Oyster Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oyster Bay vacation rentals

Harbour Club

Harbour Club
4.0 star property
Saint Francis Bay
8.8 out of 10, Excellent, (5 reviews)
"Great apartment, great views and location. Vincent was exceptional. "
South Africa
Michael
The price is CA $143
CA $166 total
includes taxes & fees
Jun 7 - Jun 8
Harbour Club

Seaside Shalom Apartment - Ocean Views

Seaside Shalom Apartment - Ocean Views
3.0 star property
Saint Francis Bay
The price is CA $90
CA $104 total
includes taxes & fees
Jun 8 - Jun 9
Seaside Shalom Apartment - Ocean Views

Cape St Francis Resort

Cape St Francis Resort
3.0 star property
Cape Saint Francis
8.0 out of 10, Very good, (70 reviews)
"Clean room, nice pool"
United States
Risuna
The price is CA $155
CA $180 total
includes taxes & fees
Jun 5 - Jun 6
Cape St Francis Resort

Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.

Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.
Jeffreys Bay
The price is CA $153
CA $231 total
includes taxes & fees
Jun 16 - Jun 17
Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.

Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach

Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach
Jeffreys Bay
The price is CA $146
CA $226 total
includes taxes & fees
Jun 16 - Jun 17
Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Bay Hotel Reviews

Find out more about Oyster Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oyster Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Oyster Bay?

Yes, we offer vacation rentals close to well known attractions in Oyster Bay, or you can select a more remote option if you want a relaxing place to stay. Oyster Bay is known for its beaches and restaurants.

What are some of the best vacation home rentals that Oyster Bay has to offer?

Oyster bay beach house: This Oyster Bay vacation home rental offers a fireplace, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a stovetop, and kitchenware, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

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

Explore the area and family-friendly sights such as Dolphin Beach, or get out into nature at a spot like St. Francis Bay Beach. In the larger area, you’ll find St. Francis Links and Seal Point Lighthouse.

What’s a vacation rental in Oyster Bay like?

A vacation rental is a private property you can book for several days or longer in Oyster Bay. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.