Holbrook Vacation Rentals

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Vacation Rentals in Holbrook

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$157 nightly
The price is $179
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Vacation Home in Shirley

10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
$527 nightly
The price is $602
Dec 9 - Dec 10
Total with taxes and fees
Modern Vacation home. Close to The Hamptons

Vacation Home in Bay Shore

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

Apartment in Central Islip

2.0 star property
8.0 out of 10, Very Good, (2)
"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.
$222 nightly
The price is $254
Dec 9 - Dec 10
Total with taxes and fees
Cozy 2 bedroom retreat in long island

Vacation Home in Ocean Beach

9.0 out of 10, Wonderful, (53)
"The location is superb, can’t do much better! Towards the end of the main strip for privacy but still right near the action that you come to Ocean Beach for. The rental was clean and stocked with essentials upon our arrival (definitely a life-saver) with the onsite washer/dryer a bonus!As for the property owner, I’m happy to report that this one is a pleasure… congenial, accommodating and professional from the start of the reservation process and onward.We are looking forward to returning next...
United States
Amy B.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Cottage in Miller Place

10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
$285 nightly
The price is $326
Dec 9 - Dec 10
Total with taxes and fees
Cozy Country Cottage #3

Apartment in Rocky Point

6.8 out of 10, (26)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
$205 nightly
The price is $234
Dec 9 - Dec 10
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping

Vacation Home in Bayport

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

Vacation Home in Brentwood

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.
$144 nightly
The price is $165
Dec 9 - Dec 10
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Vacation Home in Hauppauge

10.0 out of 10, Exceptional, (8)
Home Away from Home – 3BR Retreat with Amenities

Cottage in Center Moriches

10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
$657 nightly
The price is $751
Dec 29 - Dec 30
Total with taxes and fees
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Apartment in Coram

9.4 out of 10, Exceptional, (6)
"Great first time doing Vrbo great experience would do again "
United States
Rodrigo M.
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Condo in Ocean Bay Park

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

Vacation Home in Halesite

9.8 out of 10, Exceptional, (71)
"Wonderful cozy cottage with all the amenities!Great water views from this totally relaxing home - Thoroughly enjoyed our stay!"
United States
Rose D.
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Vacation Home in Eastport

9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
United States
Gina G.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Vacation Home in Brookhaven

$703 nightly
The price is $803
Jan 1 - Jan 2, 2026
Total with taxes and fees
4-bedroom house in awesome Brookhaven with AC

Vacation Home in Saint James

10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
$2,087 nightly
The price is $2,384
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Bella Vista St James! Waterfront house with a beach dock and so much more!

Cottage in Bay Shore

3.0 star property
10.0 out of 10, Exceptional, (1)
Bay Shore Vacation Rental ~ 7 Mi to the Beach

Vacation Home in Islip

9.8 out of 10, Exceptional, (22)
"Great place to stay with the family. very clean and has that home away from home feeling. Highly recommend."
United States
Brian F.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Apartment in Centereach

9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$218 nightly
The price is $249
Dec 14 - Dec 15
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
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 Holbrook Hotel Reviews

Find out more about Holbrook

Everything you need to know about Holbrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Holbrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Holbrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Holbrook vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Holbrook rentals

At Expedia, we put the best Holbrook vacation 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 Holbrook 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 Holbrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Holbrook. 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 vacation rentals in Holbrook?

Yes, you can find vacation rentals close to popular points of interest in Holbrook, or you can go with a more secluded option if you'd like a relaxing place to stay. Holbrook is known for its gardens and restaurants. Make sure you have time to check out the shopping while you're in the area.

What's the top vacation rental that Holbrook has to offer?

Modern Vacation home. Close to The Hamptons: Visitors like this Holbrook vacation home rental. It is located on the waterfront and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Holbrook?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Lake Ronkonkoma. Suffolk County Community College and Smithaven Mall are a couple of places you'll find in the larger area.

What are vacation rentals like in Holbrook?

Vacation rentals are private properties you can reserve for several days or more in Holbrook. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.