Book Holiday Homes in Oyster Bay

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Featured Holiday Homes in Oyster Bay

Peaceful Gathering Modern Kitchen & Living space

Peaceful Gathering Modern Kitchen & Living space

Roosevelt
With a stay at this vacation home in Roosevelt, you'll be within a 15-minute drive of Hofstra University and Roosevelt Field Mall.
Peaceful Gathering Modern Kitchen & Living space
LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED

LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED

Long Beach
The price is AU$1,631 per night from 8 Apr to 9 Apr
AU$1,631
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home in Long Beach, you'll be a 5-minute walk from Lido West Beach and 13 minutes by foot from Long Beach.
LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
The price is AU$743 per night from 7 Apr to 8 Apr
AU$743
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home, you'll be centrally located in Cold Spring Harbor, just a 3-minute walk from Cold Spring Harbor Fish Hatchery & Aquarium and ...
Captain's Cottage - Cold Spring Harbor Water Views
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NYC Paradise near metro with 3 baths - parking - laundry

NYC Paradise near metro with 3 baths - parking - laundry

The Bronx
The price is AU$1,343 per night from 8 Apr to 9 Apr
AU$1,343
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home in Bronx, you'll be within a 5-minute drive of Yankee Stadium and Central Park.
NYC Paradise near metro with 3 baths - parking - laundry
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Yonkers
With a stay at this vacation home in Yonkers (Northeast Yonkers), you'll be within a 10-minute drive of Sarah Lawrence College and NewYork-Presbyterian Westchester ...
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Hastings-on-Hudson
With a stay at this vacation home, you'll be centrally located in Yonkers, within a 15-minute drive of Fordham University and New York Presbyterian ...
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Beach house with hot tub, bikes, and beach passes

Beach house with hot tub, bikes, and beach passes

Long Beach
When you stay at this vacation home in Long Beach, you'll be by the sea, within a 5-minute drive of South Nassau Communities Hospital - Family Practice and Long ...
Beach house with hot tub, bikes, and beach passes
Luxury and Affordable Family Home

Luxury and Affordable Family Home

Wyandanch
The price is AU$1,194 per night from 7 Apr to 8 Apr
AU$1,194
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home in Wyandanch, you'll be within a 15-minute drive of Bethpage Black State Park Golf Course and Belmont Lake State Park.
Luxury and Affordable Family Home
Charming 1-bedroom house with WiFi, AC in delightful Uniondale

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

Uniondale
The price is AU$266 per night from 8 Apr to 9 Apr
AU$266
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home in Uniondale, you'll be a 1-minute drive from Hofstra University and 6 minutes from Roosevelt Field Mall.
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
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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.

Oyster Bay 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 Oyster Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Oyster Bay 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 Oyster Bay 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 Oyster Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oyster Bay 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 Oyster Bay 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.

Oyster Bay Holiday Homes essential information

Accommodation
602 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$1,631
Popular accommodation
Peaceful Gathering Modern Kitchen & Living space, LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED, Captain's Cottage - Cold Spring Harbor Water Views, NYC Paradise near metro with 3 baths - parking - laundry, PureHeart House, Spacious, Peaceful 3bdr House in Yonkers, Modern 4BD/3BA w/Parking & deck & 29 min>NYC, Beach house with hot tub, bikes, and beach passes, Luxury and Affordable Family Home, Charming 1-bedroom house with WiFi, AC in delightful Uniondale

Top trending hotels in Oyster Bay

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St, Flushing, NY
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 6 Apr to 7 Apr
AU$242
includes taxes & fees
6 Apr - 7 Apr
With a stay at Four Points by Sheraton Flushing in Flushing (Queens), you'll be within a 5-minute drive of Flushing Meadows-Corona Park and Citi Field.
Four Points by Sheraton Flushing
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St, College Point, NY
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 6 Apr to 7 Apr
AU$200
includes taxes & fees
6 Apr - 7 Apr
With a stay at Ly New York Hotel, you'll be centrally located in College Point, within a 10-minute drive of Citi Field and Flushing Meadows-Corona Park.
Ly New York Hotel
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 6 Apr to 7 Apr
AU$250
includes taxes & fees
6 Apr - 7 Apr
With a stay at Radio Hotel in New York (Manhattan), you'll be within a 5-minute drive of Nike Track & Field Center at The Armory and Yankee Stadium.
Radio Hotel
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DoubleTree by Hilton New York JFK Airport

DoubleTree by Hilton New York JFK Airport

3.5 out of 5
135-30 140th Street, Jamaica, NY
Fully refundableReserve now, pay when you stay
The price is AU$390 per night from 20 Apr to 21 Apr
AU$390
includes taxes & fees
20 Apr - 21 Apr
A stay at DoubleTree by Hilton New York JFK Airport places you in the heart of Jamaica, within a 10-minute drive of Resorts World Casino and Flushing Meadows-Corona ...
DoubleTree by Hilton New York JFK Airport
Don't see what you're looking for?
See all available properties in Oyster Bay
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.