Oyster Bay Vacation Rentals

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Our top choices for Oyster Bay vacation rentals

Picton Waterfront Apartments

Picton Waterfront Apartments
4.0 star property
Picton
9.4 out of 10, Exceptional, (269 reviews)
"Beautiful view, clean and well equipped apartment, very helpful with checking in. Loved our stay"
United States
Lee
The price is CA $193
CA $222 total
includes taxes & fees
May 25 - May 26
Picton Waterfront Apartments

Picton Campervan Park

Picton Campervan Park
4.5 star property
Picton
9.0 out of 10, Wonderful, (129 reviews)
"Room was clean. Friendly staff. Close to Ferry "
Australia
Hayley
The price is CA $78
CA $90 total
includes taxes & fees
May 10 - May 11
Picton Campervan Park

Anakiwa Self-contained Bay View Apartment

Anakiwa Self-contained Bay View Apartment
Anakiwa
10.0 out of 10, Exceptional, (11 reviews)
"This property met all our needs and exceeded expectation for location , cleanliness , communication ."
New Zealand
Mary J.
The price is CA $130
CA $175 total
includes taxes & fees
May 4 - May 5
Anakiwa Self-contained Bay View Apartment

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
9.8 out of 10, Exceptional, (30 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 $293
CA $533 total
includes taxes & fees
May 5 - May 6
The Gunyah Retreat - Exclusive Island Escape with Ocean View, Marlborough Sounds

Sounds Studio - Picton Downstairs Unit

Sounds Studio - Picton Downstairs Unit
Picton
The price is CA $291
CA $291 total
includes taxes & fees
May 15 - May 16
Sounds Studio - Picton Downstairs Unit

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 CA $253
CA $327 total
includes taxes & fees
Apr 30 - May 1
Soothing 1-bedroom cottage in charming Marlborough

Beautiful Apartment Surrounded by Native Bush

Beautiful Apartment Surrounded by Native Bush
Picton
9.6 out of 10, Exceptional, (5 reviews)
"A quiet neighborhood, very close to the harbour and centre of Picton."
New Zealand
Carol M.
The price is CA $207
CA $397 total
includes taxes & fees
May 15 - May 16
Beautiful Apartment Surrounded by Native Bush

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 $528
CA $528 total
includes taxes & fees
May 15 - May 16
Seaside Sounds - Picton Upstairs Unit

Peaceful quiet environment; 6 minutes to Picton; close to marinas; pet friendly.

Peaceful quiet environment; 6 minutes to Picton; close to marinas; pet friendly.
Waikawa
The price is CA $158
CA $267 total
includes taxes & fees
Apr 30 - May 1
Peaceful quiet environment; 6 minutes to Picton; close to marinas; pet friendly.

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 $336
CA $619 total
includes taxes & fees
May 5 - May 6
The Beach House Retreat – Serene Waterfront Island Luxury, Marlborough 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

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?

Remote Pelorus Sound Kiwi Bach on the Beach with Great Views: This vacation home rental outside of Oyster Bay offers a fireplace, a patio, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Mabel Island. 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.