Oyster Bay Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Our top choices for Oyster Bay vacation rentals

Apartment in Picton

Picton Waterfront Apartments
4.0 star property
9.4 out of 10, Exceptional, (258)
"Spacious, easy check in, good amenities "
Australia
Ann
$175 nightly
The price is $202
Dec 14 - Dec 15
Total with taxes and fees
Picton Waterfront Apartments

Camping in Picton

Picton Campervan Park
4.5 star property
9.0 out of 10, Wonderful, (124)
"Couldn't fault it if you tried, absolutely perfect stay"
Australia
Hipu
$59 nightly
The price is $69
Dec 14 - Dec 15
Total with taxes and fees
Picton Campervan Park
8.8 out of 10, Excellent, (3)
"Enjoyed our stay, great location near the beach. It’s a cool Bach surrounded by beautiful gardens. Communication with the host was good, and easy to follow instructions for the property. "
United States
Simon W.
$186 nightly
The price is $211
Dec 14 - Dec 15
Total with taxes and fees
Remote Pelorus Sound Kiwi Bach on the Beach with Great Views

Vacation Home in Grovetown

In the Heart of the Vines
9.6 out of 10, Exceptional, (61)
"We appreciated the cleanliness and comfort of the home and the beautiful farm setting. "
Canada
Laura R.
In the Heart of the Vines

Vacation Home in Queen Charlotte Sound

Historic Former Whaler's School Cottage
9.8 out of 10, Exceptional, (10)
"Can’t wait to return."
United States
Tim H.
$254 nightly
The price is $287
Dec 13 - Dec 14
Total with taxes and fees
Historic Former Whaler's School Cottage

Villa in Waikawa

Wilkes Way Villa
3.5 star property
10.0 out of 10, Exceptional, (13)
"It was a great stay in a huge and very nice apartment. We were very happy to spend Christmas holidays there."
United States
Linas
Wilkes Way Villa
9.6 out of 10, Exceptional, (81)
"Perfect place for our holiday, house has everything you need and is warm and tidy. Highly recommend."
New Zealand
Andrea A.
Birdsong, bush walks, biking and boating!
10.0 out of 10, Exceptional, (2)
"It was just perfect"
Norway
Peter k.
Serenity, Comfort and Peace in the gorgeous Marlborough Sounds
9.2 out of 10, Wonderful, (120)
"beautiful home."
New Zealand
kerry n.
Relax and Enjoy - Waterfront Bach in Ngakuta Bay

Vacation Home in Ngakuta Bay

Ngakuta Bay, Marlborough Sounds.
9.4 out of 10, Exceptional, (183)
"We really enjoyed our stay here on this lovely quiet bay and hope to return."
United States
Todd H.
Ngakuta Bay, Marlborough Sounds.

Vacation Home in Picton

Little Colonsay/Beach House
10.0 out of 10, Exceptional, (2)
"Awesome time , owners were amazing ! Highly recommend"
New Zealand
Julie M.
$408 nightly
The price is $462
Dec 13 - Dec 14
Total with taxes and fees
Little Colonsay/Beach House
10.0 out of 10, Exceptional, (25)
"Thanks for the incredible stay, it was soo peaceful and the reset that we needed "
New Zealand
Sophie D.
Sunset Cottage right on the beach.
2.0 star property
Waterfront Marlborough Sounds Retreat 10min drive from Picton

Vacation Home in Waikawa

Tirohanga Wai - Waikawa Holiday Home
8.4 out of 10, Very Good, (9)
"Perfect for our needs."
New Zealand
Helen M.
Tirohanga Wai - Waikawa Holiday Home
4.0 star property
8.0 out of 10, Very Good, (7)
"Our stay was fantastic, the property was easy to get to, it was massive on the inside great for family & such lush soft beds it made it hard to get up the next day. The couches were so lovely and clean with nice cushions everything looked lovely. A accommodation"
Australia
Elizabeth
3 & 4 Bedroom Houses in Seaview Crescent
Picturesque Waikawa - Picton Holiday Home
10.0 out of 10, Exceptional, (5)
"Great location. Easy access with plenty of offstreet parking. The house is so well setup. It had everything we needed! We will definitely be back!"
New Zealand
Kathryn C.
Just 3 minutes walk from the marina this Family getaway also has a Games room!

Vacation Home in Waikawa

Enjoy the view
10.0 out of 10, Exceptional, (57)
"Very happy with the set up and the breakfast food left. "
New Zealand
Graeme E.
Enjoy the view
Koraha - Queen Charlotte Sound Holiday Home
$424 nightly
The price is $424
Dec 15 - Dec 16
Total with taxes and fees
Seaside Sounds - Picton Upstairs Unit
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

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 $69 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?

Remote Pelorus Sound Kiwi Bach on the Beach with Great Views: This vacation home rental outside of Oyster Bay offers a fireplace, a patio, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Picton Foreshore. In the larger area, you’ll find Waikawa Marina and Picton Harbour.

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.