Vacation rentals in Oakmont

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Top-rated vacation rentals in Oakmont

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Home in Monroeville

4.8 out of 5 average rating, 183 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

Jul 8 – 15

$102 per night
Superhost

Home in Verona

4.87 out of 5 average rating, 243 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.

Jun 27 – Jul 4

$87 per night
Guest favorite

Guest suite in Pittsburgh

4.95 out of 5 average rating, 230 reviews

Warm & Cozy, Newly Remodeled Private Space.

The PITT Stop Explore Pittsburgh’s vibrant streets with this warm & cozy, newly remodeled studio as your base! The PITT Stop is centrally located in Brighton Heights, a smaller section of Pittsburgh’s North Side. One of the most historic and culturally eclectic areas you will find. Here in Brighton Heights, you’ll be rooted in the coziness of an urban neighborhood while being close to everything metropolitan Pittsburgh has to offer. **Please see ‘Other Details to Note’ section for more.**

Nov 8 – 15

$81 per night

Popular amenities for Oakmont vacation rentals

Stay near Oakmont's top sights

Oakmont Bakery25 locals recommend
The Lot at Edgewater6 locals recommend
Carnivores11 locals recommend
The Pub at 3335 locals recommend
Hoffstot's Cafe Monaco6 locals recommend
The Oaks Theater4 locals recommend

Other great vacation rentals in Oakmont

Guest favorite

Guesthouse in Oakmont

4.97 out of 5 average rating, 72 reviews

Cozy Carriage House in Oakmont, PA

Mar 18 – 25

$161 per night
Guest favorite

Guest suite in Oakmont

4.86 out of 5 average rating, 28 reviews

Oakmont Apartment Retro 50s

Dec 19 – 26

$126 per night
Superhost

Apartment in Springdale

4.81 out of 5 average rating, 72 reviews

Vibey 1BDR apartment for rent in charming town.

Feb 12 – 19

$65 per night
Superhost

Apartment in Pittsburgh

4.92 out of 5 average rating, 13 reviews

#43 Cozy Suite - Marina River view near Oakmont

Mar 13 – 20

$134 per night
Guest favorite

Bungalow in Oakmont

4.98 out of 5 average rating, 62 reviews

Oakmont Home with Hot Tub

Aug 13 – 20

$175 per night
Superhost

Apartment in Springdale

4.79 out of 5 average rating, 39 reviews

2br gem in cute small town.

Jun 20 – 27

$101 per night
Guest favorite

Apartment in Verona

4.96 out of 5 average rating, 89 reviews

The Sycamore BnB @ 10.7 Marina

Oct 13 – 20

$173 per night
Guest favorite

Apartment in Aspinwall

4.97 out of 5 average rating, 33 reviews

Aspinwall 1 bedroom Apartment

Mar 11 – 18

$104 per night
Guest favorite

Home in Verona

4.85 out of 5 average rating, 47 reviews

Neighborhood Charmer

Jun 24 – Jul 1

$107 per night
Guest favorite

Home in New Kensington

4.98 out of 5 average rating, 57 reviews

Mid-Century Burrell Bungalow

Jan 8 – 15

$161 per night
Guest favorite

Townhouse in Pittsburgh

5.0 out of 5 average rating, 38 reviews

BoHo Beauty Fully equipped 2br/3bd 1.5 baths

Apr 25 – May 2

$266 per night
Guest favorite

Home in Pittsburgh

5.0 out of 5 average rating, 11 reviews

Cozy three bedroom home close to shopping and more

Sep 28 – Oct 5

$184 per night

Quick stats about vacation rentals in Oakmont

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

470 reviews

Nightly prices starting at

$30 before taxes and fees

Frequently Asked Questions

  • What are the most popular amenities for Bed And Breakfast Rentals in Oakmont?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do bed and breakfast rentals in Oakmont have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakmont have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Oakmont?

    Four-legged friends are welcome in Oakmont. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Oakmont have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakmont have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Oakmont. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Oakmont?

    Oakmont has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in bed and breakfast rentals in Oakmont?

    Experience the best of Oakmont with our bed and breakfast rentals, starting at about $350 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Oakmont