Vacation rentals in Pleasant Hills

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Top-rated vacation rentals in Pleasant Hills

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Downtown Pittsburgh
4.89 out of 5 average rating, 167 reviews

Stunning King Suite |Unbeatable Downtown Location!

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Top guest favorite
A welcoming outdoor seating area is showcased with two individuals comfortably seated on a wooden swing. A guitar is hung on the brick wall behind them, adding a personal touch to this serene space.
Apartment in Pittsburgh
4.97 out of 5 average rating, 368 reviews

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!

Top guest favorite
A charming two-story cottage is nestled within lush greenery, showcasing a well-maintained exterior with a sloped roof and welcoming front porch. Vibrant flowers and shrubs surround the entrance, enhancing the peaceful outdoor ambiance. A clear blue sky complements the serene landscape.
Cottage in Bethel Park
5 out of 5 average rating, 133 reviews

"The Cottage on Summit"

The "Cottage on Summit" is 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 . NOTE: A "request to book" will need additional information prior to "confirming by the host". Verified ID and at least ONE Positive review & No Negative reviews from previous stays are needed. House rules strictly enforced.

Guest favorite
Guest suite in West Mifflin
4.94 out of 5 average rating, 246 reviews

Hilltop Suite, Quiet Street

You will have your own entrance & onsite parking in the driveway. Your PRIVATE area does not join with my living area in any way; we likely will never meet. The suite includes your own bathroom with a deluxe shower, an in-suite mini kitchen with stove & fridge, a small dining table, a couch, & a comfy queen bed. You control the temperature with your own HVAC system with both heating & cooling. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.

Guest favorite
A comfortable living area features a sectional sofa with a patterned accent chair, providing ample seating. A small dining table is included, and artwork depicting trees adorns the wall. Large windows offer natural light, complemented by soft ceiling lighting.
Apartment in Bethel Park
4.94 out of 5 average rating, 71 reviews

Bright and cozy 2 bedroom apartment in South Hills

Bright and cozy 2 bedroom apartment in the South Hills of Pittsburgh. Conveniently located in a quiet suburb within 25 minutes of Downtown Pittsburgh. This unit comes fully equipped with everything you'll need to enjoy your stay. Two generous sized bedrooms with ample closet space. Full size appliances in the kitchen. Dishes and cookware are provided. Bathroom has a large walk in shower with double vanity. As well as a washer and dryer in unit. Keyless entry makes for hassle free check in.

Top guest favorite
A bright living room highlights a modern sectional sofa adorned with yellow cushions, paired with a mid-century armchair. A wooden coffee table sits at the center, complemented by a woven area rug. Natural light filters through the windows, enhancing the inviting atmosphere.
Home in Mt. Lebanon
4.94 out of 5 average rating, 132 reviews

Cozy Bright Mt. Leb Cottage | 2 m to T to Stadiums

Relax with the whole family at this peaceful place to call your own. This lovely 3 bedroom cottage welcomes you and your guests in a private setting. This home has been updated and is a perfect place to feel right at home whether you are visiting family and friends or here on a business trip. Everything is here for you, from kitchen items, toiletries, washer and dryer and plenty of great outdoor areas to finish your evening on a great note. Lovely children's park down the street as well.

Top guest favorite
A spacious living area features a comfortable sectional sofa and a pair of armchairs, accented by soft seating cushions. Large windows are adorned with sheer curtains, allowing natural light to brighten the room. A decorative area rug lies on the hardwood floor, and small tables complete the arrangement.
Home in Mt. Lebanon
5 out of 5 average rating, 143 reviews

Seneca Place: A historic home in Mount Lebanon.

Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

Superhost
Home in Pittsburgh
4.85 out of 5 average rating, 93 reviews

Fun 4 BR 2 bath FULL renovated house w/ driveway

This spacious and comfortable place is the perfect spot close to the city but not in the city. Enjoy the extra room and the privacy of the balcony, as well as the convenience of a driveway for parking - no more hunting for a street spot! No chore list checkout! For a night out, walk to the great little bar near by to enjoy some food and a drinks. Must do stairs: 1 king bed, 3 queen beds, and both bathrooms are all upstairs. Plan your stay now and get ready for a comfortable & easy trip.

Guest favorite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Apartment in Pittsburgh
4.91 out of 5 average rating, 536 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Top guest favorite
An inviting living space features a brown leather sofa and a window adorned with dark curtains. Natural wood paneling enhances the cozy atmosphere, while a small Christmas tree adds a festive touch. The open layout connects to a dining area with wooden chairs and table.
Cabin in South Park Township
4.99 out of 5 average rating, 105 reviews

The Lily Pad Cabin

Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

Superhost
Apartment in Pittsburgh
4.75 out of 5 average rating, 4 reviews

The Runaway Stay

Welcome to The Runaway Stay, your perfect Pittsburgh escape! This clean and comfortable 2-bedroom, 1-bath apartment on Streets Run Rd offers a peaceful, private feel while still being just 20 minutes from Downtown Pittsburgh and the North Shore—home to top dining, nightlife, and major sporting events. Whether you’re here for a game, a wedding, work, or a weekend getaway, The Runaway Stay is designed to make you feel right at home.

Top guest favorite
A bright living room features a light-toned leather sectional sofa arranged around a coffee table. A stone fireplace is centered on the wall, flanked by audio equipment. Large windows allow natural light to fill the space, while wooden floors add warmth.
Home in Mt. Lebanon
4.96 out of 5 average rating, 97 reviews

Cozy house in the heart of Mt. Lebanon

Take a leisurely stroll through the quaint Mt Lebanon community, walk to the great restaurants Mount Lebanon has to offer, or walk to Hitchhiker and try one of the best local brews Pittsburgh has to offer. If you enjoy music or a movie, our stereo system will delight your ears. Our house is within walking distance to the Mt. Lebanon Library and the “T” which takes you to Station Square, Downtown Pittsburgh and the North Side.

Popular amenities for Pleasant Hills vacation rentals