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Oyster Bay Vacation Rentals

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Our top choices for Oyster Bay vacation rentals

Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (270 reviews)
"Beautiful view, clean and well equipped apartment, very helpful with checking in. Loved our stay"
United States
Lee
The price is CA $201
CA $232 total
includes taxes & fees
Jul 26 - Jul 27
Picton Waterfront Apartments

The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds

The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds
Queen Charlotte Sound
10.0 out of 10, Exceptional, (31 reviews)
"Great hosts and spot, we enjoyed some fishing and the bay. Awesome time had by all."
New Zealand
Jonathan K.
The price is CA $257
CA $488 total
includes taxes & fees
Jul 14 - Jul 15
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds

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
The price is CA $67
CA $78 total
includes taxes & fees
Jul 23 - Jul 24
Picton Campervan Park

Soothing 1-bedroom cottage in charming Marlborough

Soothing 1-bedroom cottage in charming Marlborough
Tuamarina
10.0 out of 10, Exceptional, (1 review)
"this is a beautiful, quiet, romantic spot that we would recommend to couples for sure! Love being surrounded be lemon/fruit trees and made lemonade. The breakfast was amazing and we appreciated the wonderful snacks, especially the fresh pastries. "
United States
cheryl s.
The price is CA $257
CA $328 total
includes taxes & fees
Jul 13 - Jul 14
Soothing 1-bedroom cottage in charming Marlborough

The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds

The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds
Queen Charlotte Sound
10.0 out of 10, Exceptional, (11 reviews)
"Can’t wait to return."
United States
Tim H.
The price is CA $173
CA $380 total
includes taxes & fees
Jul 13 - Jul 14
The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds

Beautiful Apartment Surrounded by Native Bush

Beautiful Apartment Surrounded by Native Bush
Picton
9.6 out of 10, Exceptional, (5 reviews)
"Host and all about the property were perfect."
United Kingdom
Richard P.
The price is CA $182
CA $368 total
includes taxes & fees
Jul 13 - Jul 14
Beautiful Apartment Surrounded by Native Bush

Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
The price is CA $291
CA $291 total
includes taxes & fees
Jul 14 - Jul 15
Sounds Studio - Picton Downstairs Unit

Anakiwa Self-contained Bay View Apartment

Anakiwa Self-contained Bay View Apartment
Anakiwa
10.0 out of 10, Exceptional, (11 reviews)
"all very easy with the check-in and a lovely host, the place was great and it was in a fantastic setting we loved it."
New Zealand
Michael W.
The price is CA $139
CA $186 total
includes taxes & fees
Jul 31 - Aug 1
Anakiwa Self-contained Bay View Apartment

The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds

The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds
Picton
10.0 out of 10, Exceptional, (2 reviews)
"Awesome time , owners were amazing ! Highly recommend"
New Zealand
Julie M.
The price is CA $343
CA $631 total
includes taxes & fees
Aug 1 - Aug 2
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds

Seaside Sounds - Picton Upstairs Unit

Seaside Sounds - Picton Upstairs Unit
Picton
7.0 out of 10, Good, (2 reviews)
"Big apartment, nice location"
Switzerland
Nora
The price is CA $495
CA $495 total
includes taxes & fees
Jul 17 - Jul 18
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.
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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

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?

Unwind in beautiful Waikawa — your perfect coastal hideaway: This vacation home rental outside of Oyster Bay has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 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.