Brentwood holiday rentals

We found 1,431 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Brentwood that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Brentwood

Showing deals for:18 Dec - 25 Dec

Private kitchen
Interior
Dining
Interior
Exceptional
(8 reviews)

NFL Draft Stay-Private Home Minutes from Acrisure Stadium-Sleeps 8- Park Free

Pittsburgh

7% off
AU$2,941
for 7 nights, 1 home
AU$420 per night
includes taxes & fees
NFL Draft Stay-Private Home Minutes from Acrisure Stadium-Sleeps 8- Park Free
Cook, gather, and make yourself at home in this inviting kitchen.
Fully equipped kitchen with easy access to the upper level.
A welcoming dining space perfect for sharing meals and making memories.
Comfortable seating with a full sleeper sofa for extra guests.
Exceptional
(7 reviews)

City Cottage with Yard Sleeps 8

Pittsburgh

11% off
AU$5,017
for 7 nights, 1 home
AU$717 per night
includes taxes & fees
City Cottage with Yard Sleeps 8
Refrigerator and dining
Living room
Beautiful bedroom space with storage
Kitchen fully equipped with essentials
Very good
(5 reviews)

3 BedHome in Upper Lawrenceville

Pittsburgh

8% off
AU$4,675
for 7 nights, 1 home
AU$668 per night
includes taxes & fees
3 BedHome in Upper Lawrenceville
Private kitchen
Living area
Living area
Living area
Exceptional
(16 reviews)

Home Away From Home • Minutes to Downtown

Pittsburgh

8% off
AU$3,656
for 7 nights, 1 home
AU$522 per night
includes taxes & fees
Home Away From Home • Minutes to Downtown
Interior
Room
Exterior detail
Interior
Exceptional
(6 reviews)

Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill

Pittsburgh

6% off
AU$1,986
for 7 nights, 1 room
AU$284 per night
includes taxes & fees
Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill
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
(8 reviews)

Pittsburgh Gem - 5BR - Downtown Deck View

Pittsburgh

16% off
AU$8,346
for 7 nights, 1 home
AU$1,192 per night
includes taxes & fees
Pittsburgh Gem - 5BR - Downtown Deck View
Bright, airy living room with a 4K TV and a dining area, seating up to 6.
Striking art pieces provide pops of color and personality all over the unit.
The covered patio outside your unit provides a serene spot for morning coffee.
The living room features an eclectic mix of art pieces.
Exceptional
(18 reviews)

Luxe Design 3br in Pittsburgh's Most Lively Neighborhood

Pittsburgh

25% off
AU$3,466
for 7 nights, 1 home
AU$495 per night
includes taxes & fees
Luxe Design 3br in Pittsburgh's Most Lively Neighborhood
Interior
Private kitchen
Living area
Room
Exceptional
(18 reviews)

Quick ride to the Stadiums!

Pittsburgh

8% off
AU$3,615
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
Quick ride to the Stadiums!
Terrace/patio
Private kitchen
Exterior
Living area
Exceptional
(5 reviews)

South Side Bicycle Home Sleeps 6

Pittsburgh

8% off
AU$3,798
for 7 nights, 1 home
AU$543 per night
includes taxes & fees
South Side Bicycle Home Sleeps 6
Interior
Exterior
Terrace/patio
Dining
Exceptional
(5 reviews)

Thoughtfully furnished, comfortable, and convenient in Pittsburgh's East End.

Pittsburgh

9% off
AU$2,432
for 7 nights, 1 home
AU$347 per night
includes taxes & fees
Thoughtfully furnished, comfortable, and convenient in Pittsburgh's East End.
Entrance of the house
Beautiful Living room
Dining space
Outside seating area with charming environment
Very good
(6 reviews)

Enchanting 3BR with Yard | Patio

Pittsburgh

7% off
AU$4,193
for 7 nights, 1 home
AU$599 per night
includes taxes & fees
Enchanting 3BR with Yard | Patio
Private kitchen
Exterior detail
Living area
Exterior detail
Exceptional
(5 reviews)

Family & Pet-Friendly Home w/ Fenced Yard & Office by Kennywood & The Waterfront

Homestead

8% off
AU$3,128
for 7 nights, 1 home
AU$447 per night
includes taxes & fees
Family & Pet-Friendly Home w/ Fenced Yard & Office by Kennywood & The Waterfront
Gold fish pond w/water spout is relaxing & calming - a real "zen" experience!
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.
Living Rm flows into Kitchen & Dining Rm. Enjoy entertaining guests!
Exceptional
(50 reviews)

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

Pittsburgh

8% off
AU$7,118
for 7 nights, 1 home
AU$1,017 per night
includes taxes & fees
3 BDRM●3 BATH●EV CHARGER ● ECLECTIC ● PATIO ●GARAGE ●PARKING● MIN TO DNTWN
Dining
Private kitchen
Games room
Living area
Wonderful
(58 reviews)

Charming Carnegie Cottage 15 Minutes from Airport & Downtown

Carnegie

7% off
AU$1,638
for 7 nights, 1 home
AU$234 per night
includes taxes & fees
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
Bright Dining Area for Six
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

16% off
AU$5,131
for 7 nights, 1 home
AU$733 per night
includes taxes & fees
NEW! 3 Bdrm | Mt Washington | Garage
Private kitchen
Living area
Dining
Private kitchen
Exceptional
(36 reviews)

