
Holiday houses in Pleasant Hills
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Top-rated holiday rentals in Pleasant Hills
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"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, offering privacy, comfort and safety. NOTE: The NEW AIRBNB rates are fully transparent and include the nightly accommodation rate, any applicable cleaning fee, and the Airbnb guest service fee. Local taxes, are shown separately. Guests receive a complete price breakdown before confirming their reservation.

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!

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.

Pollinator’s Paradise *2BR; sleeps 7; park free!
Private 2nd and 3rd floor apartment in the family friendly Brookline neighborhood of Pittsburgh. Ten minute drive to downtown and Strip District, fifteen minute drive to hospitals, Universities, stadiums. Bus stop one block and T-station one mile away. The peaceful front porch is a great place to watch the sun set and the relaxing back yard has multiple perennial gardens perfect for making your own cut flower bouquet. One off street parking spot and access to washer and dryer in the basement

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Entire home near Kennywood without extra fees.
Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

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.

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.

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.

Spacious 3BR Retreat! Fire Pit & Free Parking!
Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

GAP Trail | Bike, Hike, Explore | Near Pittsburgh
All season cottage just a short walk with direct access to the Boston Trailhead on the Great Allegheny Passage. At Less than 20 miles (~40 min.) southeast of downtown Pittsburgh, it's an ideal home base for GAP Trail adventurers and regional travelers seeking a peaceful off the beaten path stay. A Short drive to grocery stores, coffee shop, bakery, and dining. *Contact host for 1 day stays. *UPMC McKeesport-4 mi *Kennywood Park-11 mi *PNC Park- 17 mi *Point State Park-20 mi

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.
Popular amenities for Pleasant Hills holiday rentals
Other great holiday rentals in Pleasant Hills

Mom’s Carriage House

The Lee Reynolds House

3 bedrooms, 3 baths, game room, backs up to woods

Nestled in the South Hills Close to everything PGH

Entire House - 2 BR, KING BED

Allegheny River Aqua Villa

Mt. Lebo Family Chalet 8 Guests w/ Outdoor Spaces

Cozy Country Bungalow
Destinations to explore
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Kennywood
- Schenley Park
- Carnegie Science Center
- National Aviary
- West Virginia University
- Children's Museum of Pittsburgh
- PPG Paints Arena





