Pleasant Hills holiday homes

We found 1,299 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Pleasant Hills that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a garden. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Pleasant Hills

Showing deals for:13 Nov - 20 Nov

Living area
Private kitchen
Interior
Terrace/patio
Exceptional
(11 reviews)

Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh

Pittsburgh

8% off
NZ$7,864
for 7 nights, 1 home
NZ$1,123 per night
includes taxes & fees
Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh
Romeo's Room suite - daybed that is a twin bed with another twin trundle bed
Kitchen within the open floor plan allows our guests to be together
Living room - main entrance/front door
Kitchen with everything you need to prepare meals
Exceptional
(7 reviews)

Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!

Pittsburgh

11% off
NZ$5,473
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!
A welcoming dining space perfect for sharing meals and making memories.
Fully equipped kitchen with easy access to the upper level.
Spacious bedroom designed for a restful night`s sleep.
Comfortable seating with a full sleeper sofa for extra guests.
Exceptional
(7 reviews)

City Cottage with Yard Sleeps 8

Pittsburgh

11% off
NZ$4,039
for 7 nights, 1 home
NZ$577 per night
includes taxes & fees
City Cottage with Yard Sleeps 8
Kitchen with wooden cupboards and marble-designed countertops
Patio Balcony area with comfy couches and surrounded by trees and skyline
Living room with unique accent wall
8-seater dining table in a cozy dining room
Exceptional
(7 reviews)

Pittsburgh Gem - 5BR - Downtown Deck View

Pittsburgh

16% off
NZ$6,260
for 7 nights, 1 home
NZ$894 per night
includes taxes & fees
Pittsburgh Gem - 5BR - Downtown Deck View
Terrace/patio
Private kitchen
Exterior
Dining
Exceptional
(5 reviews)

South Side Bicycle Home Sleeps 6

Pittsburgh

8% off
NZ$4,693
for 7 nights, 1 home
NZ$670 per night
includes taxes & fees
South Side Bicycle Home Sleeps 6
Private kitchen
Living area
Dining
Room
Exceptional
(5 reviews)

3-bedroom house in bustling Lawrenceville area of Pittsburgh

Pittsburgh

8% off
NZ$4,110
for 7 nights, 1 home
NZ$587 per night
includes taxes & fees
3-bedroom house in bustling Lawrenceville area of Pittsburgh
Interior
Property grounds
Exterior detail
Living area
Exceptional
(13 reviews)

Thoughtful, Furnished, Convenient in Squirrel Hill

Pittsburgh

9% off
NZ$2,882
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Thoughtful, Furnished, Convenient in Squirrel Hill
Living area
Private kitchen
Living area
Dining
Exceptional
(24 reviews)

Heritage House in Pittsburgh on Mt Washington - Charming 3BR, 2.5b Sleeps 7+

Pittsburgh

10% off
NZ$3,369
for 7 nights, 1 home
NZ$481 per night
includes taxes & fees
Heritage House in Pittsburgh on Mt Washington - Charming 3BR, 2.5b Sleeps 7+
Dining
Room
Dining
Exterior
Exceptional
(9 reviews)

3 bedrooms, 3 full baths, game room, backs up to the woods - peaceful & cozy!

Finleyville

8% off
NZ$4,481
for 7 nights, 1 home
NZ$640 per night
includes taxes & fees
3 bedrooms, 3 full baths, game room, backs up to the woods - peaceful & cozy!
Private kitchen
Living area
Dining
Living area
Exceptional
(42 reviews)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Pittsburgh

6% off
NZ$1,260
for 7 nights, 1 apartment
NZ$180 per night
includes taxes & fees
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Living Rm flows into Kitchen & Dining Rm. Enjoy entertaining guests!
View of the opposite side of the patio in the morning shade.
Night photo: dining rm: 125 yrs "young" oak table, Deacon's bench & chairs.
Gold fish pond w/water spout is relaxing & calming - a real "zen" experience!
Exceptional
(50 reviews)

