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Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Oyster Bay vacation rentals

Family Apartment, 3 Bedrooms | Terrace/patio

Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (273 reviews)
"Always have a fantastic stay here when in Picton. Great view from the balcony and a wonderful apartment style stay. Unfortunately, the building was under maintenance construction at the time. But it was still great."
United States
Glen
The price is ￥23,748
￥27,578 total
includes taxes & fees
Aug 12 - Aug 13
Picton Waterfront Apartments
Dining

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 ￥29,839
￥56,908 total
includes taxes & fees
Aug 10 - Aug 11
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds
Exterior

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 ￥19,988
￥43,636 total
includes taxes & fees
Jul 31 - Aug 1
The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds
On the beach, sun loungers

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 ￥35,723
￥68,204 total
includes taxes & fees
Aug 4 - Aug 5
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds
Standard Cabin, Shared Bathroom | WiFi (free)

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 ￥7,957
￥9,254 total
includes taxes & fees
Jul 30 - Jul 31
Picton Campervan Park
Marina

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 ￥21,124
￥42,746 total
includes taxes & fees
Jul 30 - Jul 31
Beautiful Apartment Surrounded by Native Bush
Marina

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 ￥15,263
￥20,577 total
includes taxes & fees
Aug 2 - Aug 3
Anakiwa Self-contained Bay View Apartment
Exterior

Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
The price is ￥33,667
￥33,667 total
includes taxes & fees
Aug 5 - Aug 6
Sounds Studio - Picton Downstairs Unit
Fridge, microwave, dishwasher, toaster

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 ￥55,868
￥55,868 total
includes taxes & fees
Aug 1 - Aug 2
Seaside Sounds - Picton Upstairs Unit
Exterior

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 ￥29,769
￥38,299 total
includes taxes & fees
Aug 4 - Aug 5
Soothing 1-bedroom cottage in charming Marlborough
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

Harbour View Motel

Harbour View Motel

10/10 Excellent
"Very clean and tidy. The host was friendly. Top location for ferry crossing."
Alethea 1-night trip
Posted 2 days ago
Harbour View Motel

Find out more about Oyster Bay

Search for holiday rentals in Oyster Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Oyster Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oyster Bay!

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 Nelson Square. 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.