Photo by Wanderlust Nomad

Oyster Bay vacation rentals

We found 1,095 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of vacation rentals in Oyster Bay that are perfect for your trip. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, such as parking and a fireplace. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

The charming city of Oyster Bay awaits you

Experience the unique character of Oyster Bay with a stay in a vacation home rental. Travelers to this romantic city praise the horseback riding, shopping and restaurants. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Fascinating historical attractions

This part of Long Island has some fascinating cultural attractions to visit. From your Oyster Bay vacation rental, you can drive to the Bayville Historical Museum, which houses a collection of artifacts depicting the region's past. If you like natural history, the Hicksville Gregory Museum features one of the largest collections of rock and minerals on the island, as well as 5,000 butterfly specimens, and is well worth an afternoon of discovery. So is the Cold Spring Harbor Fish Hatchery & Aquarium, which is home to an enormous collection of freshwater fish and reptiles.

Kayak, bike or hike

After you've escaped the city, you can delve into this beautiful coastal region using whichever mode of transport suits you best. Maybe you'd prefer to hike along the rocky trails. Perhaps hopping on your mountain bike to ride along the pathways is more your thing. Some vacationers like to saddle up to gallop along the beach, while others hire kayaks and meander down the waterways looking for wildlife. It may surprise you, but thrill seekers can even strap on sand boards to ride down the beachy dunes. Everything's waiting for you at your Oyster Bay vacation rental.

Less extreme weather than NYC

The weather in Long Island isn't all that different to New York City. It's bordered by more sea and is less built up which means the summers are slightly cooler and the winters not quite as extreme. It won't come as a surprise that the summer break months are the busiest on Long Island, so book up your Oyster Bay vacation rental early to avoid disappointment. Otherwise, spring and fall can have arguably more comfortable weather and far fewer tourists to contend with. Don't discount winter. There are plenty of cozy spots to hole up while it snows outside.

Keep a lookout for pink ladies

Just a short drive from your Oyster Bay vacation rental is the Hoffman Center, a nature preserve and wildlife sanctuary that is inhabited by a surprisingly large number of species. What you'll see here very much depends on the seasons, but great blue herons and woodpeckers are commonly sighted. In the summer months, you'll see the bobbing of cottontail rabbits and dozens of species of colorful butterfly. It's also the nesting spot of nearly 150 resident and migrating bird species. Look out for the pink lady slipper orchids that were once thought to be extinct from the area.

Transportation options to and around Oyster Bay

The nearest airport is in John F. Kennedy Intl. Airport (JFK), located 20.6 mi (33.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Newark Liberty Intl. Airport (EWR), which is 36.1 mi (58.1 km) away.

If you'd rather travel by train, you can make your way to Oyster Bay Station.

Frequently asked questions

What is the best area to stay in Oyster Bay when booking a vacation rental?

One of the most sought-after areas to get an Oyster Bay vacation home is Centre Island. When you lock in your vacation property with Vrbo, you can look forward to having the entire place to yourselves. That means you don't have to share it with anybody other than your favorite people.

What is the most popular type of vacation rental accommodation in Oyster Bay?

Houses are the most popular type of vacation rental in Oyster Bay, according to our data. Even if you have a different vision in mind, Vrbo has vacation homes in a variety of shapes and sizes. Browse our many options to find your perfect fit.

How much does it cost to rent a vacation rental in Oyster Bay?

Different things determine the price of a vacation rental in Oyster Bay, such as the type of property, length of stay and season. However, all our vacation homes have something in common — incredible value. Simply add your travel dates to find your dream escape.

How much does it cost to rent a beach house in Oyster Bay?

The average price for a vacation rental near the beach in Oyster Bay depends on when you're traveling and the size and type of property you're looking for. Find prices easily and quickly on Vrbo by entering your travel dates. Then make use of the filter tool to select the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a hot tub.

What are popular rental amenities in Oyster Bay?

Some of the most popular rental amenities guests are looking for in Oyster Bay include nearby museums, a barbecue grill and a water view. Whether you're on the road with family, buddies or even pets, Vrbo vacation homes provide the best amenities for chilling out with the people you cherish the most.

What are the top attractions for families in Oyster Bay?

Keep the kids occupied at these leading family-friendly attractions in Oyster Bay:

  • Bayville Adventure Park
  • Theodore Roosevelt Sanctuary
  • Castle Gould

Are there vacation rentals with WiFi in Oyster Bay?

Whether you want to keep up with the latest news, look over emails or surf social networks, there are three vacation homes with WiFi in Oyster Bay. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How old do you have to be to rent a vacation rental in Oyster Bay?

Age restrictions can vary across properties on Vrbo, so look at the rules of the vacation home in Oyster Bay you want to book. But usually, it's 16, 18 or 21.

How long can I rent a vacation rental in Oyster Bay for?

The length of time you can rent a vacation rental in Oyster Bay differs according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With many creature comforts such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Oyster Bay.

More Vacation Rentals ideas

People also search for