3 BDRM●3 BATH●EV CHARGER ● ECLECTIC ● PATIO ●GARAGE ●PARKING● MIN TO DNTWN

Pittsburgh

7% off
NZ$4,873
for 7 nights, 1 home
NZ$696 per night
includes taxes & fees
3 BDRM●3 BATH●EV CHARGER ● ECLECTIC ● PATIO ●GARAGE ●PARKING● MIN TO DNTWN
Living area
Private kitchen
Dining
Room
Exceptional
(35 reviews)

Entire Home • Lux Master • Terraces • 4 Car

Pittsburgh

11% off
NZ$5,689
for 7 nights, 1 home
NZ$813 per night
includes taxes & fees
Entire Home • Lux Master • Terraces • 4 Car
Exterior detail
Living area
Room
Interior
Exceptional
(9 reviews)

Iron City of South Side Flats Charming 2-bedroom Unit

Pittsburgh

7% off
NZ$2,259
for 7 nights, 1 home
NZ$323 per night
includes taxes & fees
Iron City of South Side Flats Charming 2-bedroom Unit
Private kitchen
Living area
Dining
Private kitchen
Exceptional
(33 reviews)

Hidden Gem in Swissvale sleeps 6

Pittsburgh

7% off
NZ$2,533
for 7 nights, 1 apartment
NZ$362 per night
includes taxes & fees
Hidden Gem in Swissvale sleeps 6
Interior
Property grounds
Living area
Property grounds
Exceptional
(80 reviews)

Cozy Studio with Unique Charm in Private Setting

South Park

8% off
NZ$1,885
for 7 nights, 1 apartment
NZ$269 per night
includes taxes & fees
Cozy Studio with Unique Charm in Private Setting
Outdoor dining
Private kitchen
Living area
Dining
Wonderful
(57 reviews)

Charming Carnegie Cottage 15 Minutes from Airport & Downtown

Carnegie

7% off
NZ$2,006
for 7 nights, 1 home
NZ$287 per night
includes taxes & fees
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
Chic Bar Cart Corner for Relaxing Evenings
A passion for what we do
Spacious Modern Kitchen with Open-Plan Dining
Bright & Fully Equipped Modern Kitchen
Very good
(5 reviews)

NEW! 3 Bdrm | Mt Washington | Garage

Pittsburgh

15% off
NZ$3,649
for 7 nights, 1 home
NZ$521 per night
includes taxes & fees
NEW! 3 Bdrm | Mt Washington | Garage
Plenty of dining space
Spacious and stylish open plan living
Beautifully renovated living space
Spacious dining space
Exceptional
(5 reviews)

Luxurious Design | Easy Access to Downtown Pittsburgh | Sleeps 4

Pittsburgh

7% off
NZ$3,326
for 7 nights, 1 apartment
NZ$475 per night
includes taxes & fees
Luxurious Design | Easy Access to Downtown Pittsburgh | Sleeps 4
Living area
Terrace/patio
Living area
Exterior
Exceptional
(19 reviews)

JACKSON HILL CABIN

South Park

8% off
NZ$3,124
for 7 nights, 1 cabin
NZ$446 per night
includes taxes & fees
JACKSON HILL CABIN
Interior
Exterior detail
Room
Living area
Excellent
(6 reviews)

Cozy, walkable 1-bedroom apartment in Pittsburgh with WiFi, AC

Pittsburgh

5% off
NZ$1,843
for 7 nights, 1 apartment
NZ$263 per night
includes taxes & fees
Cozy, walkable 1-bedroom apartment in Pittsburgh with WiFi, AC
Living area
Property grounds
Dining
Interior
Exceptional
(15 reviews)

Stylish King Suite w Deck & City Views • Free Off Street Parking

Pittsburgh

12% off
NZ$2,837
for 7 nights, 1 apartment
NZ$405 per night
includes taxes & fees
Stylish King Suite w Deck & City Views • Free Off Street Parking
Front door
Dining
Room
Chef's kitchen, 2 ovens, microwave, coffee maker, unique stovetop
Exceptional
(11 reviews)

Walk to Stadiums. Good for Groups! 4+ Parking spots.

