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Places to stay in Oyster Bay

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Popular amenities for Oyster Bay places to stay

Stay near Oyster Bay's top sights

Wild Honey6 locals recommend
Stop & Shop3 locals recommend
Mario's Pizzeria of Oyster Bay3 locals recommend

Other great vacation rentals in Oyster Bay

Superhost
An expansive outdoor area showcases a heated pool surrounded by wooden decking. Sun loungers and umbrellas are arranged around the pool, with colorful seating accents visible. Pathways meander through lush greenery, integrating seating and recreational spaces within the tranquil courtyard.
Apartment in Downtown Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars3 months ago
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit
Superhost
Large windows allow natural light to fill the open living space, showcasing the stunning view of the Great South Bay. A comfortable sofa with decorative pillows faces the water, complemented by a dining area nearby. Warm wood tones enhance the cozy atmosphere of the room.
Cabin in Shirley
4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars1 week ago
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!
Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and an oven. Gray cabinetry contrasts with a mosaic backsplash. A sink is positioned beneath a window, while a clean mat lies on the floor near the countertop.
Apartment in Brentwood
4.84 out of 5 average rating, 32 reviews

Home away your home

GeraldineRating, 5 stars5 days ago
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.
Guest favorite
A shoreline is depicted with a mixture of smooth, round pebbles covering the sand. Gentle waves are seen rolling onto the beach, and a colorful sunset fills the sky, casting reflections over the water's surface.
Cabin in Rocky Point
4.89 out of 5 average rating, 485 reviews

Great little place just for a couple

PaulRating, 5 stars2 days ago
The property was cozy and clean with great graden sitting are and almost everything you could need. Only qualm was that the property was advertised to have a fence but there isn’t one, there is a hedge but not a gate to make an enclosed space for a dog. This isn’t a huge deal because the beach is so close and great for walks just a minor disappoint other than that the place is incredibly cozy and we would be happy to stay here again
Guest favorite
A shaded porch is visible, featuring a round table with a floral tablecloth and several chairs. The tranquil ocean is seen in the background, while distant land can be discerned on the horizon. Soft light illuminates the space, enhancing the inviting setting.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Superhost
A charming cabin exterior features dark wooden siding and light-toned accents. Steps lead to a welcoming deck where a kayak rests alongside two spacious chairs. Large windows provide natural light, while surrounding trees create a serene atmosphere.
Apartment in Rocky Point
4.84 out of 5 average rating, 108 reviews

Cozy and Quiet space to Relax

BrianRating, 5 stars2 months ago
Great stay at a great location
Guest favorite
A cozy seating area features a large tent and two lounge chairs, accompanied by a shaded umbrella. Soft lighting creates a serene ambiance around the pool area, which is bordered by trees. Decorative rugs add warmth to the wooden deck.
Home in Mastic
4.95 out of 5 average rating, 141 reviews

Paradise Citadel hottub, Htd pool golf basketball

ElisaRating, 5 stars2 days ago
Wonderful house, with every possible thoughtful touch from bath robes and slippers to a popcorn machine! Louis was so kind and easy to communicate with. We would love to come back!
Guest favorite
A bright living area features large glass doors that open to a beautiful view of the ocean. Comfortable seating includes a sectional sofa and accent chairs, with a modern TV and light wood flooring adding to the ambiance. An umbrella provides shade for outdoor seating on the deck.
Home in Woodmont
4.86 out of 5 average rating, 28 reviews

Charming 3 bedroom Beach Front Cottage

ShirraRating, 5 stars1 week ago
Our family loved staying here! It was a perfect fit for us (2 adults upstairs & 2 young teen kids in their own room) + grandma downstairs (so no fall hazard!) The views were perfect and added bonus for my kids to burn off steam even in the chilly weather. The open layout downstairs worked great. We weren’t there for many meals so didn’t utilize the kitchen to its fully potential. Jonathan was very responsive and polite with any questions I had during our stay. It was a lovely place that worked out perfectly during our time spent visiting family in CT!

Quick stats about vacation rentals in Oyster Bay

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Gym, BBQ grill, and Laptop-friendly workspace

  • Local attractions

    Mario's Pizzeria of Oyster Bay, Taby's Burger House, and Stop & Shop

Destinations to explore

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