Brentwood Holiday Rentals

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Our top choices for Brentwood holiday rentals

9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AU$252
includes taxes & fees
27 Dec - 28 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (14)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is AU$273
includes taxes & fees
21 Dec - 22 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
7.6 out of 10, Good, (30)
"Such an amazing place we all loved it ."
United States
Huria R.
Peaceful Gathering Modern Kitchen & Living space, Huge discounts are available
10.0 out of 10, Exceptional, (4)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AU$905
includes taxes & fees
15 Jan - 16 Jan 2026
Modern Vacation home. Close to The Hamptons

Holiday Home in Bay Shore

LUXURY BAY SHORE HOME
2.0 star property
2.0 out of 10, (2)
"DO NOT book this house! I booked this house for Thanksgiving day visiting family. I received confirmation and everything. However till the day of arrival I never received any instruction on checking in. I called multiple times and only got voice mail in spanish. Finally I received a message saying this house was no longer available several hours before checking in! We had to scramble to find hotel rooms for 10 people. It was totally unacceptable!"
United States
Yan
LUXURY BAY SHORE HOME
8.6 out of 10, Excellent, (12)
"I loved staying there very clean and quiet. I will definitely come back. Nice neighborhood "
United States
Ana M.
The price is AU$272
includes taxes & fees
20 Dec - 21 Dec
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
8.8 out of 10, Excellent, (3)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is AU$380
includes taxes & fees
20 Dec - 21 Dec
Cozy 2 bedroom retreat in long island

Holiday Home in Stony Brook

Beautiful historic home in Stony Brook!
2.0 star property
8.2 out of 10, Very good, (20)
"Beautiful home in a beautiful location! We enjoyed it so much we extended our stay! "
United States
Antoinette W.
Beautiful historic home in Stony Brook!
10.0 out of 10, Exceptional, (89)
"A special place and love staying here in this lovely home - looking forward to our next stay!"
United States
Roxanne M.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
6.8 out of 10, (15)
"Nice place to stay with family for relaxing with all amenities like fridge, oven, TV etc"
United States
SURESH R.
The price is AU$397
includes taxes & fees
1 Jan - 2 Jan 2026
Luxurious NYC Retreat / Central Location / Wi-Fi
9.6 out of 10, Exceptional, (23)
"Easy check-in, nicely appointed, quiet, and conveniently located near Grand Boulevard, Lonsdale Quay, Lynn Canyon, Grouse Mountain, and West Vancouver."
United States
James E.
The price is AU$643
includes taxes & fees
20 Dec - 21 Dec
Charming 2-bedroom rental centrally located

Cottage in Miller Place

Cozy Country Cottage #3
10.0 out of 10, Exceptional, (32)
"Fantastic stay! "
United States
Michael V.
The price is AU$499
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Country Cottage #3
10.0 out of 10, Exceptional, (10)
"Super enjoyable."
United States
Arlene K.
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
9.0 out of 10, Wonderful, (32)
"This unit was great. It's clean, quiet, and centrally located. It comes with 2 bikes which is a huge bonus (the rentals down the street are 40/day). It also has beach chairs and towels which is nice. We would definitely stay here again. "
United States
Kevin E.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
10.0 out of 10, Exceptional, (61)
"Super friendly host. Incredibly easy to navigate to. Great little place for my visit. Very walkable to where I was visiting. Loved the stay, will be booking again. "
United States
Dan
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
9.8 out of 10, Exceptional, (73)
"This adorable cottage has everything you could want our need. 15/10 stars."
United States
Cindy
Adorable Cottage with Water Views, Across the street from Prime & other eateries
6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
9.6 out of 10, Exceptional, (21)
"It was nice to stay at this house that has alot of historic relavance to the area. "
United States
dennis b.
1856 Trading House close to water
7.0 out of 10, Good, (4)
"Super convenient and the host was very responsive. I highly recommend."
United States
Andrew B.
The price is AU$389
includes taxes & fees
6 Jan - 7 Jan 2026
Lovely RV with AC in charming Bethpage a mile from the train to NYC

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is AU$733
includes taxes & fees
6 Jan - 7 Jan 2026
Captain's Cottage - Cold Spring Harbor Water Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brentwood Hotel Reviews

Find out more about Brentwood

Everything you need to know about Brentwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brentwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brentwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Brentwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brentwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brentwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brentwood holiday rentals we have selected for you start as low as AU$252 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Brentwood rentals

At Expedia, we put the best Brentwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Brentwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brentwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brentwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Brentwood?

Yes, there are holiday rentals in Brentwood close to Sky Zone, or you can select a more secluded option if you're looking for a relaxing stay. Brentwood is known for its gardens and waterfront. Make sure you have time to check out the theme park while you're in the area.

What are some of the best holiday rentals that Brentwood has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This highly rated holiday home rental in Brentwood has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Brentwood?

Explore the area and family-friendly sights such as Sky Zone, or get out into nature at a spot like Islip Town Beach. In the wider area, you’ll find Brentwood State Park and Tanger Outlets.

What are holiday rentals like in Brentwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Brentwood. Holiday rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.