
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.

Delightfully Cozy & Well Provisioned Home
✨ Enjoy your stay in this clean, newly remodeled home! Take in charming Saxonburg; you'll be only moments away from historic downtown! This home is centrally located with a straight shot to Butler and a short drive to Pittsburgh—close to everything but far enough away to enjoy a relaxing trip. You'll appreciate this little retreat's highlights, including a well-provisioned chef's kitchen, an adorable sunroom and patio area, a cozy living room, restful bedrooms, and all the amenities of home. ✨

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.

*2100r Southside Slopes affordability!*
Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

Head to Pittsburgh From Mt. Lebanon Cottage
Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

*e Studio Mt. Washington short walk to Grandview!*
Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Spectacular Skyline Views - Luxury 2 Bedroom
Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

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.

Highly rated, 2bd/1.5 bath home/backyard/parking
Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.

Urban serenity, privacy in charming carriage house
Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

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

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Posh Pittsburgh ~ 2-story luxury suite & patio

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, 2 Bath Home -Pool, Deck, near Pgh, Sleeps 10
Weekly house rentals

Prime Location-Stylish Home Near Stadiums & City

Convenient 1 BR close southside

Peaceful Plum PA Home

Off Street Parking, Walk to Hospitals + Great Food

Spacious Home with Rooftop, Fire Pit & Balconies

Cozy 2BR House in Pittsburgh

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

Winter Fun Family Home Near Pittsburgh
Private house rentals

Warm & Inviting Retreat, Easy Walks to Local Spots

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

Neighborhood Charmer

3BR/2BA Hidden Gem on the Allegheny River

1 Block from Butler St ★ Patio ★ Dog Friendly!

Charming Historic Row House in Lawrenceville

Pittsburgh Cabin with a View!

Obies Abode II: Newly Renovated
Quick stats about house rentals in Oakmont

Total holiday rentals
Explore 40 holiday rentals in Oakmont

Nightly prices starting at
Oakmont holiday rentals start at £51 per night before taxes and fees

Verified guest reviews
Over 480 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
40 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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- Rentals with a washing machine and dryer Oakmont
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- Rentals with a firepit Oakmont
- Rentals with a patio Oakmont
- Family-friendly rentals Oakmont
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- House rentals Allegheny County
- House rentals Pennsylvania
- House rentals United States
- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Kennywood
- Raccoon Creek State Park
- National Aviary
- Ohiopyle State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- University Of Pittsburgh
- Senator John Heinz History Center
- Randyland
- David Lawrence Convention Center
- Cathedral of Learning
- Carnegie Science Center
- Stage AE




