
House holiday rentals in Oakmont
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Top-rated house rentals in Oakmont
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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.

Private unit close to Stage AE, Roxian, stadiums.
Our comfortable unit is walking distance to North Shore destinations--both stadiums, Stage AE, Science Center, Aviary. The Roxian a short drive. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

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.

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking
*Only Out of Town Bookings please * Cheerful and stylish 2 bedroom home only 15 minutes to downtown Pittsburgh! Located in a charming neighborhood within walking distance to shops, restaurants, places of worship, Mt. Lebanon golf course and a grocery store. The house is also only a 5 minute walk to the T line which makes it easy to get into and out of downtown Pittsburgh! ⦿ 1 king bed ⦿ 1 queen bed ⦿ Queen sized sleeper sofa ⦿ Smart TV ⦿ Air conditioning ⦿ Off-street parking ⦿ Smart lock

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!

Bright Garfield rowhome with fenced-in yard
Walk to anything you need from this cozy, bright rowhome in Pittsburgh's Garfield neighborhood! Best for couples or remote workers, but can accommodate up to four guests. The second bedroom doubles as a workspace. There is a fenced-in backyard for guest use. 5-minute walk to Penn Ave bars, shops, restaurants, grocery stores & more. Convenient access to bus lines & surrounding neighborhoods of East Liberty, Shadyside, Bloomfield, Oakland, Lawrenceville, Highland Park, & the Strip District.

Seneca Place: A historic home in Mount Lebanon.
Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

y Close to Pittsburgh and the airport Carnegie fun
Our property is located in Carnegie, PA which is conveniently situated between the Pittsburgh international airport and downtown Pittsburgh. Carnegie’s location is a dream come true, both I-79 and I-376 run through our town. Our property is a recently refreshed home featuring central air, off street parking, two fun decks with a courtesy propane grill, a covered front porch to sit and relax on, a complimentary laundry facility, and a updated kitchen to cook meals in. A nice space!

The View*Sleeps 6* City Home
Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

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).

Contemporary and beautiful 1 bedroom unit
This lovely place has a style of its own. Contemporary living at its best! It is Conveniently located in Mt Washington on the bus line, walking distance to the trolly, and close to all major highways; you won’t have any issues getting around. Comes with both on and off street parking, brand new stainless steel appliances in the kitchen including a dishwasher. New furniture. Large new smart flat screen TVs in the bedroom and living room. This place is definitely a must!

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).
Popular amenities for house rentals in Oakmont
House rentals with a pool

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

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

Eastside Vibes ~ Roomy. Peaceful. Charming.
Weekly house rentals

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

Comfortable & Charming Cottage

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

Cozy 2BR House in Pittsburgh

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

Mid-century modern Lustron & Japanese garden

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

Family Home in Glenshaw
Private house rentals

Gothic Boho Hideaway |4BR |Parking |Safe &walkable

King Bed, Artist's Flat

Dedicated Parking | 2 King Beds | Arcade | BBQ

The Lloyd ´Little Housé

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

HUGE Brand New Stylish Home ~ Parking~Theatre

Charming, quiet house in Pittsburgh's East End

1 Bedroom in Regent Square
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 $91 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Oakmont holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Fitness-friendly rentals Oakmont
- Rentals with a firepit Oakmont
- Rentals with a patio Oakmont
- Rentals with a washing machine and dryer Oakmont
- Rentals with outdoor seating Oakmont
- Family-friendly rentals Oakmont
- Pet-friendly rentals Oakmont
- Rentals with a fireplace Oakmont
- House rentals Allegheny County
- House rentals Pennsylvania
- House rentals United States
- Carnegie Mellon University
- PNC Park
- 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
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Senator John Heinz History Center
- Schenley Park
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Cathedral of Learning
- Laurel Mountain Ski Resort




