Compare vacation rentals in Oyster Bay, NY from 100+ sites!
12 available vacation rental offers
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Best Vacation rentals and Airbnb offers in Oyster Bay, NY
10 6 reviews
Oyster Bay, NY
07/28 – 08/01
$2322/nighttotal: $9288 (4 )
Luxury Melville Mansion W/ Pool & Indoor Court
1 2
house , Melville
This 7,000 sq ft mansion in Melville's Manetto Hill Estates is located 5 miles from the beach and offers convenient access to Cold Spring Harbor and Huntington. This estate features 4 bedrooms, 4 bathrooms, and can accommodate up to 10 guests, boasting amenities such as an indoor basketball court, a seasonal outdoor pool and jacuzzi, and an in-home gym.
10 7 reviews
Oyster Bay, NY
07/28 – 08/01
$292/nighttotal: $1168 (4 )
Secret Hideaway: Luxury L.i. Studio W/priv. Entrn
1 2
studio , Huntington
This Huntington Station apartment rental is conveniently located within two miles of the Paramount Theatre, Cinema Arts Center, and Heckscher Museum of Art, and three miles from Huntington Hospital. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and access to a fitness center and parking.
6.0 1 review
Oyster Bay, NY
10/15 – 10/26
$295/nighttotal: $3245 (11 )
Family-friendly Retreat W/ Trampoline & Grill
2 4
apartment , Locust Valley
This 2-bedroom, 1-bathroom apartment in Locust Valley offers a peaceful residential setting on Long Island's North Shore, a short drive from downtown shops and restaurants, and close to Theodore Roosevelt Sanctuary and Audubon Center and Garvies Point Museum and Preserve. This family-friendly dwelling accommodates up to 4 guests with amenities including a fully equipped kitchen, air conditioning, internet, garden with a trampoline, and crib availability, plus roadside parking.
Oyster Bay, NY
07/28 – 08/01
$324/nighttotal: $1296 (4 )
Viana Hotel & Spa
1 2
resort , Jericho
The Viana Hotel & Spa is conveniently located in Westbury, just minutes from the NYCB Theatre and close to Cantiague Park, offering easy access to entertainment and outdoor activities. This hotel provides a comfortable and relaxing atmosphere for travelers looking for a getaway in Jericho. The Viana Hotel & Spa features a full-service spa, an indoor pool, and a fitness center, along with a restaurant and bar. You can also enjoy a terrace or balcony for outdoor relaxation.
Oyster Bay, NY
09/16 – 09/20
$249/nighttotal: $996 (4 )
Modern Masters Bedroom With Cozy Vibes
1 2
apartment , Hicksville
This Hicksville apartment rental is conveniently located on the first floor of a private house, a short distance from the Nassau Veterans Memorial Coliseum, Roosevelt Field Mall, and UBS Arena. The one-bedroom, one-bathroom unit sleeps two guests and features a queen-sized bed, a spacious walk-in closet, a full bathroom with a hairdryer, high-speed WiFi, and air conditioning.
9.3 3 reviews
Oyster Bay, NY
07/28 – 08/01
$1362/nighttotal: $5448 (4 )
Jericho 3br Walk To Whole Foods
1 2
apartment , Jericho
This three-bedroom, two-bathroom Jericho apartment is conveniently located in a quiet cul-de-sac near a wooded reserve, within walking distance of Starbucks, Whole Foods Market, and Opus. The fully renovated unit features a modern kitchen with Bertazzoni appliances, a private deck with a gas BBQ, all-wood floors, and accommodates up to six guests.
Oyster Bay, NY
07/28 – 08/01
$351/nighttotal: $1404 (4 )
2 Mi To Nyc Train: Wfh-friendly Greenwich Apt!
1 2
apartment , Greenwich
This Greenwich apartment is conveniently located approximately 2.2 miles from Purchase College and 2.5 miles from Capitol Theatre. This pet-friendly residence offers air conditioning, a full kitchen with a microwave, a private patio, on-site barbecue grills, and complimentary self-parking.
9.2 30 reviews
Oyster Bay, NY
09/16 – 09/20
$227/nighttotal: $908 (4 )
Locust Valley Luxury Guest House
1 2
house , Matinecock
This modern cottage-style house is located in Locust Valley, a short drive from Matinecock's attractions. The one-bedroom, one-bathroom house sleeps two guests and features a brand-new bathroom, luxurious hotel-style amenities, and a private garden; parking is available.
Oyster Bay, NY
07/08 – 09/15
$259/nighttotal: $17871 (69 )
Roslyn/greenvale 1st Floor Flat With Garden
1 1
apartment , Greenvale
This Greenvale, Nassau County rental is a 1,000+ square foot first-floor apartment, a five-minute walk from the Greenvale Long Island Rail Road station, near NYIT, LIU Post, Old Westbury Gardens, and the Nassau County Museum of Art. The three-bedroom, two-bathroom unit features a modern kitchen with a fridge and dishwasher, air conditioning, heated floors, a private backyard with a koi pond, on-site parking, and accommodates up to four guests.
