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House holiday rentals in Oakmont

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Top-rated house rentals in Oakmont

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Home in Monroeville

4.85 out of 5 average rating, 156 reviews

Mayberry Escape

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

Home in Monroeville

4.81 out of 5 average rating, 201 reviews

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

Guest favourite

Home in Pittsburgh

4.95 out of 5 average rating, 116 reviews

The Little House on Evergreen

Welcome! Relax in the yard or on the cozy porch amid evergreen trees after your business meeting, sporting event, shopping, etc.! We are just 10-20 minutes to hospitals, universities, churches, malls, concert and cultural events. This sweet little home is 7 miles North of Downtown Pittsburgh, a short UBER or LYFT ride. Guests from all backgrounds are welcome. We also welcome you to our other listing which is about a mile away: “Cozy Pittsburgh Home”-6 guests. Text us if you need more info.

Home in Verona

4.87 out of 5 average rating, 269 reviews

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.

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 364 reviews

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.

Guest favourite

Home in Squirrel Hill South

4.92 out of 5 average rating, 293 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite

Home in Bloomfield

4.91 out of 5 average rating, 185 reviews

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.

Guest favourite

Home in South Side Flats

4.91 out of 5 average rating, 375 reviews

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).

Guest favourite

Home in Duquesne

4.91 out of 5 average rating, 156 reviews

Entire home near Kennywood. No cleaning or pet fee

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. You’ll see neighbors walking dogs, deer and bunnies galore. Our home has all of the amenities to make your stay enjoyable and easy. The beds, pillows and sheets are new and comfortable. Parking is easy and plentiful!

Guest favourite

Home in East Liberty

4.98 out of 5 average rating, 341 reviews

Quiet, Secluded Loft Suite

One double bedroom and one single room/kitchenette plus a full bathroom - completely private and secluded third floor loft suite behind a door and up a private staircase. Top floor of a gilded age Pittsburgh home in an historic, walkable neighborhood. Close to the Zoo, Pitt, CMU, Chatham, Bakery Square, Lawrenceville, Shadyside, Highland Park. Restaurants, shopping, museums, conservatory, galleries, parks, neighborhoods of interest. Airport 45 minutes.

Guest favourite

Home in Irwin

4.99 out of 5 average rating, 134 reviews

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 .

Guest favourite

Home in Export

4.98 out of 5 average rating, 152 reviews

Peaceful Export home with Large Deck

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.

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Popular amenities for Oakmont house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Sarver

4.99 out of 5 average rating, 86 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Home in Beaver

4.83 out of 5 average rating, 24 reviews

A Special Retreat! 5 Bedrooms 8 Beds

Guest favourite

Home in Slovan

5 out of 5 average rating, 32 reviews

Billy Boy Retreat - Cohosted by Stacy & Dave

Home in Valencia

4.75 out of 5 average rating, 16 reviews

Lovely Valencia Home w/ Yard & Private Pool!

Home in Beechview

4.72 out of 5 average rating, 60 reviews

Renovated Cozy Duplex w/pool, Close to downtown

Home in Wexford

New place to stay

Spacious House w/ Pool @Wexford

Guest favourite

Home in Coraopolis

5 out of 5 average rating, 23 reviews

PIT Staycation Retreat with Pool House!

Home in Pittsburgh

4.78 out of 5 average rating, 9 reviews

Cozy & Beautiful Pittsburgh Home

Weekly house rentals

Guest favourite

Home in Verona

4.88 out of 5 average rating, 67 reviews

Neighborhood Charmer

Guest favourite

Home in Pittsburgh

4.96 out of 5 average rating, 107 reviews

Off-Street Parking, Steps to Butler St., Patio!

Guest favourite

Home in Bloomfield

4.91 out of 5 average rating, 108 reviews

Modern ✌🏾Bedroom House in the ❤️ of Shadyside

Guest favourite

Home in Mount Washington

4.96 out of 5 average rating, 404 reviews

Spectacular Skyline Views - Luxury 2 Bedroom

Guest favourite

Home in Bridgeville

4.94 out of 5 average rating, 126 reviews

Spacious 2 Bedroom in a Convenient Location

Guest favourite

Home in Renfrew

4.97 out of 5 average rating, 219 reviews

Cozy country house in nature

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 104 reviews

Highly rated, 2bd/1.5 bath home/backyard/parking

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 156 reviews

King Bed / Free Parking / Arcade / BBQ / Patio

Private house rentals

Guest favourite

Home in Pittsburgh

5 out of 5 average rating, 11 reviews

Lawrenceville modern 1 story

Guest favourite

Home in Pittsburgh

4.93 out of 5 average rating, 76 reviews

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

Guest favourite

Home in Pittsburgh

4.92 out of 5 average rating, 48 reviews

5 bedroom home with stocked gameroom close to city

Guest favourite

Home in Munhall

4.98 out of 5 average rating, 63 reviews

Private House with Stone Patio and Sun Room

Guest favourite

Home in Evans City

5 out of 5 average rating, 38 reviews

Quiet Countryside Getaway

Guest favourite

Home in Pittsburgh

4.94 out of 5 average rating, 32 reviews

Country Club Cottage - 20 minutes from downtown

Guest favourite

Home in Brackenridge

4.85 out of 5 average rating, 33 reviews

Cozy two bedroom

Guest favourite

Home in Vandergrift

5 out of 5 average rating, 31 reviews

Welcoming home in a small town

Quick stats about house rentals in Oakmont

Total rentals
20 properties
Nightly prices starting at
$89 AUD before taxes and fees
Total number of reviews
240 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wi-Fi availability
20 properties include access to Wi-Fi

Destinations to explore