Book Holiday Homes in Oak Beach

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Featured Holiday Homes in Oak Beach

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

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

Brentwood NY
The price is AU$242 per night from 17 May to 18 May
AU$242
17 May - 18 May
includes taxes & fees
Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.
Opens in a new windowCozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches

Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches

Syosset NY
With a stay at this vacation home in Syosset, you'll be within a 15-minute drive of Hofstra University and Syosset Hospital.
Opens in a new windowModern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Ocean Beach NY
With a stay at this vacation home in Bay Shore, you'll be a 2-minute walk from Great South Bay and 15 minutes by foot from Ocean Beach.
Opens in a new windowSpacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
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Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!

Lake Grove NY
With a stay at this vacation home in Lake Grove, you'll be within a 10-minute drive of Stony Brook University and Smithaven Mall.
Opens in a new windowSpacious Home Located Close to Stony Brook!
Lakeside Hideaway

Lakeside Hideaway

Lake Ronkonkoma NY
With a stay at this vacation home in Ronkonkoma, you'll be within a 15-minute drive of Stony Brook University and Lake Ronkonkoma.
Opens in a new windowLakeside Hideaway
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

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

Centereach NY
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
Opens in a new windowCozy 4-bedroom house with AC and WiFi in Centereach, New York.
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY
The price is AU$851 per night from 21 May to 22 May
AU$851
21 May - 22 May
includes taxes & fees
A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Cold Spring Harbor Whaling ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Huntington NY
The price is AU$318 per night from 8 June to 9 June
AU$318
8 June - 9 June
includes taxes & fees
Located in Huntington, this vacation home is a 3-minute drive from Oheka Castle and 6 minutes from Syosset Hospital.
Opens in a new windowCharming 1-bedroom artist den with WiFi, AC in terrific Huntington
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Ocean Bay Park NY
With a stay at this vacation home in Bay Shore, you'll be by the sea, just a 4-minute walk from Great South Bay and 13 minutes by foot from Ocean Beach.
Opens in a new window2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oak Beach Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oak Beach vacation homes are the perfect way for you to wing it.

Holiday houses in Oak Beach let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oak Beach in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oak Beach adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oak Beach with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oak Beach vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oak Beach Holiday Homes essential information

Accommodation
394 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$851
Popular accommodation
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches, Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park, Spacious Home Located Close to Stony Brook!, Lakeside Hideaway, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Captain's Cottage - Cold Spring Harbor Water Views, Charming 1-bedroom artist den with WiFi, AC in terrific Huntington, 2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Top trending hotels in Oak Beach

Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 25 May to 26 May
AU$200
25 May - 26 May
includes taxes & fees
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Opens in a new windowHyatt Regency Long Island
Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
699 Dibblee Drive Westbury NY
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 25 May to 26 May
AU$199
25 May - 26 May
includes taxes & fees
With a stay at Red Roof Inn PLUS+ Long Island - Garden City, you'll be centrally located in Westbury, a 5-minute drive from Hofstra University and 14 minutes ...
Opens in a new windowRed Roof Inn PLUS+ Long Island - Garden City
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is AU$162 per night from 17 May to 18 May
AU$162
17 May - 18 May
includes taxes & fees
Located in East Norwich, East Norwich Inn is in the historical district, within a 10-minute drive of Cold Spring Harbor Laboratory and Tilles Center for the ...
Opens in a new windowEast Norwich Inn
Save an average of 15% on thousands of hotels when you're signed in
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 18 May to 19 May
AU$166
18 May - 19 May
includes taxes & fees
Located in Westbury, Inn at Jericho is within a 15-minute drive of Roosevelt Field Mall and Hofstra University.
Opens in a new windowInn at Jericho
Don't see what you're looking for?
See all available properties in Oak Beach
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

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^Subject to availability and chosen travel dates.