Oyster Bay Holiday Rentals

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Holiday Rentals in Oyster Bay

Picton Waterfront Apartments

4.0 star property
9.4 out of 10, Exceptional, (257)
"Fantastic location, beautiful big apartment Would stay again"
The price is NZ$416
includes taxes & fees
29 Oct - 30 Oct
Picton Waterfront Apartments

Historic Former Whaler's School Cottage

9.8 out of 10, Exceptional, (10)
"Can’t wait to return."
The price is NZ$466
includes taxes & fees
30 Sept - 1 Oct
Historic Former Whaler's School Cottage

Little Colonsay/Beach House

10.0 out of 10, Exceptional, (2)
"Awesome time , owners were amazing ! Highly recommend"
The price is NZ$795
includes taxes & fees
7 Oct - 8 Oct
Little Colonsay/Beach House

Remote Pelorus Sound Kiwi Bach on the Beach with Great Views

8.8 out of 10, Excellent, (3)
"Enjoyed our stay, great location near the beach. It’s a cool Bach surrounded by beautiful gardens. Communication with the host was good, and easy to follow instructions for the property. "
The price is NZ$414
includes taxes & fees
1 Oct - 2 Oct
Remote Pelorus Sound Kiwi Bach on the Beach with Great Views

In the Heart of the Vines

9.6 out of 10, Exceptional, (58)
"Lovely accommodation nestled in the vineyards. Very peaceful and we had a wonderful stay. The accommodation had everything that you need and very comfortable. "
In the Heart of the Vines

Relax and Enjoy - Waterfront Bach in Ngakuta Bay

9.4 out of 10, Exceptional, (119)
"Very enjoyable stay"
Relax and Enjoy - Waterfront Bach in Ngakuta Bay

Marlborough Sounds relaxation with great views: close to Queen Charlotte walkway

9.2 out of 10, Wonderful, (21)
"We had a great stay down at Anakiwa, great location and the house was equipped with everything we needed "
Marlborough Sounds relaxation with great views: close to Queen Charlotte walkway

Ngakuta Bay, Marlborough Sounds.

9.2 out of 10, Wonderful, (180)
"We had the best weekend here. Exactly what we needed, a beautiful and relaxing few days. We’ve decided to make it an annual getaway so will be booking again soon. Thank you! "
Ngakuta Bay, Marlborough Sounds.

Birdsong, bush walks, biking and boating!

9.6 out of 10, Exceptional, (80)
"Perfect place for our holiday, house has everything you need and is warm and tidy. Highly recommend."
Birdsong, bush walks, biking and boating!

Beachfront Paradise Retreat in your own Private Bay and Floating Jetty

9.6 out of 10, Exceptional, (31)
"My partner and I thoroughly enjoyed our stay at this lovely bach. The views were stunning, the peace was amazing and the water was beautiful. It had everything we needed to have a relaxing holiday. It was truely a slice of paradise. "
Beachfront Paradise Retreat in your own Private Bay and Floating Jetty

Sunset Cottage right on the beach.

10.0 out of 10, Exceptional, (23)
"Thanks for the incredible stay, it was soo peaceful and the reset that we needed "
Sunset Cottage right on the beach.

Endeavour Inlet Paradise- Expansive sea views in sunny, private setting

9.6 out of 10, Exceptional, (44)
"It was a wonderful place to stay with family. Such a peaceful and tranquil spot. Great communication from hosts"
Endeavour Inlet Paradise- Expansive sea views in sunny, private setting

Tirohanga Wai - Waikawa Holiday Home

8.0 out of 10, Very good, (8)
"This holiday home was perfect for us! A very clean, comfortable and spacious house, caters to all ages and what a gorgeous spot! We thoroughly enjoyed our stay, highly recomend and we would stay again. Only other feedback would be extra towels, bath mats, tea, and coffee would be appreciated as there were 9 of us staying for 3 nights."
Tirohanga Wai - Waikawa Holiday Home

Serenity, Comfort and Peace in the gorgeous Marlborough Sounds

10.0 out of 10, Exceptional, (1)
"This is a lovely well appointed property which suited our needs perfectly. Sarah was wonderful to interact with and also very supportive about our dog who also enjoyed her stay, in part because of Sarah’s beautiful dog Nix. I highly recommend."
Serenity, Comfort and Peace in the gorgeous Marlborough Sounds

Seaside Sounds - Picton Upstairs Unit

The price is NZ$631
includes taxes & fees
3 Oct - 4 Oct
Seaside Sounds - Picton Upstairs Unit

Seabreeze Stay - Kenepuru Sound Holiday Home

Seabreeze Stay - Kenepuru Sound Holiday Home

3 & 4 Bedroom Houses in Seaview Crescent

4.0 star property
8.0 out of 10, Very good, (7)
"Our stay was fantastic, the property was easy to get to, it was massive on the inside great for family & such lush soft beds it made it hard to get up the next day. The couches were so lovely and clean with nice cushions everything looked lovely. A accommodation"
The price is NZ$269
includes taxes & fees
30 Sept - 1 Oct
3 & 4 Bedroom Houses in Seaview Crescent

Nature's Luxury - Moetapu Bay Holiday Home

Nature's Luxury - Moetapu Bay Holiday Home

Coastal Charm - Picton Holiday Home

9.0 out of 10, Wonderful, (2)
"Perfect location and just what we expected. Would return to the area and accommodate again in the future. "
Coastal Charm - Picton Holiday Home

Kenepuru View - Private getaway in the Sounds

9.0 out of 10, Wonderful, (18)
"Perfect location and great communication from the owner, really enjoyed our stay."
Kenepuru View - Private getaway in the Sounds
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

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, 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 NZ$269 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 kitchenware. 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 Waikawa Marina and Picton Harbour.

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.