Holbrook holiday rentals

We found 474 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Holbrook to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and cable TV. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Holbrook

Showing deals for:4 Dec - 11 Dec

Game room
Bay facing side of house
Exterior
Pool
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
AU$6,918
for 7 nights, 1 home
AU$988 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Outdoor spa tub
Living area
Dining
Pool
Exceptional
(7 reviews)

Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

Sayville

8% off
AU$13,207
for 7 nights, 1 home
AU$1,887 per night
includes taxes & fees
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Terrace/patio
Terrace/patio
Living area
Room
Exceptional
(19 reviews)

Charming Beach Cottage Steps from beach with delightful ocean views

Sayville

8% off
AU$13,445
for 7 nights, 1 home
AU$1,921 per night
includes taxes & fees
Charming Beach Cottage Steps from beach with delightful ocean views
Dining
Property grounds
Living area
Pool
Excellent
(35 reviews)

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Medford

6% off
AU$2,007
for 7 nights, 1 home
AU$287 per night
includes taxes & fees
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
Property grounds
Private kitchen
Room
Living area
Exceptional
(24 reviews)

Beach Cottage on Fire Island

Ocean Beach

8% off
AU$11,332
for 7 nights, 1 cottage
AU$1,619 per night
includes taxes & fees
Beach Cottage on Fire Island
This is a shared patio space outside
view as you walk into sunroom
lower bedroom with walk in closet and king size tempurpedic bed
Door to outside, Like the flowers?
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
AU$2,977
for 7 nights, 1 apartment
AU$425 per night
includes taxes & fees
1856 Trading House w/ walk to water
Bathroom
Living area
Room
Exterior
Exceptional
(54 reviews)

Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town

Ocean Beach

8% off
AU$9,037
for 7 nights, 1 home
AU$1,291 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
Interior
Living area
Dining
Exterior
Exceptional
(20 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

8% off
AU$12,755
for 7 nights, 1 home
AU$1,822 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
Bathroom
Room
Room
Bathroom
Exceptional
(51 reviews)

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood

8% off
AU$1,359
for 7 nights, 1 home
AU$194 per night
includes taxes & fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Living area
Private kitchen
Terrace/patio
Living area
Exceptional
(58 reviews)

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach

8% off
AU$5,992
for 7 nights, 1 home
AU$856 per night
includes taxes & fees
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Room
Interior
Interior
Interior
Exceptional
(31 reviews)

1856 Trading House close to water

Mount Sinai

12% off
AU$2,977
for 7 nights, 1 apartment
AU$425 per night
includes taxes & fees
1856 Trading House close to water
we love our new tile work on front steps!
Pool
Living area
Private kitchen
Exceptional
(38 reviews)

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach

8% off
AU$9,555
for 7 nights, 1 home
AU$1,365 per night
includes taxes & fees
Beautiful Beach House with Large Swimming Pool in Ocean Beach

  • 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 natural setting of Holbrook is ready to explore

The gardens and other outdoor surroundings create an inviting atmosphere in Holbrook. This city's restaurants, bird watching and shopping draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Holbrook

Are you hoping to find top things to see and do in the city? Venture out of your holiday home and experience everything that Holbrook has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (7.3 mi / 11.7 km)
  • Del Vino Vineyards (14.6 mi / 23.6 km)
  • Long Island Game Farm (15.3 mi / 24.7 km)
  • Swan Lake Golf Club (15.8 mi / 25.4 km)
  • Bellport Country Club (7.9 mi / 12.8 km)
  • Suffolk County Community College - Michael J. Grant Campus West (10.2 mi / 16.5 km)

Exploring the natural landscape of Holbrook

Whether you're looking for adventure or just want to take in the scenery, Holbrook is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Lake Ronkonkoma (2.3 mi / 3.8 km)
  • Fire Island National Seashore (5.1 mi / 8.2 km)
  • Shorefront Park (5.8 mi / 9.3 km)
  • Nissequogue River (7.6 mi / 12.2 km)
  • Avalon Park and Preserve (7.7 mi / 12.4 km)
  • Islip Town Beach (10.2 mi / 16.4 km)

How to get to and around Holbrook

The nearest airport is in Islip, NY (ISP-MacArthur), located 1.9 mi (3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 10.8 mi (17.4 km) away.

