Default HTG hotel image

Oyster Bay Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Oyster Bay vacation rentals

Beach nearby, sun loungers

Beautiful sea view, walk out of the house onto the dunes and beach. Quiet

Beautiful sea view, walk out of the house onto the dunes and beach. Quiet
Oyster Bay
9.0 out of 10, Wonderful, (2 reviews)
"We had excellent help and advice from Lisette prior to and during our stay in this beautiful house right on the beach in spendid isolation from the worries of the world. The views were amazing and it was great to walk along the stunning beach and coastal walks and hardly see a soul apart from the wildlife. It was very windy all week but there are places around the property to find shelter, including in the dunes. If you want to get away from it all but enjoy a comfortable and well appointed...
United Kingdom
Annie and Malcolm G.
$251 nightly
The price is $251
Jun 29 - Jun 30
Total with taxes and fees
Beautiful sea view, walk out of the house onto the dunes and beach. Quiet
Premium Penthouse | Terrace/patio

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
$95 nightly
The price is $111
Jun 29 - Jun 30
Total with taxes and fees
Harbour Club
Beach

Nature Beach Cottage Jeffreys Bay

Nature Beach Cottage Jeffreys Bay
Jeffreys Bay
$89 nightly
The price is $89
Jun 29 - Jun 30
Total with taxes and fees
Nature Beach Cottage Jeffreys Bay
Property grounds

Seaside Shalom Apartment - Ocean Views

Seaside Shalom Apartment - Ocean Views
3.0 star property
Saint Francis Bay
$69 nightly
The price is $79
Jul 26 - Jul 27
Total with taxes and fees
Seaside Shalom Apartment - Ocean Views
Beach Break .Guest House - Sea Facing | In-room safe, individually decorated, individually furnished

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
$108 nightly
The price is $127
Jun 29 - Jun 30
Total with taxes and fees
Cape St Francis Resort
Beach towels

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

Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.
Jeffreys Bay
$175 nightly
The price is $175
Jun 29 - Jun 30
Total with taxes and fees
Charming 2-bedroom BeachApartment in Marvellous Jeffreys Bay Main Beach.
Terrace/patio

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

Complete, Modern 2 bedroom, 2 bathroom Apartment on the beach
Jeffreys Bay
$163 nightly
The price is $163
Jul 12 - Jul 13
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oyster Bay Hotel Reviews

On the Beach Guesthouse

On the Beach Guesthouse

10/10 Excellent
"Perfect stay!"
Anthony 4-night trip
Posted 20 hours ago
On the Beach Guesthouse

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 $79 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

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?

Hobbs Haven : You might want to consider this vacation home rental near Oyster Bay, which offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Seal Point Lighthouse and Fountains Mall.

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.