North Oakland, Pittsburgh holiday homes: holiday houses & more

Discover a selection of 20 apartments and other holiday rentals in North Oakland that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - North Oakland

Showing deals for:12 Sept - 19 Sept

Exceptional

(13 reviews)

PGH Jewel - Modern All New 5B/5B, Near Downtown, Private Parking

Pittsburgh, PA

8% off

NZ$1,507 per night

includes taxes & fees

Large open area from the kitchen to dining and living areas

Very good

(5 reviews)

👑King Bed⚡ Quiet West Penn🏥 Parking 🐶Pets

Pittsburgh, PA

8% off

NZ$821 per night

includes taxes & fees

Exceptional

(12 reviews)

Mathilda Street Trio - City View - 2 Queen Beds

Pittsburgh, Pennsylvania

8% off

NZ$359 per night

includes taxes & fees

Rank One Stays invites you to step into a Willy Wonka Themed Airbnb, where vibrant colors infuse every corner with joy. A whimsical and delightful retreat suitable for guests of all ages!

Exceptional

(24 reviews)

Willy Wonka Themed | King Bed | Free Parking | Arcade | BBQ

Pittsburgh, PA

12% off

NZ$917 per night

includes taxes & fees

Exceptional

(21 reviews)

Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf

Pittsburgh, PA

8% off

NZ$1,259 per night

includes taxes & fees

Wonderful

(15 reviews)

Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking

Pittsburgh, PA

9% off

NZ$463 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Find properties near top attractions in North Oakland

Carnegie Museum of Natural History

Carnegie Museum of Art

Soldiers and Sailors Memorial Hall and Museum

Cathedral of Learning

Heinz Memorial Chapel

Find the best place to stay - North Oakland

Showing deals for: 9 Sept - 12 Sept

👑King Bed⚡ Quiet West Penn🏥 Parking 🐶Pets

Sleeps 9 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$985 per night

includes taxes & fees

Pittsburgh Vacation Rental | 2BR | 1BA | 650 Sq Ft | Access By Stairs

Walk to Walnut St: Pet-Friendly Pittsburgh Home!

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 home

NZ$411 per night

includes taxes & fees

Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$606 per night

includes taxes & fees

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

NZ$887 per night

includes taxes & fees

4 br 2 baClassical Victorian Home Off Walnut Street in Shadyside Pittsburgh

Sleeps 12 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$1,770 per night

includes taxes & fees

Modern & Spacious minutes from town, UPMC Hospitals, Universities & PPG Arena!

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 apartment

NZ$484 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in North Oakland?

Apartments are the most popular kind of holiday home in North Oakland, according to our data. Even if you’ve got something different in mind, Bookabach has holiday homes in all shapes and sizes. Browse our options to find your perfect pad.

How much does it cost to rent a holiday home in North Oakland?

Length of stay, season and property type are some of the things that can influence the price of a holiday home. Simply click on your travel dates to find your ideal escape. From comfy cabins to plush villas, all Bookabach holiday homes offer incredible value.

How much does it cost to rent a beach house in North Oakland?

The average price for a holiday home near the beach in North Oakland will depend on when you’re going and the type and size of property you’re searching for. You can easily and quickly find prices on Bookabach by entering your preferred travel dates. Then use our filters to pick the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.

Are there pet-friendly holiday homes in North Oakland?

Yes. There are. You can choose from 14 holiday homes that cater to pets in North Oakland. Many of our pet-friendly holiday homes come with a backyard for your furry pal to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the “Pets allowed” filter to find your pawfect place on Bookabach.

What are popular home amenities in North Oakland?

When it comes to home amenities that guests search for in North Oakland, a garden, a barbecue grill and a nearby river rank the highest. With Bookabach holiday homes, you’ll have options to fit your taste and style, whether you’re holidaying with your partner, your friends or even pets.

Are there large group holiday homes in North Oakland?

Take your pick of two properties in North Oakland that can host a group of 10 or more guests. Whether you’re planning a trip with the family or a special event, there’s ample space to get your loved ones together under the same roof.

Are there holiday homes in North Oakland that welcome kids?

North Oakland has 14 family-friendly holiday homes to choose from. And securing a stay that welcomes kiddos is easy with Bookabach’s “Properties good for families” filter. Besides having the entire place to yourselves, you’ll also get access to perks and amenities like dining rooms, kitchens and pools.

What are the top attractions for families in North Oakland?

There are tons of cool things to do and see with the family in North Oakland, including:

Pittsburgh Zoo and PPG Aquarium
Carnegie Science Centre
Carnegie Museum of Natural History

Are there one-bedroom holiday homes in North Oakland?

Yes, there are four one-bedroom properties in North Oakland to pick from. A one-bedroom holiday property is a great option if it’s only you and your partner or if you’re flying solo. Throw in more convenience, privacy and space than a regular hotel, and you’ve got the makings of a break to remember.

Can I find two-bedroom holiday homes in North Oakland?

Take off with your besties and relax in total privacy and comfort in one of the five two-bedroom holiday properties North Oakland has to offer.

How can I find holiday homes with air conditioning in North Oakland?

North Oakland has 14 holiday homes where you can relax in air-conditioned comfort. To book a property on Bookabach that provides this perk, choose your travel dates and use the filter tool to select the “air conditioning” box.

How old do you have to be to rent a holiday home in North Oakland?

It’s a good idea to check with the North Oakland holiday home you’re looking at on Bookabach as the minimum age differs. However, typically it’s 16, 18 or 21.

How long can I rent a holiday home in North Oakland for?

It all depends on the North Oakland property. To view all available options offering extended stays, just type your travel dates and number of guests into the Bookabach search page. You can look forward to having the property to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can run and play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.