Hidden Gem in Swissvale sleeps 6

Pittsburgh

7% off
AU$2,078
for 7 nights, 1 apartment
AU$297 per night
includes taxes & fees
Hidden Gem in Swissvale sleeps 6
Living area
Property grounds
Interior
Dining
Exceptional
(17 reviews)

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

Pittsburgh

12% off
AU$3,547
for 7 nights, 1 apartment
AU$507 per night
includes taxes & fees
Stylish King Suite w Deck & City Views • Free Off Street Parking
Building entrance into the common area.
Room
Walking into the buildings common area. Your unit is just to the right.
Living area
Wonderful
(7 reviews)

Fun Retro Apartment on Quiet Dead End Street Near Stage AE & Acrisure Stadium

Pittsburgh

7% off
AU$1,326
for 7 nights, 1 apartment
AU$189 per night
includes taxes & fees
Fun Retro Apartment on Quiet Dead End Street Near Stage AE & Acrisure Stadium

  • Peace of mind

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  • 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

Choose a holiday rental for your Brentwood getaway

Learn about the unique charm of Brentwood with a stay in a holiday home rental. This city has something for everyone. Acrisure Stadium and PPG Paints Arena are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Brentwood

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Brentwood a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sandcastle Water Park (3 mi / 4.9 km)
  • National Aviary (5.7 mi / 9.2 km)
  • Kennywood (6.1 mi / 9.8 km)
  • Frick Park (5.6 mi / 8.9 km)
  • Boyce Park Ski Area (13.5 mi / 21.6 km)
  • South Park Golf Course (3.6 mi / 5.7 km)

Exploring the natural landscape of Brentwood

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Brentwood. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • PNC Park (5.2 mi / 8.4 km)
  • Schenley Park (4.6 mi / 7.4 km)
  • Phipps Conservatory (4.7 mi / 7.6 km)
  • Point State Park (4.9 mi / 7.9 km)
  • North Park (16 mi / 25.7 km)
  • Gateway Center Park (4.8 mi / 7.7 km)

Transport options to and around Brentwood

The nearest airport is in Pittsburgh International Airport (PIT), located 16.9 mi (27.2 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 31 mi (49.8 km) away.

Frequently asked questions

What is the best area to stay in Brentwood when booking a holiday rental?
When considering a holiday rental in Brentwood, Pennsylvania, the area surrounding the borough is quite appealing, particularly for those looking for a blend of suburban charm and easy access to urban amenities. Brentwood itself offers a variety of properties, ranging from cosy single-family homes to modern apartments, making it suitable for different preferences and group sizes.One of the most attractive aspects of staying in Brentwood is its proximity to Pittsburgh, which is just a short drive away. This allows visitors to enjoy the vibrant cultural scene, with popular attractions like the Andy Warhol Museum and the Carnegie Science Centre. In addition, the nearby South Side Flats neighbourhood features an array of trendy restaurants and shops, great for exploring local cuisine and nightlife.For those who appreciate outdoor activities, the local parks in Brentwood offer lovely green spaces for leisurely strolls or picnics.
When is the best time to visit Brentwood for a holiday rental?
October is the most popular time to visit Brentwood, Pennsylvania, when the autumn foliage is at its peak, creating a stunning backdrop for outdoor activities and sightseeing. This month falls within the peak season, which runs from August to October, attracting visitors seeking vibrant fall colours, local festivities, and comfortable weather for exploring the charming town and surrounding areas.During October, temperatures typically range from 5 to 15 degrees Celsius, making it an ideal time for leisurely strolls through local parks or enjoying coffee at quaint cafés. The pleasant climate encourages outdoor gatherings and allows for plenty of opportunities to appreciate the seasonal beauty, such as visiting nearby wineries or participating in local harvest events.For those looking for a more budget-friendly option, November offers a quieter experience with fewer tourists, allowing for a more relaxed holiday. While the fall colours may have faded, the crisp air is great for exploring the region's historical sites and enjoying the peaceful atmosphere.Ultimately, your choice of when to visit Brentwood will depend on whether you're drawn to the lively option of October with its vibrant community events or the tranquil charm of November, when you can enjoy the area at a more leisurely pace.
What are the top attractions in Brentwood?
In Brentwood, Pennsylvania, visitors can explore a variety of attractions that showcase the charm of this suburban area. The local parks, such as Brentwood Park and the nearby South Park, offer lovely green spaces for walking, picnicking, and enjoying outdoor activities. These parks often host community events and provide playgrounds for families.Brentwood also boasts a rich history, which can be appreciated by visiting the local historical society or exploring the original architecture in the neighbourhood. Additionally, the proximity to Pittsburgh allows easy access to attractions like the Andy Warhol Museum and the Phipps Conservatory and Botanical Gardens, both of which are just a short drive away. For shopping and dining, the area features local eateries and shops that reflect the community spirit.
Are all fees included in the Brentwood holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Brentwood holiday homes with parking?
Stayz offers a wide selection of holiday homes in Brentwood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Brentwood holiday homes?
You can find great discounts on holiday homes in Brentwood on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Brentwood holiday home booking on Stayz?
To find Brentwood holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Brentwood?
A long-stay holiday home in Brentwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Brentwood holiday home?
Book your Brentwood holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Brentwood?
Prices for holiday homes in Brentwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Brentwood to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.