Oakdale holiday homes

We found 472 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Oakdale that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Oakdale

Showing deals for:13 Nov - 20 Nov

Custom kitchen
Bay facing side of house
Pool
Exterior
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
NZ$8,539
for 7 nights, 1 home
NZ$1,220 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Pool
Living area
Dining
Property grounds
Exceptional
(7 reviews)

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

Sayville

8% off
NZ$16,094
for 7 nights, 1 home
NZ$2,299 per night
includes taxes & fees
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Pool
Property grounds
Exterior
Living area
Excellent
(34 reviews)

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

Medford

6% off
NZ$2,406
for 7 nights, 1 home
NZ$344 per night
includes taxes & fees
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
Property grounds
Living area
Room
Dining
Very good
(18 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
NZ$10,024
for 7 nights, 1 home
NZ$1,432 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Outdoor dining
Interior
Property grounds
Private kitchen
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
NZ$30,290
for 7 nights, 1 home
NZ$4,327 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Dining
Room
Exterior
Private kitchen
Exceptional
(53 reviews)

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

Ocean Beach

7% off
NZ$11,757
for 7 nights, 1 home
NZ$1,680 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
Pool
Enjoy relaxing in the hot tub while watching TV!
Living area
Bar (on property)
Exceptional
(12 reviews)

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Commack

8% off
NZ$11,821
for 7 nights, 1 home
NZ$1,689 per night
includes taxes & fees
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Room
Terrace/patio
Terrace/patio
Private kitchen
Exceptional
(19 reviews)

Charming Beach Cottage Steps from beach with delightful ocean views

Sayville

8% off
NZ$16,389
for 7 nights, 1 home
NZ$2,341 per night
includes taxes & fees
Charming Beach Cottage Steps from beach with delightful ocean views
Exterior
Private kitchen
Living area
Terrace/patio
Exceptional
(57 reviews)

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

Centereach

8% off
NZ$7,420
for 7 nights, 1 home
NZ$1,060 per night
includes taxes & fees
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Living area
Private kitchen
Private kitchen
Property grounds
Exceptional
(23 reviews)

Beach Cottage on Fire Island

Ocean Beach

8% off
NZ$14,432
for 7 nights, 1 cottage
NZ$2,062 per night
includes taxes & fees
Beach Cottage on Fire Island
Exterior
Living area
Private kitchen
Interior
Exceptional
(18 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

8% off
NZ$15,539
for 7 nights, 1 home
NZ$2,220 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
Room
Private kitchen
Interior
Living area
Exceptional
(30 reviews)

Relax or Work While Away

Deer Park

8% off
NZ$6,491
for 7 nights, 1 home
NZ$927 per night
includes taxes & fees
Relax or Work While Away
Living area
Dining
Private kitchen
Interior
Very good
(5 reviews)

Soothing 3-bedroom apartment with AC in Farmingville

Farmingville

8% off
NZ$2,360
for 7 nights, 1 apartment
NZ$337 per night
includes taxes & fees
Soothing 3-bedroom apartment with AC in Farmingville
Bathroom
Room
Bathroom
Room
Exceptional
(49 reviews)

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

Brentwood

8% off
NZ$1,735
for 7 nights, 1 home
NZ$248 per night
includes taxes & fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Private kitchen
Pool
Living area
we love our new tile work on front steps!
Exceptional
(36 reviews)

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach

7% off
NZ$12,445
for 7 nights, 1 home
NZ$1,778 per night
includes taxes & fees
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Living area
Living area
Room
Private kitchen
Excellent
(9 reviews)

Steps to the beach. Live your summer dreams. Pet friendly updated beach cottage.

Ocean Beach

12% off
NZ$14,690
for 7 nights, 1 home
NZ$2,099 per night
includes taxes & fees
Steps to the beach. Live your summer dreams. Pet friendly updated beach cottage.
  • 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

Travel to historical Oakdale

Enjoy the history and other features of Oakdale. This city's island views, restaurants and shopping draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Oakdale

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that Oakdale has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (7.1 mi / 11.4 km)
  • Adventureland (14.7 mi / 23.7 km)
  • Bellport Country Club (10 mi / 16.1 km)
  • Bergen Point Golf Course (11.5 mi / 18.4 km)
  • Del Vino Vineyards (15.2 mi / 24.4 km)
  • Bowl Long Island at Patchogue (6.4 mi / 10.3 km)

Exploring the natural features in Oakdale

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Oakdale is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Bayard Cutting Arboretum State Park (1.2 mi / 1.9 km)
  • Islip Town Beach (4.7 mi / 7.6 km)
  • Lake Ronkonkoma (5.7 mi / 9.2 km)
  • Sailors' Haven (6.3 mi / 10.1 km)
  • Sunken Forest (6.3 mi / 10.1 km)
  • Fire Island National Seashore (6.4 mi / 10.4 km)

Transport options to and around Oakdale

Fly into Islip, NY (ISP-MacArthur), the closest airport, located 3.8 mi (6.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Farmingdale, NY (FRG-Republic), which is 14.8 mi (23.8 km) away.

If you'd rather travel by train, you can make your way to Oakdale Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Oakdale?
Houses are the most popular kind of holiday home in Oakdale, according to our data. Even if you've got something different in mind, Bookabach has holiday homes in many sizes and shapes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Oakdale?
The average price for a holiday home in Oakdale depends on several factors, like season, length of stay and property type. Whether you'd like a sprawling villa with lots of bedrooms or a comfy cabin for just you and the kids, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Oakdale?
The average price for a holiday home close to the beach in Oakdale depends on when you're visiting the area and the size and style of property you're looking for. You can find prices quickly and easily on Bookabach by entering your travel dates. Then use the filter tool to pick the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.
What are popular home amenities in Oakdale?
An oven, a microwave oven and a stovetop top the list of most popular home amenities in Oakdale. Whether you're taking to the road solo, with your spouse or a group of dear friends, Bookabach can help you find a holiday home that suits your style with a load of extras you'll love.
What are the top attractions for families in Oakdale?
Keep your kids entertained at these fantastic family-friendly attractions in Oakdale:
  • Ocean Beach
  • Lighthouse Beach
  • Islip Town Beach
How old do you have to be to rent a holiday home in Oakdale?
The age limit can vary across properties on Bookabach, so check the rules of the holiday home in Oakdale you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Oakdale for?
It really depends on the Oakdale property. To see a list of options offering extended stays, just enter your travel dates and number of people into Bookabach. You can look forward to having the property to yourself, as well as amenities such as a kitchen, air conditioning and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.