Holiday rentals with a patio in Oakmont

An outdoor space is illuminated by soft string lights, featuring a hot tub surrounded by wooden decking. A gazebo with seating is nearby, and a fire pit is visible in the background, complemented by lush greenery and trees that create a private setting.

4.94 out of 5 average rating, 121 reviews

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

4.93 out of 5 average rating, 253 reviews

A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.

Home in North Side

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

4.97 out of 5 average rating, 163 reviews

A comfortable living room features a spacious sectional sofa adorned with a textured throw blanket. A large smart TV sits on a media console, displaying streaming options. Natural light enters through a window, complemented by modern furnishings, including two accent chairs and decorative plants.

Apartment in Shadyside

Upscale Double King Suite~Steps to Walnut~Parking!

2 OFF STREET PARKING SPACES INCLUDED FOR FREE! In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 2BR (+sofa bed)/1bath apartment w/ private balcony in a prime location, restaurants, shops, coffee shops, & fitness studios close by. The building was gutted and remodeled, everything down to the studs is brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays! Reach out to book your stay today!

4.84 out of 5 average rating, 165 reviews

The exterior of a spacious log home is framed by lush greenery, showcasing dark siding and a welcoming front porch. A gravel driveway leads to a two-car garage, with a well-maintained lawn extending beyond the structure.

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! 🚘

4.94 out of 5 average rating, 157 reviews

Apartment in Millvale

King Bed | 2 full bath | Deck! Hip Millvale!

Welcome to our spacious home! With 2 full bathrooms & 1 queen bedroom, our place is perfect for the traveling couple that loves privacy, or solo guests that want to spread out. Located in Millvale, our place is within walking distance to great breweries, shops & restaurants. Millvale has a massive amount of charm, with many of the same attributes of Lawrenceville at a lower price point. We're right over the bridge from Lawrenceville & a 5-minute drive to downtown & the North shore stadiums.

4.92 out of 5 average rating, 147 reviews

The exterior of a three-story home showcases a light-colored facade with various architectural details. Large windows provide natural light to the interior, and landscaped greenery frames the building. The street is lined with similar homes, giving a sense of community.

Home in Shadyside

3 Story home w/ 10 beds & Free off-street parking

Beautiful 3 story home in an unbeatable Shadyside location, right in the center of the action. Quiet street, but steps away from an abundance of shops, restaurants and more! 💫10 beds (all memory foam mattresses) 💫3.5 bathrooms (1 on each floor) 💫Fully furnished back patio with dining table/ comfortable sofas! 💫Free off-street garage parking 💫24/7 Guest support from my team and I 💫Very high end furnishings throughout the home 💫Fully stocked and equipped kitchen

A wooden staircase leads to the upper level, framed by polished handrails and original woodwork. A woven runner rug adds texture to the hardwood floor. A small console table stands against the wall, paired with a green potted plant. Light filters in through a nearby doorway.

5 out of 5 average rating, 104 reviews

Cheerful 3-bedroom home with on-street parking

Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

4.91 out of 5 average rating, 192 reviews

Townhouse in Pittsburgh

Comfortable Family Retreat | Crib | Quiet & Safe

Conveniently located just 10 minutes from downtown and within 15 minutes of major city attractions our home is the perfect for small groups looking to explore the vibrant city of Pittsburgh. With ample space for everyone to spread out and relax, our home offers a comfortable and inviting atmosphere. We offer premium amenities, including whole bean coffee, tea selection, soft towels, toiletries, and in-unit laundry (w/d) with laundry supplies provided.

4.85 out of 5 average rating, 107 reviews

A cozy living area features two comfortable sofas, one adorned with blue cushions and a throw blanket. A dark coffee table is centered on a textured rug, surrounded by natural light from large windows dressed with gray curtains. A flat-screen TV is mounted on the wall.

Apartment in Springdale

2br gem in cute small town.