Oyster Bay, NY
07/28 – 08/01
$1029/nighttotal: $4116 (4 )
Serenity Retreat- Spacious 1 Bedroom With Access To Private Pool And Jacuzzi
1 2
cottage , Muttontown
This cozy cottage is located in Glen Head, offering convenient access to Old Westbury Gardens and Oheka Castle, with Theodore Roosevelt Sanctuary and Bethpage State Park also nearby. This private cottage accommodates two guests and features a private pool, basketball court, and Jacuzzi, along with a full kitchen, air conditioning, and Wi-Fi.
9.2 14 reviews
Oyster Bay, NY
07/13 – 07/31
$695/nighttotal: $12510 (18 )
Private Home In Long Island
1 1
apartment , Syosset
This apartment is located in a beautiful neighborhood in Long Island, just a short drive from shopping centers and restaurants. Guests have consistently rated the apartment excellent for cleanliness, location, and overall experience. This spacious house has 4 bedrooms and 3 bathrooms, comfortably accommodating up to 10 guests. Enjoy a private backyard with a swimming pool, a fully equipped kitchen, and parking for two vehicles.
Oyster Bay, NY
07/08 – 09/15
$4039/nighttotal: $278691 (69 )
Spacious 4-bedroom Townhome, 5 Min Walk From Bethpage Black
4 1
apartment , Farmingdale
This Farmingdale vacation rental is ideally situated for golf enthusiasts, with Bethpage Black a 4-minute walk (approximately 2112 feet) and Bethpage Black State Park Golf Course a 9-minute walk (approximately 4752 feet) away, offering easy access to major attractions like Jones Beach State Park and Nassau Veterans Memorial Coliseum. This 4-bedroom, 3-bathroom dwelling accommodates up to 6 guests and features essential amenities including air conditioning, a microwave oven, on-site parking, and in-unit laundry, ensuring a comfortable stay with convenient access to local entertainment.
Best Oyster Bay, NY vacation rentals with a balcony
9.6 80 reviews
Oyster Bay, NY
10/15 – 10/26
$342/nighttotal: $3762 (11 )
Adorable Cottage With Water Views, Across The Street From Prime & Other Eateries
2 4
apartment , Halesite
This vacation rental is located in Huntington, a mile from Huntington Hospital and the Heckscher Museum of Art, offering easy access to local attractions and a peaceful setting. Guests consistently rate this home "excellent". The house has two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities like a fully equipped kitchen, a spa tub, and a terrace, perfect for relaxing and entertaining.
9.4 65 reviews
Oyster Bay, NY
10/15 – 10/26
$273/nighttotal: $3003 (11 )
Flex Comfort Apts Of Greenwich #3
2 4
apartment , Greenwich
This 2-bedroom, 1-bathroom apartment in Greenwich, CT, is located just 1 mile from the train station and downtown, offering convenient access to I-95 and a 45-minute commute to Grand Central. This top-floor unit features excellent natural light, a well-equipped kitchen, air conditioning, a private parking for up to 2 cars, and access to a shared outdoor patio with a grill, all within reach of downtown Greenwich's retail and dining, as well as coastal activities.
9.5 435 reviews
Oyster Bay, NY
10/15 – 10/26
$146/nighttotal: $1606 (11 )
Flex Comfort Apts Of Greenwich #1
1 4
apartment , Greenwich
This Greenwich apartment is conveniently located near Greenwich Avenue, the Greenwich Ferry Dock, and the Bruce Museum, all within a 3 km radius. With excellent user, location, and cleanliness ratings, this rental is a great choice for travelers. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. This rental offers modern amenities like free Wi-Fi, a TV, and a well-equipped kitchen, as well as a private patio, in-unit laundry, and access to barbecue grills.
10 17 reviews
Oyster Bay, NY
10/15 – 10/26
$432/nighttotal: $4752 (11 )
The Oasis @ Long Island
2 4
apartment , Huntington Station
This Huntington Station apartment is conveniently located just a short drive from shops, cafes, and entertainment options, and is only 50 minutes from Manhattan. The apartment has earned excellent ratings from previous guests and is perfect for a relaxing getaway. This 2-bedroom, 1-bathroom apartment comfortably accommodates 4 guests and features a spacious living area. The apartment offers a fully equipped kitchen, a private balcony, and a variety of amenities for relaxation and entertainment, including a large TV, a yoga mat, weights, and complimentary snacks and drinks.
Browse Family-Friendly Vacation Rentals in Oyster Bay, NY
Perfect for family trips, these spacious Oyster Bay, NY rentals and Airbnbs provide easy access to local beaches.