Pittsburgh

8% off
NZ$5,098
for 7 nights, 1 home
NZ$728 per night
includes taxes & fees
Walk to Stadiums. Good for Groups! 4+ Parking spots.
Living area
Room
Bathroom
Living area
Exceptional
(9 reviews)

Carson Street 3BR - 8 mins to Stadiums, Downtown & Nightlife

Pittsburgh

12% off
NZ$2,955
for 7 nights, 1 apartment
NZ$422 per night
includes taxes & fees
Carson Street 3BR - 8 mins to Stadiums, Downtown & Nightlife
Dining
Interior
Room
Private kitchen
Exceptional
(42 reviews)

PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location

Pittsburgh

11% off
NZ$2,899
for 7 nights, 1 home
NZ$414 per night
includes taxes & fees
PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
  • 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

The friendly city of Pleasant Hills awaits you

Learn about the unique charm of Pleasant Hills with a stay in a holiday home rental. Travellers to this welcoming city praise the sporting events, restaurants and shopping. PNC Park and PPG Paints Arena are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Pleasant Hills

Do you want to discover top things to see and do while you're in the area? Venture out of your holiday home and check out everything that Pleasant Hills has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sandcastle Water Park (4.6 mi / 7.4 km)
  • Kennywood (6.2 mi / 10.1 km)
  • National Aviary (8.5 mi / 13.7 km)
  • South Park Golf Course (2.1 mi / 3.4 km)
  • Frick Park (7.3 mi / 11.7 km)
  • Full Throttle Adrenaline Park (10.7 mi / 17.3 km)

Exploring the natural features in Pleasant Hills

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Pleasant Hills. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • PNC Park (8.1 mi / 13 km)
  • Schenley Park (6.9 mi / 11.2 km)
  • Phipps Conservatory (7.2 mi / 11.5 km)
  • Point State Park (7.8 mi / 12.5 km)
  • Pittsburgh Botanic Garden (12.4 mi / 19.9 km)
  • Hartwood Acres Park (16.2 mi / 26.1 km)

Transport to and around Pleasant Hills

Fly into Pittsburgh International Airport (PIT), the closest airport, located 19.1 mi (30.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Latrobe, PA (LBE-Arnold Palmer Regional), which is 29.6 mi (47.6 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pleasant Hills?
The most desirable types of holiday homes in Pleasant Hills are houses. Ready for more choices? Bookabach offers a variety of options to match our guests' needs, so you'll see holiday properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Pleasant Hills?
A range of factors determine how much you'll pay for a holiday home in Pleasant Hills, including the time of year, property type and length of stay. But, all our holiday homes have something in common — incredible value. Simply add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Pleasant Hills?
The average price for a holiday home close to the beach in Pleasant Hills depends on when you're travelling and the size and style of property you're looking for. You can easily and quickly find prices on Bookabach by entering the dates you'll be travelling. Then use our filters to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
What are popular home amenities in Pleasant Hills?
When it comes to home amenities that people prefer in Pleasant Hills, nearby museums, off-street parking options and a nearby casino rank highest. With Bookabach holiday homes, you'll have options to fit your style and taste, whether you're planning to get away with family, friends or even pets.
What are the top attractions for families in Pleasant Hills?
There are lots of awesome things to do and see with the family in Pleasant Hills, such as:
  • Kennywood
  • Century III Mall
  • South Park Golf Course
How old do you have to be to rent a holiday home in Pleasant Hills?
The minimum age is typically 16, 18 or 21. It can vary from property to property on Bookabach, so look at the rules of your preferred Pleasant Hills holiday home before you book.
How long can I rent a holiday home in Pleasant Hills for?
The amount of time you can rent a Pleasant Hills holiday home for depends on the property. Simply put in your dates of travel to find available options that offer long-term stays. They feature all you require to make your extended holiday more enjoyable and convenient, such as air conditioning and kitchens. Some properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.