Are there any 5-star holiday rentals in Oyster Bay?

Our site doesn't offer any 5-star holiday rentals in Oyster Bay. However, you will still find a few top-rated retreats where the only item on your itinerary will be to unpack and have fun. See what's available by checking out our holiday rentals in Oyster Bay .

Sagamore Hill is a great place to visit for those nature lovers and history buffs. The tour of the Roosevelt house was interesting as well as a full museum on Theodore Roosevelt. This branch of the natural park service also included a nature trail that takes you to the pretty beach in the picture. Along the trail we were able to spot beautiful wild flowers many chipmunks, squirrels, deer, egrets, butterflies, crawfish, salamanders, etc.... Not one of the most majestic national parks I've been to but interesting, very pretty and a great mix of both history and nature! We spent 3.5 hours there including taking the house tour, thoroughly reading through everything in the museum and taking a stroll to the beach. It's near the cute historic town oyster bay which is a great town to stroll through and get lunch!

Oyster Bay 5 Stars Hotels

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Our top choices for Oyster Bay 5-star hotels

The Opus Westchester, Autograph Collection

White Plains

Susan

HK$3,103 total

includes taxes & fees

10 Jan - 11 Jan 2026

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oyster Bay.

Sonesta White Plains Downtown

66 Hale Ave White Plains NY

HK$1,232

HK$1,667 total

25 Jan - 26 Jan 2026

includes taxes & fees

8.6/10 Excellent! (1,192 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Oyster Bay

Stroll along the waterfront and explore the Oyster Bay Railway Museum to dive into the area's rich maritime and transport history. Theodore Roosevelt's summer White House, Sagamore Hill, sits just outside town, offering guided tours and nature trails through its sprawling grounds.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oyster Bay?

There are a range of pricing options for 5-star hotels in Oyster Bay on Expedia. How much you'll pay will depend on your holiday dates, length of stay and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to find the ideal high-end stay.

Search for the lowest price per night from HK$1,556

What makes a hotel 5 stars in Oyster Bay?

From high-end restaurants and 24/7 fitness centers to swimming pools and deluxe bedding, the 5-star experience in Oyster Bay is all about comfort and luxury. But it requires more than just top-notch perks to receive a 5-star rating. Stays also have to provide extraordinary guest services like in-room beauty treatments, laundry and dry cleaning and concierge services.

Are there any 5-star all-inclusive resorts in Oyster Bay?

Use our filters to find an upscale getaway in Oyster Bay where most of what you need is included. Next, refine your results for accommodation that have 5 stars and are categorised as "All inclusive." The first thing on the itinerary at these stays? Relaxation and indulgence.

Oyster Bay 5 Stars Hotels

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