for making my stay in Pittsburg enjoyable and giving me a good base for my concert! :)

Private room in Squirrel Hill South

4.87 out of 5 average rating, 602 reviews

Cozy room in lovely Squirrel Hill - new AC

EmmaRating, 5 stars1 week ago

This was an affordable and comfortable place to stay for our visit to Pittsburgh. I used to live in the neighborhood and it was great being near all my favorite spots! The room and shared spaces were clean and it was super easy getting in and out. Alexis proactively sent very clear instructions for getting in and made check-in easy.