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Oyster Bay Vacation Rentals

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Our top choices for Oyster Bay vacation rentals

1. Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (274 reviews)
"Scenery and close to amazing shops, the rooms fine clean and spotless"
Australia
Beau
The price is CA $268
CA $309 total
includes taxes & fees
Nov 5 - Nov 6
Picton Waterfront Apartments

2. 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 $287
CA $518 total
includes taxes & fees
Nov 4 - Nov 5
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds

3. 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 $329
CA $602 total
includes taxes & fees
Nov 4 - Nov 5
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds

4. 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 $184
CA $391 total
includes taxes & fees
Nov 1 - Nov 2
The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds

5. 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 $83
CA $96 total
includes taxes & fees
Nov 15 - Nov 16
Picton Campervan Park

6. 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 $175
CA $355 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful Apartment Surrounded by Native Bush

7. Cozy Apartment with Marina Views

Cozy Apartment with Marina Views
Picton
The price is CA $220
CA $410 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Apartment with Marina Views

8. Comfy Haven in the Heart of Picton

Comfy Haven in the Heart of Picton
Picton
The price is CA $220
CA $410 total
includes taxes & fees
Nov 4 - Nov 5
Comfy Haven in the Heart of Picton

9. Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
The price is CA $252
CA $252 total
includes taxes & fees
Nov 4 - Nov 5
Sounds Studio - Picton Downstairs Unit

10. 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 $486
CA $486 total
includes taxes & fees
Nov 1 - Nov 2
Seaside Sounds - Picton Upstairs Unit

11. 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 $127
CA $171 total
includes taxes & fees
Nov 9 - Nov 10
Anakiwa Self-contained Bay View Apartment
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?

Relax and Enjoy - Waterfront Bach in Ngakuta Bay: This vacation home rental outside of Oyster Bay is located by the ocean and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, an oven, and a microwave, so you can cook with friends or family.

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 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.