An aerial view of a coastal area with a clear demarcation between land and water, a sandy beach, and a distinct shoreline.

Oyster Bay Holiday Rentals

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Our top choices for Oyster Bay holiday rentals

1. 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 NZ$637
includes taxes & fees
2 Nov - 3 Nov
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

2. 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 NZ$992
includes taxes & fees
8 Nov - 9 Nov
Captain's Cottage - Cold Spring Harbor Water Views

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 NZ$690
includes taxes & fees
2 Nov - 3 Nov
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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 NZ$659
includes taxes & fees
2 Nov - 3 Nov
Luxe Provincial Style Studio w/ Patio & Parking

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 NZ$279
includes taxes & fees
4 Nov - 5 Nov
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

6. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is NZ$423
includes taxes & fees
2 Nov - 3 Nov
Your Perfect Getaway Between Farmingdale & Amityville

7. 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 NZ$1,345
includes taxes & fees
4 Nov - 5 Nov
Huntington Village 4BR Walkable Sleeps 8

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
8.8 out of 10, Excellent, (26 reviews)
"Everything was good"
United States
Elena
The price is NZ$349
includes taxes & fees
21 Nov - 22 Nov
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

9. 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 NZ$361
includes taxes & fees
8 Nov - 9 Nov
The Stone House! Pvt Entry/Sleeps 4 - by Hofstra

10. 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 NZ$1,057
includes taxes & fees
9 Nov - 10 Nov
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

11. 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 NZ$295
includes taxes & fees
2 Dec - 3 Dec
Cozy Studio by Hofstra University

12. 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 NZ$303
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

13. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NZ$623
includes taxes & fees
4 Nov - 5 Nov
Guesthouse at Norwalk Inn

14. 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, (56 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 NZ$289
includes taxes & fees
2 Nov - 3 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

15. 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 NZ$480
includes taxes & fees
2 Nov - 3 Nov
Cozy Home.

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 NZ$515
includes taxes & fees
9 Nov - 10 Nov
Welcoming 1 bedroom apartment in beautiful harbor village.

17. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
The price is NZ$477
includes taxes & fees
2 Nov - 3 Nov
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

18. 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 NZ$254
includes taxes & fees
4 Nov - 5 Nov
2 Pvt bed Rm 1bathroom no kitchen attic

19. 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 NZ$374
includes taxes & fees
3 Nov - 4 Nov
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

20. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is NZ$333
includes taxes & fees
4 Nov - 5 Nov
1 bedroom 1 bath private entrance
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$192 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?

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.