The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

4.98 out of 5 average rating, 123 reviews

A cozy living area is showcased with a patterned area rug. A lamp provides soft lighting beside a comfortable armchair. A dining table with four chairs is visible in the background, featuring a vibrant piece of wall art. A modern refrigerator stands in the corner.

Guesthouse in Oakmont

Cozy Carriage House in Oakmont, PA

Freshly updated detached Carriage House with off-street parking. Sleeps 4 adults comfortably. Minutes from Oakmont Country Club. Walkable to Allegheny River Boulevard shops and Oakmont Bakery. Living room and Main Bedroom equipped with Smart TVs. Standard cable + HBO. Private patio area with seating. 20 minutes from Downtown Pittsburgh, Acrisure Stadium, Rivers Casino, and PNC Park. 5 minutes from PA Turnpike. Must be able to climb steps.

4.94 out of 5 average rating, 159 reviews

A colorful living area features a bright blue wall that enhances the lively atmosphere. An orange sofa is paired with a textured throw, while shelves display kitchen amenities. A compact washer and dryer are built into the kitchenette, and natural light filters through the window.

Tiny home in Pittsburgh

The Little Riad: A Moroccan Oasis

Le Petit Riad, "The Little Courtyard" in French, is an immersive Moroccan experience. Inspired by Chefchaouen, the sapphire colored city, this is a tiny space with big IMPACT. Every meticulous detail will leave you wondering if somehow, magically, you ended up on a flight to the Mediterranean, instead of PIT. Nestled in a quiet alley literally steps from Butler Street and all Lawrenceville, the hottest hood in Pittsburgh, has to offer.

A three-story blue house stands on a gravel driveway, featuring a covered entryway and large windows. Surrounding greenery adds to the home’s setting, while the facade showcases contemporary design elements. The spacious exterior is easily accessible from the street.

4.9 out of 5 average rating, 184 reviews

Completely Renovated 4-Bedroom with Parking

This stylish place to stay is perfect for group trips. close to Pitt, CMU, Shadyside, Squirrell Hill, Greenfield, and The Waterfront. Everything you could ever want is within a 10 minute drive but this peaceful neighborhood will make you feel like you are hours away from the hustle and bustle of the city. This home has been completely remodeled from top to bottom and is guaranteed to wow every guest who stays!

Popular amenities for Oakmont Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.89 out of 5 average rating, 128 reviews

A welcoming hallway showcases light-toned walls paired with wooden flooring. On one side, a distinctive wall hanger features a collection of leaves and cords. Decorative woven wall art is displayed in the distance, adding a touch of charm to the space.

Apartment in Brookline

Pollinator’s Paradise *2BR; sleeps 7; park free!

Apartment in South Side Flats

A cozy living space is highlighted by a ceiling fan and a wall clock. A television is positioned on a media console across from a comfortable couch. A round coffee table sits on a light area rug, with decorative items placed on top.

4.92 out of 5 average rating, 229 reviews

Convenient 1 BR With City View

Apartment in Mount Washington

A well-appointed living area features a spacious gray sofa and a small dining space with two chairs. A decorative rug lies on a light wood floor. The modern kitchen and a cozy sleeping area are visible in the background, enhancing the apartment's functional layout.

4.92 out of 5 average rating, 101 reviews

Cozy private unit with city view, patio, & parking

4.96 out of 5 average rating, 145 reviews

A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.

Apartment in Pittsburgh

Cozy 2 bedrooms unit - 10 minutes to Downtown

5 out of 5 average rating, 52 reviews

A modern kitchen features sleek stainless steel appliances and white cabinetry with a granite countertop. A cozy living area includes a gray sofa adorned with decorative pillows, while a small dining table provides space for meals. Warm lighting creates a comfortable ambiance.

Apartment in Export

Trailside Comforts #2

4.94 out of 5 average rating, 223 reviews

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

Apartment in North Side

Amazing views! Free Parking!

