Long Island Holidays - Vacation Rentals in Oak Road Beach

AIR CONDITIONED 4 Bed/2 Bath Beach House From US $963
         

Come As You Are Inn LLC From US $300
         

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9.6 (44 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Come As You Are Inn From US $253
         

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10.0 (59 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
The Pines Men-Only Stay From US $559
         

9.5 (51 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Grove Hotel From US $155
         

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9.4 (466 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Luxury Waterfront Retreat Private Hot Tub & Dock Near Sayville From US $950
         

10.0 (90 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Madison Fire Island Pines From US $440
         

9.3 (14 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Homewood Suites by Hilton Ronkonkoma From US $184
         

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9.0 (615 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Bayfront Beach Fun! – 3BR/3 Ensuite + Hot Tub From US $825
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Waterfront house next to Bellport golf course From US $1,080
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A few weeks open! Don't miss out! Bay front Beauty. From US $695
         

Hamptons Style Cottage From US $668
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beach house Davis Park, Fire Island From US $714
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • TV
  • View
Quaint Cottage on Long Island's South Shore From US $185
         

10.0 (6 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Waterfront home, deck, bbq, fire pit, boats, hot tub, and more! From US $971
         

The Royal Suite - Ronkonkoma From US $402
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Paradise on the Great South Bay From US $930
         

10.0 (3 Reviews)
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Pro Tip: Longislandholidays makes it easy to compare the best listings on Longislandholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Longislandholidays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oak Road Beach.

Weather in Oak Road Beach

View the weather forecast for Oak Road Beach before booking your Oak Road Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Oak Road Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Oak Road Beach?
How many vacation rentals are available in Oak Road Beach?

Currently, the total number of properties listed in 2026 is over 232 in the Oak Road Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oak Road Beach.