Sandy path toward the beach, with lush green grass on both sides, Fire Island, NY

Holiday rentals near Ocean Road Beach

We found 1,741 holiday rentals — enter your dates for availability

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Discover a selection of private holiday rentals near Ocean Road Beach that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Ocean Road Beach

Showing deals for:1 May - 8 May

Exceptional

(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

8% off

for 7 nights, 1 home

AU$13,438 per night

includes taxes & fees

Exceptional

(25 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

12% off

for 7 nights, 1 home

AU$2,749 per night

includes taxes & fees

Exceptional

(92 reviews)

Charming East Hampton cottage w/pool, near Georgica beach

East Hampton

8% off

for 7 nights, 1 cottage

AU$1,384 per night

includes taxes & fees

Exceptional

(44 reviews)

Out Door Theater Fire Pit Bocce court- WATCH VIDEO!!!

East Hampton

8% off

for 7 nights, 1 home

AU$1,659 per night

includes taxes & fees

Exceptional

(10 reviews)

Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton

Southampton

8% off

for 7 nights, 1 home

AU$2,467 per night

includes taxes & fees

New dock to inlet. Beach is walking distance and Paddle board / Kayak to Sag

Exceptional

(7 reviews)

Waterfront on the Bay! A beautiful 5 bedroom home with dock and walk to Beach...

Bay Point

7% off

for 7 nights, 1 home

AU$3,000 per night

includes taxes & fees

Exceptional

(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off

for 7 nights, 1 home

AU$3,427 per night

includes taxes & fees

Walk to everything in East Hampton Village & enjoy privacy & quiet by the pool.

Exceptional

(10 reviews)

Walk to Village, Bike to Ocean, Relax in Solar Heated Pool

East Hampton

19% off

for 7 nights, 1 home

AU$1,311 per night

includes taxes & fees

Exceptional

(21 reviews)

Private 2.1 acre gated home with heated pool and tennis & pickleball court

Southampton

8% off

for 7 nights, 1 home

AU$2,579 per night

includes taxes & fees

Exceptional

(20 reviews)

Swim in a sea of hydrangeas on this peaceful, bucolic property.

Water Mill

8% off

for 7 nights, 1 home

AU$3,153 per night

includes taxes & fees

Complete privacy in the heart of East Hampton Village.

Exceptional

(32 reviews)

Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

East Hampton

20% off

for 7 nights, 1 home

AU$1,280 per night

includes taxes & fees

Exceptional

(92 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off

for 7 nights, 1 home

AU$2,140 per night

includes taxes & fees

Exceptional

(25 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off

for 7 nights, 1 home

AU$4,777 per night

includes taxes & fees

Exceptional

(38 reviews)

Stunning 5+ Bed 5 full bath 3-4 minutes to East Hamp, Bridgehampton &Sag Harbor

Wainscott

8% off

for 7 nights, 1 home

AU$2,134 per night

includes taxes & fees

Exceptional

(7 reviews)

Beautiful ,Sag Harbor 4 bedroom, 31/2 bath Heated Pool rental

Sag Harbor

8% off

for 7 nights, 1 home

AU$1,317 per night

includes taxes & fees

Privacy and luxury in the heart of East Hampton Village!

Exceptional

(16 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

20% off

for 7 nights, 1 home

AU$1,642 per night

includes taxes & fees

Exceptional

(19 reviews)

Dreaming of summer fun or an off-season adventure? Enjoy both!

Water Mill

8% off

for 7 nights, 1 home

AU$1,048 per night

includes taxes & fees

Large 20 x 40 heated pool, brick patio and deck

Exceptional

(79 reviews)

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

East Hampton

8% off

for 7 nights, 1 home

AU$2,517 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find properties near top attractions in Ocean Road Beach

Ocean Road Beach

Find the best place to stay - Ocean Road Beach

Architects' Own Perfect Hideaway With Pool

Sleeps 6 · 3 bedrooms · 2 bathrooms

Premier Host

Brand New Hamptons beach house 2 minutes walk to EQ village w/gunite pool & spa

Sleeps 8 · 4 bedrooms · 1+ bathroom

Premier Host

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Sleeps 12 · 5 bedrooms · 3 bathrooms

Top rated rentals - Ocean Road Beach

Image of Charming East Hampton cottage w/pool, near Georgica beach

East Hampton bliss!!

Thanks Victoria & Jay, we had a wonderful stay in your beautiful East Hampton home. The location is excellent and you provided us with all the amenities we needed. We all managed a bike ride and some of us a swim. Thanks for being great hosts, Pam & the festival of fifty team.

Pam M.

Stayed Sept 2019

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