Holbrook Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Holbrook

Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (1)
"Kerry was a great host! The home was new, clean, modern, and beautifully decorated. The home and host exceeded our expectations. Kerry was friendly, available and very communicative. We’ll book again."
The price is ￥61,824
per night
May 20 - May 21
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
On the beach, sun loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (7)
"The house was amazing, the location was perfect I could see the ocean from the living room. The only issues were the flooded roads and a few lights with dead bulbs but the flooding is understandable since its so close to the ocean. Overall we had a great time and would definitely come back."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (66)
"We booked for a mini-getaway and the place was absolutely perfect. The wonderful decor, layout and the unique setting made it a perfect little vacation for our family!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Property grounds
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (32)
"We had a wonderful stay at this apartment. We were up in the area of my brother’s engagement party. It is in like a shared multi family house but we never once heard the other tenants. It was exactly as pictured online. The futon was pretty comfortable too! The real bed was also great. The host, Scott, was also extremely responsive. My only negative thing to say is that it did not have a cookie sheet, but we bought a foil one to use which was totally fine. They even had a whole drawer of spices...
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Smart TV, fireplace, smart speakers
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Outdoor dining
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
9.8 out of 10, Exceptional, (31)
"I grew up on Long Island but no longer have family there. Derek's house was the perfect place to stay while visiting for the weekend. The house was clean, the furniture was very comfortable, and the view was beautiful. Derek was very hospitable and available for help if needed. I would definitely stay there again!"
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is ￥14,683
per night
May 20 - May 21
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is ￥15,456
per night
May 20 - May 21
1 bedroom 1 bath private entrance
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is ￥123,648
per night
May 19 - May 20
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is ￥20,402
per night
May 20 - May 21
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
9.4 out of 10, Exceptional, (31)
"It’s our fourth year in a row…and we’ll be back."
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
Exterior
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Interior
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.2 out of 10, Wonderful, (23)
"We stayed in Unit #2 for 11 nights in the 2nd half of September. We had a very nice time, really enjoyed spending time on the roof deck and hopefully will visit again. We stayed in Unit #1 for the last two summers so we're repeat custom First let me say they provide shampoo, conditioner, bar soap, dish soap, dish sponge and paper towels plus there were 4 large beach towels. With that said, there were many items missing or not working and we called the next morning asking for assistance. No one...
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Property grounds
Fair Harbor Living - Barefoot Beach Getaway
9.2 out of 10, Wonderful, (10)
"Michael is an excellent host. The house is as advertised - 3 bedrooms, one of which is disconnected from the main house. We very much enjoyed the enclosed patio and the outdoor grill. Michael keeps the house well stocked with towels and pretty much everything else that you need. The only reason for the 4 star rating is that this is an older house, so it is a bit run down, particularly the kitchen. Bug spray is also a must as bugs do get in the house."
Fair Harbor Living - Barefoot Beach Getaway
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Don't see what you're looking for?
See all available properties in Holbrook
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.

Other types of properties in Holbrook you may be interested in

Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1005)
"Clean, courteous"
The price is ￥18,046
per night
May 21 - May 22
Hampton Inn Long Island-Brookhaven
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very Good, (1003)
"Beautiful indoor pool"
The price is ￥24,575
per night
May 19 - May 20
Hyatt Regency Long Island
Exterior
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
2.5 star property
7.0 out of 10, Good, (1004)
"Good"
The price is ￥14,265
per night
May 30 - May 31
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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.

Search for holiday rentals in Holbrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Holbrook using one of the methods below:

  • View our selection of featured holiday rentals in Holbrook
  • Use the map to find apartments and other holiday homes in the Holbrook neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Holbrook while they last

Look no further and take a look at our great range of rental properties in Holbrook!

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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : Visitors like this Holbrook vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Holbrook?

While exploring the area, visit family-friendly sights like Town of Brookhaven Wildlife and Ecology Center, or get outside and enjoy nature at Lake Ronkonkoma. Suffolk County Community College and Private 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.

Recent reviews of Holbrook properties
Expedia verified reviews

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

5/5 Excellent
"Staff was super welcoming when we anrrived and we have enjoyed our stay! "
A verified traveler stayed at Home2 Suites by Hilton Long Island Brookhaven
Posted 21 hours ago
Home2 Suites by Hilton Long Island Brookhaven