Vacation rentals in Cheswick

5 out of 5 average rating, 18 reviews

The sun porch features large windows that offer views of the river. A wooden picnic table spans the center, surrounded by casually arranged seating. A grill is positioned outside, contributing to a welcoming outdoor atmosphere. Light colors and a patterned rug accentuate the space.

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!

4.91 out of 5 average rating, 104 reviews

A dining area is presented with a polished granite countertop, set with plates and glassware. Natural light streams in through large windows, reflecting in the shiny surface. A subtle arrangement of greenery can be seen in the background, enhancing the inviting ambiance.

Apartment in Shadyside

Huge Open Concept 2BR by Walnut

HUGE 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! 2 floor apt in a 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 in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances is brand new!

4.96 out of 5 average rating, 25 reviews

A modern tiny home is depicted floating on the river, featuring a two-story structure with large windows and a wraparound deck. Surrounding greenery is visible, and a ramp leads to the entrance, emphasizing its unique location on the water.

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

The entryway to the cabin features a wooden garage door framed by flower pots filled with colorful blooms. The pathway is paved and extends towards a well-maintained lawn, providing a welcoming view of the cabin's exterior.

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, 290 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.

5 out of 5 average rating, 27 reviews

A multi-tiered deck features two woven chairs with colorful cushions, positioned to provide a comfortable seating area. The wooden floor adds a natural touch, while the surrounding trees create a serene atmosphere, allowing for moments of relaxation.

Apartment in Export

Trailside Comforts, only 30 mins from US OPEN

US OPEN SPECIAL !!! only 30 mins from Oakmont CC Nestled in the heart of Export alongside the Westmoreland Heritage Trail (WHT), this modern, smartly designed one bedroom offers an array of comforts and conveniences. Steps away from walking, biking, jogging on the WHT and a short walk to Export’s deli, breakfast spots, eateries, brewery & lounges. Multi-tiered deck overlooks the WHT and offers great sunset views. Perfect for events in Murrysville, Monroeville, Greensburg & Westmoreland Co.lub

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! 🚘

4.93 out of 5 average rating, 15 reviews

A wooden deck stretches alongside the cabin, surrounded by tall trees that offer a calming view of the forest. Two chairs are positioned near a bright blue door, inviting outdoor relaxation in a quiet natural setting.

Cabin in Natrona Heights

The Wren's Nest

Take it easy at this unique and tranquil getaway. Our fun little A-Frame cabin is conveniently located between the serenity of the forest and the thrum of our dynamic and bustling organic farm. Step onto your back porch for a taste of nature, while you enjoy your coffee and be serenaded by the morning songs of all the birds! Take a stroll around the farm, visiting with the farm dogs, cats, pigs, chickens and ducks! There's lots of farm activities you can participate in as well!

4.93 out of 5 average rating, 172 reviews

A peaceful outdoor patio area is featured, showcasing two black chairs adorned with decorative cushions. In the center, a flower pot holds vibrant red and white flowers. Lush greenery and trees create a natural backdrop, enhancing the tranquil setting.

Guest suite in Gibsonia

Cozy Comfortable Retreat #1

Beautiful basement guest suite with a gas fireplace, full bath, kitchen with cooktop stove, mini refrigerator and microwave/convection oven. Enjoy off street parking in a quiet friendly neighborhood with outdoor patio. Close to shopping, restaurants, North Park and Hartwood Acres. Downtown Pittsburgh is less than 13 miles away which allows for easy access to all the sporting events Steeler games, Pirate games and Penguin games. Located less than 2 miles from the PA turnpike exit.

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.

4.88 out of 5 average rating, 66 reviews

A modern living area is showcased with a white sofa adorned with decorative pillows, positioned beside a sleek black accent chair. A circular coffee table sits on a patterned rug, while large windows offer natural light. A mirror and television are also visible in the space.

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 vacation rentals in Cheswick

Private room in Pittsburgh

4.98 out of 5 average rating, 568 reviews

Basement apartment with private entrance and bath

KristenRating, 5 stars5 days ago

Michael's place was great, would definitely stay here again. It had everything we needed and more...loved the coffee/tea and snacks...no complaints!

Two unique caps are displayed on a countertop. The left cap features a gray color with a patch depicting a vintage-style can and text 'Wash Twp.' The right cap is a bright orange with a floral patch stating 'West Twp.' A decorative sign is positioned in front, reading 'Love grows best in little houses.'

Home in Apollo

5 out of 5 average rating, 3 reviews

Yew Arbor Cottage

BryanRating, 5 stars8 months ago

It was a great stay. Beautiful yard. Accommodations were all met and more. Everything you need was thought of. Very thoughtful, typed paper explaining things in the area and remembered we were going to a wedding. Overall, great experience.

A comfortable bedroom is equipped with a spacious bed topped with a white comforter and dark blue pillows. Two windows provide natural light, flanked by gray curtains. A wooden dresser and mirror are positioned against the wall, contributing to a neutral and airy atmosphere.

Home in Harwick

4.69 out of 5 average rating, 13 reviews

Quiet 3 BR Suburban Home Close to Pittsburgh

ZbigniewRating, 5 stars8 months ago

Very clean and as described. Easy to find, parking in the driveway, close to just about everything

Private room in Pittsburgh

A sunset sky displays a blend of vibrant colors, including shades of orange, pink, and purple, framed by the silhouettes of trees. The scene captures the tranquil transition from day to night, with clouds adding texture to the sky.

5 out of 5 average rating, 16 reviews

The Buck Room - King Bed

JoshuaRating, 5 stars4 days ago

Wonderful little spot, felt comfy and right at home.

4.84 out of 5 average rating, 101 reviews

Private room in Cheswick

A private & spacious room in Northeast Pittsburgh

HedwigRating, 5 stars8 months ago

This was my second time that I stayed there. Perfect for my needs! Would go there again if I travel to this area!

Private room in New Kensington

The image shows a deck with a black railing, featuring a shiny, wet surface. Behind the deck, greenery can be seen through a narrow space between neighboring houses. A gas grill is positioned on one side, while a table with chairs is visible on the deck.

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.