Vacation rentals in Pitcairn

A classic arcade game machine is positioned against a wall in a finished basement. A round black stool is placed beside it, providing seating for players. The walls are painted in a neutral tone, complemented by framed memorabilia nearby.

4.85 out of 5 average rating, 170 reviews

Mayberry Escape

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

Guest suite in West Mifflin

A white sedan is parked on a paved driveway, surrounded by greenery. In the distance, bare trees and shrubs create a natural backdrop, while a light blue adirondack chair is positioned nearby, inviting relaxation in the sunny environment.

4.96 out of 5 average rating, 184 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.

A close-up view of a modern Wi-Fi router is displayed, showcasing indicator lights for internet connection and Wi-Fi status. The device is placed on a wooden surface, with a glass container visible in the background.

4.81 out of 5 average rating, 220 reviews

Pittsburgh Hideaway - Pets - Private

-Discounts on weekly and monthly stays - Put in dates for prices. -1 bedroom house with 1 bath and everything you need for a comfortable stay. -House is tucked away, but also close to the highway and turnpike. -Walking distance to UPMC East, 6 minutes to Forbes Hospital, and min from major shopping/restaurants. -Pet friendly with a large yard (no fence). -Dog park only 7 minutes away - Monroeville Dog Park. Boyce Park and Penn Hills (fenced dog parks) 15 min away -TV- Amazon Stick to login

Guest suite in Highland Park

The entrance to the sunporch suite is framed by a charming door. Through the door, a spacious area is visible, featuring a bed and a small table. Warm light from lamps enhances the inviting atmosphere, while large windows let in natural light, overlooking the greenery outside.

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

An expansive game room features a ping pong table at the center, with natural light flooding in through multiple windows. The room is marked by vaulted ceilings, light wooden flooring, and is surrounded by stylish French doors leading to other areas of the home.

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! 🚘

4.91 out of 5 average rating, 216 reviews

A wooden balcony features a small table and two chairs. A yellow cushion rests on one chair, while lush green ferns hang above. The view extends to a grassy yard, with a wooden fence separating it from a tranquil meadow and distant trees.

Home in Duquesne

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!

4.85 out of 5 average rating, 130 reviews

A compact bathroom features a toilet and a sink with a dark cabinet underneath. A mirror is mounted above the sink, and a frosted glass window allows natural light to enter. Light-colored walls complement the darker cabinetry, providing a quiet and functional space.

Home in Pittsburgh

Beautifully Remodeled 4-Bedroom Colonial Thriller

This large, brick home offers plenty of space, parking, and updated amenities while still only being a few minutes off of the parkway. When arriving you will turn onto the long private driveway that takes you to a two-car garage, deck, and large back yard. Upon entering you will see an open dining room and kitchen on the left and a living room on the right. Three bedrooms and two bathrooms are located upstairs, one bedroom is on the first floor and one bathroom is in the basement.

Apartment in Regent Square

4.98 out of 5 average rating, 105 reviews

"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, 441 reviews

A compact kitchenette is equipped with a double sink and a coffee maker, nestled beneath white cabinetry. A drying rack stands on the countertop, alongside a roll of paper towels. Natural light filters through the window, illuminating the space.

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.

4.83 out of 5 average rating, 218 reviews

A well-equipped kitchenette is featured with sleek white cabinetry and a wooden countertop. A microwave sits above a compact refrigerator, while a four-burner stovetop is positioned for cooking. The seating area includes a sectional sofa adorned with various cushions, providing a cozy and functional space.

Apartment in Friendship

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

4.99 out of 5 average rating, 163 reviews

Two young deer are seen in a lush green yard, with one standing near a tree and the other laying down. The background features a tree and foliage, creating a serene and natural setting.

Home in Irwin

Our cozy contemporary home near PA turnpike

Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

4.98 out of 5 average rating, 103 reviews

A cozy sleeping area featuring a spacious bed accentuated by plush white bedding and fluffy pillows. The light-colored bed frame complements the soft carpet below, creating a serene environment. A softly glowing lamp is positioned nearby, providing gentle illumination in the room.

Apartment in Pittsburgh

Cozy 2 bedrooms unit - close to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

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Popular amenities for Pitcairn vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pitcairn

The exterior of the cottage is presented with a welcoming deck that features railing and steps leading to the front entrance. A grassy area surrounds the home, with trees providing shade and additional greenery in the background.

