Holiday rentals near Oak Island
We found 358 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Oak Island that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Oak Island
Showing deals for:14 Nov - 21 Nov
Image gallery for The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
9.89.8 out of 10 rating
Exceptional
(7 reviews)
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Bay Shore, NY
8% off
Price is S$24,835
S$24,835
S$3,548 per night
includes taxes & fees
Image gallery for A Beach Retreat In Ocean Bay Park, 4 Bedroom With Hot Tub
1010 out of 10 rating
Exceptional
(12 reviews)
A Beach Retreat In Ocean Bay Park, 4 Bedroom With Hot Tub
Ocean Bay Park, NY
7% off
Price is S$11,502
S$11,502
S$1,643 per night
includes taxes & fees
Image gallery for Private Home with Pool and Best Views in Ocean Beach! Docking for Private Boat.
1010 out of 10 rating
Exceptional
(5 reviews)
Private Home with Pool and Best Views in Ocean Beach! Docking for Private Boat.
Ocean Beach, NY
8% off
Price is S$21,493
S$21,493
S$3,070 per night
includes taxes & fees
Image gallery for 4 Bedroom Home Steps from the Ocean
9.69.6 out of 10 rating
Exceptional
(17 reviews)
4 Bedroom Home Steps from the Ocean
Bay Shore, NY
7% off
Price is S$12,543
S$12,543
S$1,792 per night
includes taxes & fees
Image gallery for Stunning, light-filled beach house with hot tub & sauna, minutes from the beach!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Stunning, light-filled beach house with hot tub & sauna, minutes from the beach!
Ocean Beach, NY
8% off
Price is S$15,375
S$15,375
S$2,196 per night
includes taxes & fees
Image gallery for Chill Beachfront Cottage Amazing Bay & Sunset Views! Large Private Outdoor space
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Chill Beachfront Cottage Amazing Bay & Sunset Views! Large Private Outdoor space
Bay Shore, NY
8% off
Price is S$6,503
S$6,503
S$929 per night
includes taxes & fees
Image gallery for Great family rental - Roof top deck- Close to beach and close to town!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Great family rental - Roof top deck- Close to beach and close to town!
Ocean Beach, NY
14% off
Price is S$7,693
S$7,693
S$1,099 per night
includes taxes & fees
Image gallery for Last Minute Cancellation-Reduced Rate!
1010 out of 10 rating
Exceptional
(25 reviews)
Last Minute Cancellation-Reduced Rate!
Bay Shore, NY
8% off
Price is S$8,800
S$8,800
S$1,257 per night
includes taxes & fees
Image gallery for 2025 Ocean Bay Park Booking Now- Beautiful Family Home
1010 out of 10 rating
Exceptional
(16 reviews)
2025 Ocean Bay Park Booking Now- Beautiful Family Home
Ocean Bay Park, NY
8% off
Price is S$7,599
S$7,599
S$1,086 per night
includes taxes & fees
Image gallery for Home away from home
1010 out of 10 rating
Exceptional
(11 reviews)
Home away from home
West Babylon, NY
8% off
Price is S$4,103
S$4,103
S$586 per night
includes taxes & fees
Image gallery for Great Beach Get-A-Way! 4 Bedroom, 1.5 bath
1010 out of 10 rating
Exceptional
(34 reviews)
Great Beach Get-A-Way! 4 Bedroom, 1.5 bath
Ocean Bay Park, NY
8% off
Price is S$9,991
S$9,991
S$1,427 per night
includes taxes & fees
Image gallery for Great Family Times In this lovely Cape with Resort style backyard
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Great Family Times In this lovely Cape with Resort style backyard
Massapequa, NY
16% off
Price is S$5,109
S$5,109
S$730 per night
includes taxes & fees
Image gallery for Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine
Ocean Bay Park, NY
8% off
Price is S$9,739
S$9,739
S$1,391 per night
includes taxes & fees
Image gallery for Fair Harbor Living - Barefoot Beach Getaway
8.88.8 out of 10 rating
Excellent
(14 reviews)
Fair Harbor Living - Barefoot Beach Getaway
Bay Shore, NY
8% off
Price is S$7,514
S$7,514
S$1,073 per night
includes taxes & fees
Image gallery for Great Beach Home on Quiet End of Town
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Great Beach Home on Quiet End of Town
Bay Shore, NY
8% off
Price is S$5,612
S$5,612
S$802 per night
includes taxes & fees
Image gallery for 3rd house from the ocean, great ocean breeze and views, quietest block in OBP
9.69.6 out of 10 rating
Exceptional
(44 reviews)
3rd house from the ocean, great ocean breeze and views, quietest block in OBP
Bay Shore, NY
7% off
Price is S$10,226
S$10,226
S$1,461 per night
includes taxes & fees
Image gallery for Ocean Beach Fire Island Great House Perfect distance to beach and town
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Ocean Beach Fire Island Great House Perfect distance to beach and town
Ocean Beach, NY
8% off
Price is S$8,564
S$8,564
S$1,223 per night
includes taxes & fees
Image gallery for Modern Luxury Home with Private Pool Steps from the Beach
1010 out of 10 rating
Exceptional
(6 reviews)
Modern Luxury Home with Private Pool Steps from the Beach
Ocean Beach, NY
7% off
Price is S$11,292
S$11,292
S$1,613 per night
includes taxes & fees
Image gallery for Relax or Work While Away
1010 out of 10 rating
Exceptional
(21 reviews)
Relax or Work While Away
Deer Park, NY
7% off
Price is S$3,613
S$3,613
S$516 per night
includes taxes & fees
Image gallery for Cozy West Babylon Hideaway
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy West Babylon Hideaway
West Babylon, NY
14% off
Price is S$1,624
S$1,624
S$232 per night
includes taxes & fees
Image gallery for fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
9.69.6 out of 10 rating
Exceptional
(14 reviews)
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Islip, NY
15% off
Price is S$2,663
S$2,663
S$380 per night
includes taxes & fees
Image gallery for Bay Shore Condo Close to Outdoor Sports & Institutes!
8.48.4 out of 10 rating
Very good
(17 reviews)
Bay Shore Condo Close to Outdoor Sports & Institutes!
Bay Shore, NY
7% off
Price is S$1,392
S$1,392
S$199 per night
includes taxes & fees
Image gallery for Cozy New Apartment in North Massapequa
1010 out of 10 rating
Exceptional
(14 reviews)
Cozy New Apartment in North Massapequa
Massapequa, NY
8% off
Price is S$2,104
S$2,104
S$301 per night
includes taxes & fees
Image gallery for Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!
Bay Shore, NY
14% off
Price is S$14,451
S$14,451
S$2,064 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Oak Island
Fair Harbor Living - Barefoot Beach Getaway
Sleeps 7 · 4 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
14 reviews(14 reviews)
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Sleeps 11 · 5 bedrooms · 2+ bathrooms
Spacious 4-bedroom house with WiFi, fitness room in amazing Bay Shore
Sleeps 10 · 4 bedrooms · 3 bathrooms
House on the bay!
Sleeps 14 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Tiny Home Private, Students, Nurses, Tech
Sleeps 2 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value