Oyster Bay Holiday Rentals

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Our top choices for Oyster Bay holiday rentals

The price is NZ$2,037
includes taxes & fees
24 Jan - 25 Jan
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
8.4 out of 10, Very good, (6 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is NZ$337
includes taxes & fees
24 Jan - 25 Jan
Tiny Home Private, Students, Nurses, Tech
2.0 star property
The price is NZ$439
includes taxes & fees
25 Jan - 26 Jan
Luxury 1BR located in Prime Yonkers Area

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is NZ$460
includes taxes & fees
25 Jan - 26 Jan
Luxe 1BR Oasis - Prime NY Stay

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is NZ$445
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.0 out of 10, Very good, (795 reviews)
"Room was very clean and nice, the view was beautiful. I really like how they had a kitchen setup very convenient, staff was amazing and sweet. Hotel was overall clean and exceeded the expectations. I would book again"
United States
Krystal
The price is NZ$217
includes taxes & fees
28 Jan - 29 Jan
Starlight Hotel
9.4 out of 10, Exceptional, (37 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is NZ$263
includes taxes & fees
24 Jan - 25 Jan
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is NZ$307
includes taxes & fees
1 Feb - 2 Feb
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property. I would stay here again."
United States
Robert E.
The price is NZ$375
includes taxes & fees
27 Jan - 28 Jan
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is NZ$544
includes taxes & fees
27 Jan - 28 Jan
Spacious 3BR Luxe Escape near NYC
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is NZ$462
includes taxes & fees
5 Feb - 6 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Apartment in Freeport

Nautical Elegance
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay. Host was great and had amazing communication. "
United States
Maggie I.
The price is NZ$302
includes taxes & fees
4 Feb - 5 Feb
Nautical Elegance
7.8 out of 10, Good, (6 reviews)
"Communication was great; all my questions were answered, which I appreciated. The place was clean and easy to get to by bus. "
United States
Vivian
The price is NZ$286
includes taxes & fees
24 Jan - 25 Jan
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
9.8 out of 10, Exceptional, (6 reviews)
"Great apartment and great host! Would definitely stay again!"
United States
Julie B.
The price is NZ$423
includes taxes & fees
27 Jan - 28 Jan
Sophisticated Suite Near JFK Airport
8.2 out of 10, Very good, (18 reviews)
"Great place great location"
United States
Daquan H.
The price is NZ$228
includes taxes & fees
26 Jan - 27 Jan
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
7.6 out of 10, Good, (14 reviews)
"Great stay "
United States
Lindsay
The price is NZ$410
includes taxes & fees
24 Jan - 25 Jan
Cozy Freeport Retreat / 8 min Loffs Lake / Pets 🐶
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is NZ$283
includes taxes & fees
9 Feb - 10 Feb
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
7.0 out of 10, Good, (4 reviews)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is NZ$452
includes taxes & fees
24 Jan - 25 Jan
Cozy 2 bedroom retreat in long island
9.8 out of 10, Exceptional, (19 reviews)
"This was a great place to stay if attending an event at the USB Arena, was there to see Grace Potter and Chris Stapleton. Was an easy walk back to the place without dealing with parking lot traffic. Would definitely stay again for any other event. Place was clean and had everything we needed, would recommend! "
United States
Rachel
The price is NZ$508
includes taxes & fees
26 Jan - 27 Jan
Luxury Studio Suite. Walking distance to UBS Arena
10.0 out of 10, Exceptional, (3 reviews)
"The overall stay was very warm & welcoming. Suitable for kids! "
United States
Tea-Anna S.
The price is NZ$458
includes taxes & fees
24 Jan - 25 Jan
2 Pvt bed Rms/1bathroom no kitchen attic
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, 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$217 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 in Oyster Bay close to Planting Fields Arboretum State Historic Park, or you can select a more secluded option if you're looking for a relaxing stay. Oyster Bay is known for its shopping and restaurants.

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

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport : This holiday home rental outside of Oyster Bay offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Oyster Bay?

Expedia has 3 holiday rentals for your stay in Oyster Bay.

What’s there to see and do in Oyster Bay?

Cultural attractions include Sagamore Hill National Historic Site and 20th Century Cycles, whereas Planting Fields Arboretum State Historic Park and Theodore Roosevelt Memorial Park are a couple of picturesque spots to enjoy the outdoors. Theodore Roosevelt Sanctuary and Audubon Center and Center Island Beach are other places to visit while you're in town.

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 offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.