5 out of 5 average rating, 165 reviews

A contemporary seating area is presented with a black sofa adorned with decorative pillows. Natural light filters through two large windows dressed with sheer curtains, illuminating a simple coffee table atop a textured area rug. A potted plant adds a touch of greenery.

Apartment in Valencia

Inspired farmhouse apartment

4.93 out of 5 average rating, 135 reviews

An open-concept living area features a modern kitchen with white cabinetry and granite countertops. A comfortable sofa sits in front of a coffee table, while a mounted flat-screen television displays various streaming options. Soft lighting is provided by a ceiling fan and recessed lighting.

Apartment in Shadyside

Betwn Walnut & Ellsworth! Sleeps4! Parking&Laundry

Holiday House Rentals with a Verandah

5 out of 5 average rating, 24 reviews

Home in Aspinwall

Aspinhaus

A historic stone house showcases a mix of rustic and contemporary architecture. The building features a distinctive red roof accent and large windows, surrounded by manicured lawns and mature trees. A stone pathway leads to the entrance, enhancing the home's inviting appearance.

4.89 out of 5 average rating, 9 reviews

Charming Hillside Retreat

4.96 out of 5 average rating, 23 reviews

A cozy seating area is framed by a curved, open structure that creates a private nook. A laptop rests on a table, accompanied by a small red cup and a book. Lush greenery and trees are visible through the surrounding balustrade.

Home in Monroeville

Urban Spa Retreat· Sauna · Gym · Smart Beds · Pool

5 out of 5 average rating, 30 reviews

Peaceful Plum PA Home

4.79 out of 5 average rating, 29 reviews

Home in Verona

A Home like yours in Verona, PA.

5 out of 5 average rating, 26 reviews

The exterior of a two-story house features light yellow siding and dark red shutters. A front staircase leads to a covered entryway, and a garage is visible on the left. Lush green grass surrounds the home, accompanied by colorful shrubs and trees in the background.

Home in White Oak

The Lee Reynolds House

4.92 out of 5 average rating, 383 reviews

A cozy living room features deep blue walls with natural light coming through the window. Two gray sofas are arranged around a low coffee table atop a patterned area rug. A brick fireplace serves as a focal point, adorned with decorative items and artwork.

Home in North Side

★2 Car off-street parking★ Outdoor dining ♥view♥

5 out of 5 average rating, 19 reviews

A cozy bedroom features a dark wood bed adorned with a black bedspread. Two lamps illuminate the space, which is enhanced by blue curtains and a matching upholstered chair. The ceiling showcases a unique design, and the walls present textured patterns, creating a distinct atmosphere.

Home in New Kensington

Wizarding World Of Harry Potter

Holiday condos with a patio

Private room in Mount Washington

5 out of 5 average rating, 56 reviews

4 min from Downtown | Steps to City Overlook

Condo in Pittsburgh

Fun & Quiet Home away from Home!

3.9 out of 5 average rating, 41 reviews

Cozy & Quiet, Close Downtown/Stadiums

4.96 out of 5 average rating, 75 reviews

Clean, cozy & walkable condo w/ luxury upgrades

The exterior of a two-story brick building features a textured yellow facade and gray trim. A black awning spans the entryway, and a large window allows natural light into the space. Nearby, additional buildings can be seen, creating a sense of a neighborhood environment.

Private room in Bloomfield

1-bedroom for long-term rentals

Condo in Millvale

New place to stay

The Perfect Home away from Home !

A charming living room features a neutral color palette, with a soft couch and a decorative throw. A modern light fixture hangs above a coffee table adorned with greenery. A large mirror and framed artwork enhance the welcoming ambiance, while natural light filters in through window coverings.

4.35 out of 5 average rating, 65 reviews

Cozy, Charming & Quiet, close Downtown!

The modern kitchen features sleek black cabinets and open shelving showcasing tableware. A large white island with seating is complemented by quartz countertops. Natural light fills the space through a window, and exposed brick walls add character to the design.