
House holiday rentals in Oakmont
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Top-rated house rentals in Oakmont
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

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

Private Hot Tub | King Beds 1 Block from Butler St
Great value at this spotless centrally located private home with all the bells and whistles! *Air hockey table *Convertible table that turns into a Ping Pong Table or Pool Table *Outdoor deck with 2 person HOT TUB! Newly renovated & professionally decorated 3 Bedroom with 4 Comfy Beds. *Two individual KING suites w/TVs. *Third Floor Bedroom with two double beds & TV. Short walk to popular Butler Street bars & restaurants. Quick Uber ride (10 minutes) to downtown & all sports venues!

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.

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! 🚘

Farmhouse Design + Fire Pit in Heart of Pittsburgh
I am so excited to host your stay! Pittsburgh's historic Northside is the place to be. My cozy home is decorated with tall ceilings, large windows, stainless steel appliances and an eye for design along with... * Fenced Backyard + Fire Pit * Coffee/Various Teas/Keurig, Toiletries provided * FREE Street Parking * Pets Welcome Home is located: * 1 mile to downtown & PNC Park * 5 mins to Acrisure Staduim * Strip District, Three RiversTrail, National Aviary, Allegheny Commons walking distance

Urban converted gas station in heart of South Side
My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

PRIVATE MINI STUDIO (D2)
This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests 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).

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 .

Peaceful Export Escape
Enjoy this newly remodeled home with a spacious master bedroom and large deck. You'll be pleasantly surprised by the secluded and private feel of this space. It is perfect for a get away with family, friends, or all by yourself! Come relax, have fun, and explore all that the small town of Export has to offer. 25 minutes from Pittsburgh city center, 15 minutes from Monroeville, right off the Westmoreland Heritage Trail.

Willy Wonka Themed | King Bed | Free Parking | Arc
*As Seen on CBS News & the Pittsburgh Post-Gazette – The Ultimate Willy Wonka Experience!* Rank One Stays presents Pure Imagination - You’ll explore the world of Wonka complete with oversized gummy bears, lollipops, and a wondrous boat in a completely unique, interactive and immersive Wonka experience just minutes away from Acrisure, PNC Park, PPG Arena, and Downtown.

Quiet, Secluded Loft Suite
Completely private, spacious and secluded third floor loft suite behind a door and up a private staircase. Two bedrooms and full bathroom. Walkable, historic East End neighborhood with beautiful architecture and gardens; multiple shopping, dining, coffee and activities close by. Free street parking. No hassle entry and checkout. Responsive host. No cleaning fees.
Popular amenities for Oakmont house rentals
House rentals with a pool

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

3BR Home w/ Pool, Deck, Scenery, near Pittsburgh

Eastside Vibes ~ Roomy. Peaceful. Charming.

City-Edge Comfort • 4BR• Garage + Driveway
Weekly house rentals

Aspinhaus

Contemporary Comfort Near Pittsburgh Pa - 13mi

Comfortable & Charming Cottage

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

Private Hot Tub | King Bd | Workspace | Kids Okay!

2600 sq ft | 3 king beds | Rooftop Deck w Views

Delightfully Cozy & Well Provisioned Home

3BR/2BA Hidden Gem on the Allegheny River
Private house rentals

Renovated 4-bedroom Farmhouse

Neighborhood Charmer

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops

Mid-century modern Lustron & Japanese garden

Quaint City Escape! ⦁ Parking ⦁ Long-term ⦁ Yard

Modern 2BR • Family-Friendly • Walk to Frick Park

Luxury Home With Incredible View

Family Home in Glenshaw
Quick stats about house rentals in Oakmont

Total holiday rentals
Explore 50 holiday rentals in Oakmont

Nightly prices starting at
Oakmont holiday rentals start at $125 NZD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Oakmont holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oakmont rentals

4.9 Average rating
Oakmont stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a washing machine and dryer Oakmont
- Rentals with a fireplace Oakmont
- Rentals with outdoor seating Oakmont
- Rentals with a patio Oakmont
- Pet-friendly rentals Oakmont
- Rentals with a fire pit Oakmont
- Fitness-friendly rentals Oakmont
- Family-friendly rentals Oakmont
- House rentals Allegheny County
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- House rentals United States
- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Yellow Creek State Park
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Point State Park
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Laurel Mountain Ski Resort




