Holiday houses in Cheswick

5 out of 5 average rating, 18 reviews

Home in Oakmont

3BR/2BA Hidden Gem on the Allegheny River

Looking for a hidden gem with river front views or maybe some kayaking up and down the Allegheny? Look no further! Located just feet from the Allegheny River is our newly remodeled 3BR/2BA duplex. Full kitchen, finished basement, sunporch and deck with beautiful views. Personal gate access to the river front. Within walking distance to the famous Oakmont bakery and majority of Oakmont's restaurants, bars and shopping. 5 minute drive to Oakmont Country Club. Unwind, relax and kick your feet up!

4.95 out of 5 average rating, 114 reviews

Apartment in Verona

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.

4.96 out of 5 average rating, 25 reviews

Houseboat in Blawnox

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

4.93 out of 5 average rating, 158 reviews

Cabin in Pittsburgh

Cabin in Pittsburgh. 20 minutes to Pittsburgh

Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost you see per night is for 2 guests. Added adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day. I will collect that later.

4.87 out of 5 average rating, 291 reviews

Home in Verona

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

4.83 out of 5 average rating, 36 reviews

Home in Pittsburgh

Grandma's House

Welcome to Grandma’s House! Our family bought this 3 bed, 1.5 bath ranch for Grandma to live close by, but Grandma is out living her life to the fullest, so at her suggestion we’ve listed the home while she is away. This is not a secluded cabin in the woods. Please expect to hear kids playing, dogs barking, cars passing by, etc. during the daylight hours. Garage is not available. Close to zoo, museums, Monroeville, S.V. Temple, etc. Use "Stotler Rd and Universal Rd" as approximate location.

Guest suite in Highland Park

4.98 out of 5 average rating, 241 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.

4.89 out of 5 average rating, 127 reviews

Home in Murrysville

Gorgeous Modernized Cabin + Hot Tub + Pool Table

Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

5 out of 5 average rating, 23 reviews

Apartment in Shadyside

High End 3 King 2Bath Apt~Parking~Steps to Walnut!

HUGE open concept apartment In the heart of Shadyside w/ room for the whole family! 1 Block to Walnut St & FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! Enjoy the prime location, w/ all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, & fitness studios close by. The building was gutted & remodeled, everything down to the soundproofing, granite kitchen, and top of the line appliances is brand new!

Apartment in Central Lawrenceville

4.93 out of 5 average rating, 15 reviews

Stunning Penthouse Double King Suite |Rooftop Deck

Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

4.91 out of 5 average rating, 442 reviews

Apartment in Pittsburgh

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.

4.88 out of 5 average rating, 66 reviews

Home in Verona

Elegant Escape Near Pittsburgh Pa - 13mi

Forget your worries in this modern, spacious and serene space. Guests have access to the entire home located in the quaint town of Verona, Pa. Relax and enjoy the FULLY remodeled home otherwise you will be in close proximity to several restaurants, bars & shops making it easy for a night out. A brisk 20 minute drive will land you Downtown Pittsburgh! Whether you are traveling for business or leisure this Elegant Escape will easily be your home away from home.

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Other great holiday rentals in Cheswick

Private room in Natrona Heights

5 out of 5 average rating, 26 reviews

Rustic Retreat

HalRating, 5 stars8 months ago

Our stay at the farm was perfect! We came just for one night, but will definitely be back for a longer stay. The location was so beautiful and secluded. I'm not a person who usually likes camping, but this is definitely a step up while still being surrounded by nature. The stars at night are INSANE!! We got to see the animals, and the owners' dog even visited us in the morning! It truly felt magical.

Private room in South Oakland

4.86 out of 5 average rating, 43 reviews

Downtown Room, TV & Workspace - Shared Bath

IbukunoluwaRating, 5 stars1 week ago

Had a quiet stay at the apartment and the host was very helpful with a flexible check-in

5 out of 5 average rating, 22 reviews

Cozy guest room in a charming townhouse

AshRating, 5 stars3 days ago

I cannot say enough about Fabi. She is not just a fantastic host she is such a kind and compassionate person. We had some scary and frustrating vehicle issues on our way down from Canada and caused us to arrive at 12AM. Fabi was an incredible help as we tried to make our way to her hitting literally every pothole, nail and whatever on our way. Her abode is serene, calming sense of ‘home’

4.83 out of 5 average rating, 235 reviews

Cozy Private Room

JamesRating, 5 stars3 weeks ago

I've lost track of how many times I have stayed with Javier. This is my favorite go-to place to stay in Pittsburgh's North Hills. It is a quiet house in a quiet neighborhood. Most places in the North Hills are a short drive away. I feel like part of the family now. <SMILE>

Private room in New Kensington

4.82 out of 5 average rating, 11 reviews

One bedroom in a cozy house

BrittanyRating, 5 stars1 month ago

Frank was very responsive and met us at the door to let us in and review the code for the house and show us our room. We were only there to sleep and then had to leave early morning. But the stay was convenient and comfortable.

Private room in Squirrel Hill South

4.87 out of 5 average rating, 598 reviews

Cozy room in lovely Squirrel Hill - new AC

AleisterRating, 5 stars6 days ago

This room was great. The A/C worked perfectly, the bed was soft, there were plenty of pillows. I could essentially hear no noise from anywhere outside of this bedroom, which is a plus. The room is intimate and on the small side, just a heads up if you are traveling with a partner. I personally would not want to spend a lot of time in this Airbnb outside of sleeping. This worked perfectly for us because we were out the entire day. This area is VERY walkable and has a lot of fun things to do. The bed is 10/10 and I would for sure stay here again.

5 out of 5 average rating, 5 reviews

Clean Private Room in Shared House! King Bed!

BrookeRating, 5 stars3 days ago

The room was amazing! For a short stay it had everything we needed, as well as access to the kitchen. The house is located in a developing neighborhood, but besides that, we had a great time.