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South Oakland, Pittsburgh, Pennsylvania, United States of America

South Oakland vacation rentals

We found 26 vacation rentals — enter your dates for availability

Discover a selection of 26 vacation rentals in South Oakland, Pittsburgh that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $120 per night, and houses and condos are popular options for a stay in South Oakland. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — South Oakland

Comfy House for Group, close to all Uni & Dowtown

Sleeps 10 · 5 Bedrooms · 2 Bathrooms
$225 avg/night

Amazing House Near Oakland, Downtown, Southside and Shadyside

Sleeps 6 · 3 Bedrooms · 1 Bathroom
$150 avg/night
(2)

Luxe + Modern 2BR Apt in West Oakland w/ Parking

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$179 avg/night
(1)

Nice House for Groups close to DT and all Uni

Sleeps 12 · 6 Bedrooms · 2 Bathrooms
$300 avg/night

Spacious + Modern 2BR in West Oakland

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$193 avg/night

Vibrant 1BR Suite in West Oakland w/ Parking

Sleeps 4 · 1 Bedroom · 1 Bathroom
$152 avg/night

Search 26 vacation rentals

Top rated rentals — South Oakland
Stayed Jan 2021

Great place with a beautiful view!

Fantastic place to stay with parking for 4 cars! Great view of the city and the hot tub is perfect at night. My biggest appreciation was how accommodated with all the necessities for a stay this place was. Only house we ever stayed at that we came ov...

Cameron Y.
Cameron Y.
Stayed Dec 2020

Fantastic New Years Getaway

I cannot say enough good things about this property and Norma's hospitality. She was so accommodating and responsive. The property had everything you could want and was so well organized, complete with a handwritten card and champagne to greet us. I ...

Aimee P.
Aimee P.
Stayed Dec 2020

Pittsburgh stay

The house was very nice and the owner was very responsive. It felt very much like a 'home' and came stocked with everything you can think iof! We did hit a nasty winter storm that had not been forecast. The streets around the house were extremely ste...

Joanne P.
Joanne P.
Stayed Dec 2020

Wonderful Family Getaway

Jeff was waiting for us when we arrived at the property as he and his wife live next door. Masks on he took us on a tour. Anything you think you need of bringing, think again as it is already there. The neighborhood is great and property is wonderful...

Janine F.
Janine F.

McKinney, TX

Stayed Oct 2020

Clean apartment in Oakland

My favorite part was that the apartment was very clean! Looked like a hotel when I walked in we were very excited. Overall, the experience was great, check out was effortless. Only issue was that I never received the lockbox code to get in, I had to ...

Laiba Q.
Laiba Q.
Stayed Oct 2020

Above and Beyond

The home and our host, Eileen, far exceeded expectations. So much attention to detail in this rental. The house is beautifully decorated, spotlessly clean, and larger than it appears in photos! Other reviews mentioned the coffee and snacks provided b...

Kristin K.
Kristin K.
Stayed Oct 2020

Good townhome that could be great

We were a family of 11 that could spread out and enjoy this home. One odd thing is that there is only dining facility for 4. We brought two card tables and 8 folding chairs and managed well. For the money, this should have been provided. We were also...

Mike and Kathy M.
Mike and Kathy M.
Stayed Oct 2020

Perfect weekend!

Owner was friendly and helpful. The rental was in a fun area by Carson Street but a few blocks away so quiet. The rooms were as pictured. The owner includes special touches in refrigerator, restaurant recommendations and everything you’ll need for yo...

Brigid A.
Brigid A.
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How many vacation rentals are available around South Oakland, Pittsburgh?

Our 2021 property listings offer a large selection of 26 vacation rentals around South Oakland. From 19 house rentals to 7 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in South Oakland?

Yes, of course. Vrbo has 19 Houses in South Oakland. Our other popular types of vacation rentals in South Oakland include:

  • Condos/Apartments: 7 rentals available
  • Studios: 6 rentals available
  • House: 18 rentals available

Can I find a vacation rental with internet/wifi in South Oakland?

Yes, you can select your preferred vacation rental with internet/wifi among our 24 vacation rentals with internet/wifi available in South Oakland. Please use our search bar to access the selection of vacation rentals available.