Home in Apollo

5 out of 5 average rating, 3 reviews

Comfortable & Charming Cottage

ThomasRating, 5 stars1 week ago

We enjoyed a short stay here while visiting family nearby. The house has been very recently renovated and is extremely attractive and comfortable. It is very well equipped with everything needed, and the hosts went the extra mile to make sure everything was top-notch - this even exceeded expectations. We will very likely look to stay here again for the next family event in Apollo!

Guest suite in Pittsburgh

An outdoor seating area features a sectional sofa surrounded by brick walls. A glass-topped coffee table sits in front of the sofa, accompanied by a small folding table. A patio heater stands nearby, providing warmth and comfort.

5 out of 5 average rating, 8 reviews

Hidden Oasis-Hot Tub & King Bed

JanieRating, 5 stars4 days ago

My husband and I stayed here for one night and we loved it! Brady was a great host and was flexible with our arrival time. Brady had the hot tub ready for us upon arrival, as well as wood in the outdoor fire place. We spent most of our night outside enjoying the “private oasis.” What a beautiful space! Worth mentioning that the hot tub is covered so you can enjoy it even if it’s raining. This was a perk, as we were worried about rain. Thanks, Brady, for a wonderful experience! You were accommodating and communicative. We highly recommend your space!

5 out of 5 average rating, 18 reviews

An open living area is showcased, featuring comfortable seating on a light-colored sofa and accent chairs. A wooden coffee table sits in the center, with a view of a well-equipped kitchen in the background. Natural light enters through a window, illuminating the space.

Cottage in Boston

"Little Boston" cozy cottage by the GAP Trail

AngelRating, 5 stars5 days ago

We were in the area for a graduation and are so glad we found this place! My husband and I had to work while there. They had a desk and chair for a comfortable workspace along with other tables in the living room. So many great touches throughout the house! The kitchen was fully stocked with everything you would need, there was a fan in the bedroom, and extra toiletries for anything you may have forgot. We felt right at home and enjoyed our stay immensely.

A laundry area is equipped with a washing machine and dryer, situated between two white doors. The tile floor reflects natural light coming from a nearby window, providing a clean and functional space for laundry needs.

Townhouse in Monroeville

4.82 out of 5 average rating, 61 reviews

Family Getaway 16 Mi to Pittsburgh!

TYLERRating, 5 stars3 weeks ago

great place to stay. Will be coming back next year

4.91 out of 5 average rating, 66 reviews

The kitchen features retro 1950s appliances, including a large white refrigerator and an electric range. A round table with light-colored chairs occupies the center, while yellow walls and a retro sink add charm. Cabinets and shelves hold various kitchen items, contributing to a nostalgic atmosphere.

Apartment in Export

The Old Export Inn

GeorgeRating, 5 stars1 week ago

We had a great stay with John at his place. Everything was exactly as he presented in his listing. Easy in and out right on the road. Totally retro vibe with the house that is spotless and updated. The place was fantastic as it had many of the fixtures and feel from decades prior, but updated and clean. I stepped right back into being ten at my grandparents home. The only thing missing was the bowl of stuck together hard candies!! We will make this our go to place anytime we head back out to visit our family. John was also a fantastic host. Quick responses and great recommendations.

5 out of 5 average rating, 6 reviews

A cozy living space is furnished with a dark sectional sofa and a glass coffee table. Art pieces are displayed on the walls, while light enters through the sheer-curtained windows. A desk with a chair is positioned in one corner, adding functionality to the area.

Home in McKeesport

The Upper Room

ChristinaRating, 5 stars1 week ago

Nice and clean place. Beds were comfortable. Quiet neighborhood. Good location for everything we wanted to do near Pittsburgh and surrounding areas. Grace was super nice and responsive. I would stay here again.

An open kitchen area is visible, featuring modern appliances and a granite countertop. Two bar stools are placed at the counter, and a dining table is set with a decorative tray. Natural light enters through the window, illuminating the space.

4.79 out of 5 average rating, 105 reviews

3 Bedroom Pittsburgh Neighbor - Pets

WesRating, 5 stars2 weeks ago

Easy interaction, open communication with owner, fit the need well.

A bathroom features a clean and modern design, with a white shower enclosure and a dark wood vanity. A large mirror is mounted above the sink, reflecting the light-colored walls. Decorative tiles in a patterned layout cover the floor, adding visual interest.