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Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Oyster Bay vacation rentals

Outdoor dining

1. Comfy Haven in the Heart of Picton

Comfy Haven in the Heart of Picton
Picton
$389 nightly
The price is $444
Aug 22 - Aug 23
Total with taxes and fees
Comfy Haven in the Heart of Picton
Family Apartment, 3 Bedrooms | Terrace/patio

2. Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (274 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
$117 nightly
The price is $138
Aug 13 - Aug 14
Total with taxes and fees
Picton Waterfront Apartments
Exterior

3. 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.
$243 nightly
The price is $275
Aug 14 - Aug 15
Total with taxes and fees
The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds
Standard Cabin, Shared Bathroom | WiFi (free)

4. 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
$46 nightly
The price is $54
Aug 21 - Aug 22
Total with taxes and fees
Picton Campervan Park
Dining

5. 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.
$312 nightly
The price is $353
Aug 13 - Aug 14
Total with taxes and fees
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds
On the beach, sun loungers

6. 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.
$375 nightly
The price is $424
Aug 13 - Aug 14
Total with taxes and fees
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds
Marina

7. 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.
$233 nightly
The price is $265
Aug 13 - Aug 14
Total with taxes and fees
Beautiful Apartment Surrounded by Native Bush
Smart TV, stereo

8. Octys Place With Arty twist - Central Picton

Octys Place With Arty twist - Central Picton
Picton
$155 nightly
The price is $175
Aug 14 - Aug 15
Total with taxes and fees
Octys Place With Arty twist - Central Picton
Property grounds

9. Cosy, self contained boutique studio.

Cosy, self contained boutique studio.
Linkwater
9.2 out of 10, Wonderful, (10 reviews)
"We couldn’t have asked for better hosts or more wonderful location! It was just what we needed. We thoroughly enjoyed our stay."
Canada
Sally S.
$157 nightly
The price is $178
Sep 3 - Sep 4
Total with taxes and fees
Cosy, self contained boutique studio.
Exterior

10. Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
$210 nightly
The price is $210
Aug 15 - Aug 16
Total with taxes and fees
Sounds Studio - Picton Downstairs Unit
Exterior

11. 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.
$212 nightly
The price is $240
Sep 3 - Sep 4
Total with taxes and fees
Soothing 1-bedroom cottage in charming Marlborough
Fridge, microwave, dishwasher, toaster

12. 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
$348 nightly
The price is $348
Aug 15 - Aug 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.
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Top Oyster Bay Hotel Reviews

Edit Picton

Edit Picton

10/10 Excellent
"Room was of a good size with balcony overlooking the harbour. Staff are what really makes this place. A comfortable 1 night stay."
Daniel 1-night trip
Posted 14 hours ago
Edit Picton

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 $54 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?

In the Heart of the Vines: This vacation home rental outside of Oyster Bay is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.