
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.

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.

East End Gem | Your Home Away from Home
This bright, stylish, and comfortable space, designed by an HGTV producer! With a fully remodeled kitchen and bathroom, cozy beds, and inviting rooms, this home offers the perfect home away from home. Conveniently located within 20 minutes of everything Pittsburgh has to offer, including sports fields, rivers, bridges, shopping, museums, historical sites, music venues, universities, and more! Whether you're here for business or pleasure, you'll find everything you need for a relaxing stay.

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!

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.

Olympia Hallock House, Duquesne Hts.
Welcome to Olympia Place located in Duquesne Hts. This , 3 BEDROOM 1955 ranch offers a spacious Living room, kitchen and eating area, two full baths, one on lower level, and THREE bedrooms( 1 king bed, 1 queen bed,2 twin beds, patio and fenced yard for dogs, huge game room on lower level, two off street parking spaces and easy access to local off leash park. the house is Dog Friendly(no cats) for an additional fee of $50. Perfect location for sports events, tourism and family visits.

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.

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).

Lawrenceville charmer · sleeps 8, 2 full baths!
Step into our industrial-vibe row house and feel right at home! High ceilings, thoughtful decor, and more make this Lawrenceville charmer a great place for you and your friends or family. Decorated by a local designer, each room has a playful, tasteful "theme" - Art Deco, Pittsburgh, Tiki, and Warhol. Our well-stocked kitchen invites you to stay in and cook a meal, but our location encourages you to head "aht" on the "tahn" for food & drinks. We look forward to hosting you!

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

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, Scenary, 20 mins to Pgh
Weekly house rentals

Aspinhaus

Peaceful Plum PA Home

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

Accessible • Family Friendly • Safe Locale

Ranch Home: Cozy & Modern!

Charming, quiet house in Pittsburgh's East End

Off-Street Parking, 2 Full Baths, Great Patio!

1 Bedroom in Regent Square
Private house rentals

Prime Location-Stylish Home Near Stadiums & City

Comfortable & Charming Cottage

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

King Bed, Artist's Flat

3BR/2BA Hidden Gem on the Allegheny River

NEW Stylish 2 bedroom: Garage, office, Fenced yard

Cozy 2BR House in Pittsburgh

Cozy Cottage Near Pittsburgh | Quiet
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 £52 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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- Pet-friendly rentals Oakmont
- Rentals with a fireplace Oakmont
- Rentals with outdoor seating Oakmont
- Rentals with a patio Oakmont
- Rentals with a firepit Oakmont
- Rentals with a washing machine and dryer Oakmont
- Fitness-friendly rentals Oakmont
- Family-friendly rentals Oakmont
- House rentals Allegheny County
- House rentals Pennsylvania
- House rentals United States
- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Strip District
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Kennywood
- National Aviary
- Raccoon Creek State Park
- Point State Park
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- University Of Pittsburgh
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- David Lawrence Convention Center
- Cathedral of Learning
- Carnegie Science Center
- Stage AE




