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
Stay at this vacation home in Roosevelt. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Roosevelt Field Mall and David S. Mack Sports ...
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
Stay at this vacation home in Long Beach. Enjoy a fitness center, patios, and cable/satellite TV service. Popular attractions Lido West Beach and 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 NZ$817 per night from 9 Apr to 10 Apr
NZ$817
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this family-friendly vacation home in Cold Spring Harbor. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. ...
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 NZ$1,501 per night from 8 Apr to 9 Apr
NZ$1,501
includes taxes & fees
8 Apr - 9 Apr
Stay at this vacation home in Bronx. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Yankee Stadium and Metropolitan Museum of Art are ...
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
Book a stay at this family-friendly vacation home in Yonkers. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions Legoland Discovery ...
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
Book a stay at this family-friendly vacation home in Yonkers. Enjoy free WiFi, a water park, and a garden. Popular attractions Untermyer Gardens Conservancy ...
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
Stay at this vacation home in Long Beach. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Long Beach and Long Beach ...
Beach house with hot tub, bikes, and beach passes
Luxury and Affordable Family Home

Luxury and Affordable Family Home

Wyandanch
The price is NZ$1,831 per night from 6 May to 7 May
NZ$1,831
includes taxes & fees
6 May - 7 May
Stay at this vacation home in Wyandanch. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Bethpage Black State Park Golf Course and Belmont ...
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 NZ$317 per night from 19 Apr to 20 Apr
NZ$317
includes taxes & fees
19 Apr - 20 Apr
Stay at this vacation home in Uniondale. Enjoy air conditioning. Popular attractions Roosevelt Field Mall and David S. Mack Sports and Exhibition Complex are ...
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
612 Holiday Homes
Lowest Price
NZ$250
Highest Price
NZ$1,831
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 NZ$300 per night from 6 Apr to 7 Apr
NZ$300
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star hotel in Flushing. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the pool and the restaurant in our ...
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 NZ$250 per night from 6 Apr to 7 Apr
NZ$250
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in College Point. Enjoy free WiFi, a 24-hour front desk, and a business center. Popular attractions Flushing Meadows-Corona ...
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 NZ$273 per night from 6 Apr to 7 Apr
NZ$273
includes taxes & fees
6 Apr - 7 Apr
Stay at this 4-star hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the bar in ...
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 NZ$425 per night from 1 May to 2 May
NZ$425
includes taxes & fees
1 May - 2 May
Stay at this 3.5-star business-friendly hotel in Jamaica. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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.