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Holiday Rentals in Oyster Bay

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Our top choices for Oyster Bay holiday rentals

1. Comfy Haven in the Heart of Picton

Comfy Haven in the Heart of Picton
Picton
The price is €383
includes taxes & fees
11 Sept - 12 Sept
Comfy Haven in the Heart of Picton

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
The price is €126
includes taxes & fees
28 Aug - 29 Aug
Picton Waterfront Apartments

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.
The price is €231
includes taxes & fees
16 Aug - 17 Aug
The School House Retreat – Historic Island with Scenic Views, Marlborough Sounds

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
The price is €53
includes taxes & fees
18 Aug - 19 Aug
Picton Campervan Park

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.
The price is €306
includes taxes & fees
29 Aug - 30 Aug
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds

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.
The price is €353
includes taxes & fees
29 Aug - 30 Aug
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough Sounds

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.
The price is €251
includes taxes & fees
12 Sept - 13 Sept
Beautiful Apartment Surrounded by Native Bush

8. Octys Place 🇩🇪🇦🇨 in Central Picton

Octys Place 🇩🇪🇦🇨 in Central Picton
Picton
The price is €154
includes taxes & fees
16 Aug - 17 Aug
Octys Place 🇩🇪🇦🇨 in Central Picton

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.
The price is €158
includes taxes & fees
3 Sept - 4 Sept
Cosy, self contained boutique studio.

10. Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
The price is €181
includes taxes & fees
22 Aug - 23 Aug
Sounds Studio - Picton Downstairs Unit

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.
The price is €211
includes taxes & fees
3 Sept - 4 Sept
Soothing 1-bedroom cottage in charming Marlborough

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
The price is €301
includes taxes & fees
18 Aug - 19 Aug
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

Everything you need to know about Oyster Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oyster Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Bay holiday rentals we have selected for you start as low as €53 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay holiday 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 holiday.

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 holiday rental in Oyster Bay?

Yes, there are holiday rentals close to the most popular sights in Oyster Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oyster Bay has to offer?

In the Heart of the Vines: This holiday home rental outside of Oyster Bay is located by the ocean, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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 Queen Charlotte Walkway. In the wider area, you’ll find Picton Harbour and Picton Ferry Terminal.

What’s a holiday rental in Oyster Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Bay. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.