Frequently asked questions

What is the best area to stay in Holbrook when booking a holiday rental?
When considering a holiday rental in Holbrook, New York, the best area to stay in is close to the picturesque neighbourhoods that offer a blend of tranquillity and accessibility. One such area is the vicinity around the Holbrook train station, which provides convenient transport links to other parts of Long Island and beyond. This location is particularly appealing for those who wish to explore the wider region without being too far from the comforts of home.Additionally, the Holbrook area is known for its lovely parks, such as Holbrook's own park, which offers recreational facilities and green spaces superb for a leisurely stroll or a family picnic. You're also just a short drive away from the beautiful beaches of Smith Point County Park, where you can enjoy stunning coastal views and various outdoor activities.There are a variety of properties available in Holbrook, suiting different preferences and budgets, making it an ideal base for your holiday. Staying here not only allows you to enjoy the peaceful suburban charm of Holbrook but also places you within reach of some of Long Island's top attractions.
What is the most popular type of holiday rental accomodation in Holbrook?
In Holbrook, holiday houses are the predominant type of holiday rental, with several available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or patios, making them ideal for families or groups seeking comfort and convenience. Many houses are situated in quiet neighbourhoods, providing a peaceful environment while still allowing easy access to local attractions and amenities.
Are there any family house rentals in Holbrook?
In Holbrook, New York, there are several family-friendly house rentals available, making it a great choice for those travelling with children. Many of these homes feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where kids can play and enjoy the fresh air. Visitors can also expect amenities like Wi-Fi and air conditioning to ensure a comfortable stay.This area is conveniently located near various attractions, with nearby parks offering playgrounds and recreational facilities. Families can easily explore local highlights, such as the scenic nature trails or community events that take place throughout the year.
Can I rent a holiday home with a pool or hot tub in Holbrook?
In Holbrook, there are several holiday homes available for rent that feature pools and hot tubs. This suburban area, located in Long Island, offers a range of family-friendly properties, making it an attractive option for those looking to relax and unwind. Many of these rentals come equipped with private pools, outdoor seating areas, and fully equipped kitchens, ideal for enjoying meals in the comfort of your home away from home. Some properties may also include hot tubs, providing the great way to relax after a day of exploring the local attractions.
Are there pet-friendly house rentals in Holbrook?
In Holbrook, there are several pet-friendly house rentals available, making it a great choice for travellers with furry companions. Many of these rentals offer amenities such as spacious backyards, allowing pets to roam freely, and fully equipped kitchens for convenient meal preparation.The neighbourhood is conveniently located near various parks that are ideal for walking dogs, such as the nearby Holbrook Park, which features walking trails and open green spaces. Additionally, the area provides easy access to local shops and restaurants that may welcome pets, enhancing the overall experience for those travelling with animals.
What are popular rental amenities in Holbrook?
In Holbrook, popular rental amenities include features such as decks or patios, providing outdoor spaces for relaxation and enjoyment. Many properties also come equipped with air conditioning to ensure comfort during warm weather. Additionally, travellers can expect options that permit pets, allowing for a more inclusive stay for those travelling with furry companions. Some rentals also accommodate service animals, ensuring that guests can have the necessary support during their visit.
When is the best time to visit Holbrook for a holiday rental?
The best time to visit Holbrook for a holiday rental is during the peak season from June to August, when the summer sun brings warm weather and plenty of outdoor activities. This period is superb for families and friends looking to enjoy local parks, take leisurely walks, or engage in water sports at nearby lakes. August, in particular, tends to be the most popular month, as school holidays encourage more visitors to explore the vibrant community and its offerings.During these summer months, you can expect pleasant temperatures ranging from the mid-teens to low 30s Celsius, creating ideal conditions for sightseeing and enjoying the local attractions. The lively option is enhanced by community events and festivals, making it a delightful time for socialising and immersing yourself in the local culture.For those seeking a more affordable experience, visiting in November can be a great alternative. During this time, this month offers a unique opportunity to enjoy the serene beauty of autumn, with stunning fall foliage that paints the landscape in vibrant hues. It's a superb time for peaceful walks and enjoying the natural surroundings without the hustle and bustle of the peak season.
What are the top attractions in Holbrook?
In Holbrook, visitors can explore a variety of attractions that showcase the charm of this Long Island community. The nearby Holbrook Country Club offers a pleasant golfing experience with well-maintained greens and scenic views, great for golf enthusiasts. For families, the adjacent Adventureland amusement park in Farmingdale provides a fun day out with rides and games suitable for all ages.The nearby Long Island Rail Road station connects Holbrook to larger towns like Patchogue, where you can enjoy vibrant dining and entertainment options along the waterfront. Additionally, the local parks, such as the Holbrook Park and the expansive Sachem East High School sports facilities, offer opportunities for outdoor activities, picnicking, and community events.
Are all fees included in the Holbrook 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 Holbrook holiday homes with parking?
Stayz offers a wide selection of holiday homes in Holbrook 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 Holbrook holiday homes?
You can find great discounts on holiday homes in Holbrook 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 Holbrook holiday home booking on Stayz?
To find Holbrook 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 Holbrook?
A long-stay holiday home in Holbrook 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 Holbrook holiday home?
Book your Holbrook 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 Holbrook?
Prices for holiday homes in Holbrook 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 Holbrook 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.