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Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Oyster Bay vacation rentals

A balcony with a view of a marina, boats, and a hilly landscape.

1. Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (274 reviews)
"Always have a fantastic stay here when in Picton. Great view from the balcony and a wonderful apartment style stay. Unfortunately, the building was under maintenance construction at the time. But it was still great."
United States
Glen
$109 nightly
The price is $127
Aug 28 - Aug 29
Total with taxes and fees
Picton Waterfront Apartments
A modern wooden cabin with a covered porch, large sliding glass doors, and a gravel driveway.

2. Picton Campervan Park

Picton Campervan Park
4.5 star property
Picton
9.0 out of 10, Wonderful, (129 reviews)
"Easy to check in and out, comfy and quiet room easy to access toilets/shower"
United States
Andrew
$46 nightly
The price is $54
Aug 22 - Aug 23
Total with taxes and fees
Picton Campervan Park
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.
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Top Oyster Bay Hotel Reviews

Edit Picton

Edit Picton

8/10 Good
"It was within walking distance to good food and drinks and the Interislander terminal"
Jessica 1-night trip
Posted 7 hours ago
Edit Picton

Find out more about Oyster Bay

Everything you need to know about Oyster Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oyster Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oyster Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oyster Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oyster Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oyster Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oyster Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Oyster Bay?

Yes, we offer vacation rentals near the most popular sights in Oyster Bay, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Oyster Bay?

In the Heart of the Vines: This vacation home rental outside of Oyster Bay is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Oyster Bay?

While exploring the area, visit family-friendly sights like Edwin Fox Museum, or get outside and enjoy nature at Mabel Island. In the larger area, you’ll find Picton Harbour and Picton Ferry Terminal.

What’s a vacation rental in Oyster Bay like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Oyster Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.