Oyster Bay vacation rentals

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Top-rated vacation rentals in Oyster Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Long Island

4.98 out of 5 average rating, 219 reviews

Eco-friendly Apartment. in Cozy home pvt entrance.

This stylish place to stay is perfect for anyone looking to get away! You have own entire floor with private entrance, and many amenities. This spacious airbnb comes with fully stocked entertainment system, work out equipment, fire place, super fast wifi. This aribnb is located by prime locations such as 20 mins to jones & long beach, 15 minutes to nautica mile, roosevelt field mall, 10 minutes to Eisenhower Park, 5 mins to Nassau Coliseum, 20 min to USB arena + more. your bathroom is private.

Guest favorite

Rental unit in Huntington

4.95 out of 5 average rating, 261 reviews

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Guest favorite

Guest suite in Bayville

4.92 out of 5 average rating, 487 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Guest favorite

Rental unit in Deer Park

4.95 out of 5 average rating, 149 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban getaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Guest favorite

Serviced apartment in Huntington Station

4.94 out of 5 average rating, 166 reviews

Lovely brand new apt 2 min away from train station

Have a fun getaway at this stylish beautiful place. In a brand new home, super fast wifi for remote work for business travelers or family. Walking distance from train station and 5 minutes away from Huntington Historic Village or take a 45 min train ride to NYC. Enjoy all the local restaurants, shops, bars and Paramount theater. Do you want to take a flight around NYC on a private plane? Ask host for more details. Central AC/Heat 1GB wifi speed

Guest favorite

Guest suite in Levittown

4.91 out of 5 average rating, 161 reviews

Beautiful Private Studio on LI, easy access to NYC

Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

Guest favorite

Home in Centerport

4.94 out of 5 average rating, 141 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

Superhost

Rental unit in Northport

4.85 out of 5 average rating, 170 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Guest favorite

Rental unit in Harrison

4.96 out of 5 average rating, 274 reviews

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

Guest favorite

Rental unit in Glen Cove

4.95 out of 5 average rating, 164 reviews

Comfy and very spacious apartment!

Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.

Guest favorite

Cabin in Huntington

4.86 out of 5 average rating, 265 reviews

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

Superhost

Rental unit in Oyster Bay

4.79 out of 5 average rating, 228 reviews

Spacious Apartment Rental in Heart of Oyster Bay

Full 2nd-floor apartment rental in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable A brief walk down into town. Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle is highly recommended.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oyster Bay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Oyster Bay's top sights

Planting Fields Arboretum27 locals recommend

Theodore Roosevelt Memorial Park6 locals recommend

Wild Honey6 locals recommend

Stop & Shop3 locals recommend

Mario's Pizzeria of Oyster Bay3 locals recommend

Taby's Burger House3 locals recommend

Other great vacation rentals in Oyster Bay

Guest favorite

Rental unit in Hicksville

4.95 out of 5 average rating, 20 reviews

1 Bedroom Apt. in Hicksville

Guest favorite

Home in Glen Cove

4.94 out of 5 average rating, 34 reviews

Beautiful 3bedrooms Home@Glen Cove

Guest favorite

Cottage in Brentwood

4.98 out of 5 average rating, 47 reviews

The Comfy Cottage

Guest favorite

Rental unit in Stamford

5 out of 5 average rating, 63 reviews

Cozy King BR | Walk to beach | Close to downtown

Guest favorite

Home in Syosset

4.92 out of 5 average rating, 49 reviews

Elegant, resort style, clean, north shore home

Guest favorite

Guesthouse in Huntington Station

4.99 out of 5 average rating, 80 reviews

Modern fully updated 2nd Floor apartment

Guest favorite

Rental unit in Norwalk

4.96 out of 5 average rating, 23 reviews

Cozy, functional, soothing

Guest favorite

Rental unit in Huntington Station

4.89 out of 5 average rating, 99 reviews

Clean Cozy Studio with Private Entrance.

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Quick stats about vacation rentals in Oyster Bay

Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.6K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Local attractions
Theodore Roosevelt Memorial Park, Stop & Shop, and Mario's Pizzeria of Oyster Bay

Oyster Bay vacation rentals

Top-rated vacation rentals in Oyster Bay

Home in Long Island

Rental unit in Huntington

Guest suite in Bayville

Rental unit in Deer Park

Serviced apartment in Huntington Station

Guest suite in Levittown

Home in Centerport

Rental unit in Northport

Rental unit in Harrison

Rental unit in Glen Cove

Cabin in Huntington

Rental unit in Oyster Bay

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Oyster Bay vacation rentals

Stay near Oyster Bay's top sights

Other great vacation rentals in Oyster Bay

Rental unit in Hicksville

Home in Glen Cove

Cottage in Brentwood

Rental unit in Stamford

Home in Syosset

Guesthouse in Huntington Station

Rental unit in Norwalk

Rental unit in Huntington Station

Quick stats about vacation rentals in Oyster Bay

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore