Oyster Bay Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Oyster Bay holiday rentals

A covered porch with wooden rocking chairs and a table, overlooking a body of water with boats and a bridge in the distance.

1. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (89 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is AU$728
includes taxes & fees
16 Nov - 17 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

2. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (10 reviews)
"Great location and cozy studio."
United States
Joseph F.
The price is AU$530
includes taxes & fees
9 Nov - 10 Nov
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A modern kitchen with a marble island, bar stools, and a built-in oven.

3. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is AU$572
includes taxes & fees
6 Dec - 7 Dec
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern bedroom with a large bed, a small dining area, and a kitchenette.

4. Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (5 reviews)
"Son and I stayed here for NLF Lacrosse Tournament in Stonybrook. Was happy with the surrounding area-at at Jonny D’s pizza after late game, visited Sagamore National Historic Monument. Great time."
United States
Anonymous traveller
The price is AU$532
includes taxes & fees
12 Nov - 13 Nov
Luxe Provincial Style Studio w/ Patio & Parking
A hotel room with a bed, desk, chair, and a TV.

5. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (14 reviews)
"Decent accommodations for the price. The pillows are pretty stiff and would have liked some more."
United States
Gabriel B.
The price is AU$228
includes taxes & fees
9 Nov - 10 Nov
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
A spacious living room with hardwood flooring, a beige sofa, a coffee table, and a dining area with a table and chairs.

6. Huntington Village 4BR Walkable Sleeps 8

Huntington Village 4BR Walkable Sleeps 8
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"The house was in an ideal location! Unfortunately, there was a nor easterner so walking was not an option but on a lovely day, it would be a perfect house to stay in and explore Huntington! The bedrooms were ideal."
United States
Susan
The price is AU$1,110
includes taxes & fees
12 Nov - 13 Nov
Huntington Village 4BR Walkable Sleeps 8
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

7. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (12 reviews)
"Great place to stay"
United States
Michael D.
The price is AU$846
includes taxes & fees
12 Nov - 13 Nov
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
A two-story house with a front porch, a red hexagonal tile pathway leading to the door, and a well-maintained lawn.

8. East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
9.0 out of 10, Wonderful, (27 reviews)
"Everything was good"
United States
Elena
The price is AU$285
includes taxes & fees
21 Nov - 22 Nov
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

9. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (207 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is AU$246
includes taxes & fees
12 Nov - 13 Nov
Stamford Suites
A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

10. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (49 reviews)
"Great stay "
United States
Tyshieka R.
The price is AU$240
includes taxes & fees
3 Dec - 4 Dec
Cozy Studio by Hofstra University
A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

11. Cozy Home.

Cozy Home.
Hempstead
9.8 out of 10, Exceptional, (7 reviews)
"Clean basement apartment, comfy couch and easy check in."
United States
Gina O.
The price is AU$395
includes taxes & fees
11 Nov - 12 Nov
Cozy Home.
A hotel room with a bed, a television displaying a scenic image, a door with towels hanging, and a view of a beach and lighthouse.

12. The Stone House! Pvt Entry/Sleeps 4 - by Hofstra

The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
Uniondale
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful area and the basement is so clean, quite and the temperature was perfect!"
United States
Ginger C.
The price is AU$295
includes taxes & fees
11 Nov - 12 Nov
The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
A modern kitchen with wooden cabinets and a granite countertop.

13. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (20 reviews)
"great stay just as advertised, a little pricey but worth it."
United States
Victor
The price is AU$334
includes taxes & fees
11 Nov - 12 Nov
Your Perfect Getaway Between Farmingdale & Amityville
A spacious living area with a ping pong table, a covered sofa, and a dining table.

14. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
Dix Hills
The price is AU$346
includes taxes & fees
14 Nov - 15 Nov
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

15. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is AU$245
includes taxes & fees
11 Nov - 12 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Exterior

16. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean upstairs apartment with a private entrance. Very quiet neighborhood with a small park across the street. Karen, the homeowner who lives downstairs is a wonderful person. The place was perfect for what I needed amd the location was great."
United States
Sallyann S.
The price is AU$407
includes taxes & fees
17 Nov - 18 Nov
Welcoming 1 bedroom apartment in beautiful harbor village.
A two-story house with a front porch, a garage, and a well-maintained lawn.

17. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
Great Neck
9.4 out of 10, Exceptional, (3 reviews)
"This place was perfect for my kids and I during our trip to New York. The contact was very responsive and accommodating. We will stay here again the next time we visit the area."
United States
Jared
The price is AU$532
includes taxes & fees
12 Nov - 13 Nov
Great Neck Basecamp: Steps to Downtown & Rail
A bedroom with a bed, a bedside table, a nightstand, a window with curtains, a door, and a bathroom with a toilet, sink, and towel rack.

18. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (57 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is AU$246
includes taxes & fees
6 Nov - 7 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A covered porch with a tiled floor, a hanging light fixture, and a view of a street with parked cars and houses.

19. 2 Pvt bed Rm 1bathroom no kitchen attic

2 Pvt bed Rm 1bathroom no kitchen attic
Uniondale
9.2 out of 10, Wonderful, (10 reviews)
"Parking on the street was always available."
United States
William
The price is AU$210
includes taxes & fees
17 Nov - 18 Nov
2 Pvt bed Rm 1bathroom no kitchen attic
A modern interior with a sectional sofa, a glass wall, and a wooden bookshelf.

20. The Arches Suites

The Arches Suites
2.0 star property
Bronx
The price is AU$361
includes taxes & fees
11 Nov - 12 Nov
The Arches Suites
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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Find holiday rentals that suit your style

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Top Oyster Bay Hotel Reviews

Two twin beds with white bedding, wooden headboards, bedside tables with lamps, and a window with curtains.
Whitman Motor Lodge

Whitman Motor Lodge

Whitman Motor Lodge
Huntington Station

10/10 Excellent

Clean room, and lovely staff. Great value.
Australia
Rosemary
Reviewed June 2, 2026
Whitman Motor Lodge

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 favourite 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 depend 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 AU$227 per night. Entering your travel dates in the search wizard might find you 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?

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside Oyster Bay is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

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 Beekman 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.