9.9 135 reviews
Oyster Bay, NY
10/15 – 10/26
$333/nighttotal: $3663 (11 )
Quaint Duplex With Private Yard. Walk To Beach, Dining, & Shopping!
3 4
apartment , Greenwich
This fully renovated duplex apartment is located in Greenwich, just a short walk from Byram Beach and Port Chester, with the train station a mile away. It has consistently received excellent ratings for location, cleanliness, and overall user experience. This comfortable home offers 1050 square feet of living space and can accommodate up to 5 guests. The apartment features a modern kitchen, a private patio, a large-screen TV, an electric fireplace, and a work-from-home friendly setup with high-speed WiFi.
10 143 reviews
Oyster Bay, NY
10/15 – 10/26
$889/nighttotal: $9779 (11 )
Captain’s Cottage Water Views -3 Bdrm
1 4
apartment , Cold Spring Harbor
This Cold Spring Harbor apartment is just a 5-minute drive from a private beach and close to shopping, restaurants, and the local park. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom home can accommodate up to six guests. It features a spacious living area, a fully equipped kitchen, a comfortable basement with a game room, a unique loft bedroom with a fireplace and a private deck, and a two-story children's playhouse.
Oyster Bay, NY
10/15 – 10/26
$1292/nighttotal: $14212 (11 )
Magnificent Waterfront Playground!
4 4
apartment , Huntington
This Huntington, New York vacation rental is an 11-minute walk from Knollwood Beach and a 9-minute drive from Huntington Beach, offering easy access to attractions like the Vanderbilt Museum and Cold Spring Harbor Fish Hatchery & Aquarium. This 3700-square-foot home features four bedrooms, three bathrooms, and accommodates up to ten guests, boasting a private terrace, swimming pool, and fully equipped kitchen including a dishwasher; on-site parking is also available.
10 19 reviews
Oyster Bay, NY
10/15 – 10/26
$426/nighttotal: $4686 (11 )
Ideally Located Glen Cove Apartment!
3 4
apartment , Glen Cove
This Glen Cove apartment rental is near the sea, 1.2 miles from Glen Cove Hospital, and within 6 miles of Bayville Adventure Park and Planting Fields Arboretum State Historic Park. This 1350-square-foot family-friendly dwelling boasts four bedrooms, two bathrooms, sleeps eight, includes a fully equipped kitchen with dishwasher, in-unit laundry, and offers on-site arcade games.
Frequently Asked Questions about vacation rentals in Oyster Bay, NY
What are some interesting places to visit in or near Oyster Bay, NY?
Oyster Bay is full of charm! You can visit the Theodore Roosevelt Birthplace National Historic Site, explore the Oyster Bay Historical Society Museum, or take a stroll along the waterfront at the Oyster Bay Harbor. If you want to venture a bit further, Sagamore Hill National Historic Site, the home of Theodore Roosevelt, is a short drive away.
What are the best Airbnb and vacation rentals in Oyster Bay, NY?
Which walking or cycling routes are the best in Oyster Bay, NY?
The Oyster Bay waterfront offers a beautiful paved path perfect for walking or cycling. You can also explore the scenic trails at Planting Fields Arboretum State Historic Park. For a more challenging ride, the Long Island Rail Road Trail offers a 10-mile paved path that stretches from Oyster Bay to Hicksville.
What are the most popular Airbnbs in Oyster Bay, NY?
What sports or outdoor activites can visitors enjoy in and around Oyster Bay, NY?
Oyster Bay has plenty to offer! You can go boating, fishing, or kayaking in the harbor. There are also several parks with tennis courts, playgrounds, and baseball fields. For a more adventurous experience, you can go hiking in the nearby Theodore Roosevelt Sanctuary & Audubon Center.
What are the best vacation rentals with a pool in Oyster Bay, NY?
What other towns or cities can be easily accessed from Oyster Bay, NY?
Oyster Bay is conveniently located on Long Island. You can easily reach nearby towns like Glen Cove, Cold Spring Harbor, and Huntington by car. If you want to explore further, you can take the Long Island Rail Road to New York City, which is about an hour away.
What are the best rentals for families and kids in Oyster Bay, NY?
What amenities are commonly available in vacation rentals in Oyster Bay, NY?
Vacation rentals in Oyster Bay typically come with amenities like Wi-Fi, air conditioning, and parking. Many also offer laundry facilities, kitchens, and outdoor spaces like patios or decks. Be sure to check the listing for specific amenities.
What are the best rentals or Airbnbs with a jacuzzi in Oyster Bay, NY?
What time of year is best to rent a vacation rental Oyster Bay, NY?
The best time to visit Oyster Bay depends on your preference. Summer is the most popular time, with warm weather and plenty of outdoor activities. Fall is a beautiful time to visit with foliage changing colors, and spring offers milder weather for outdoor activities.
Destinations nearby
Best Oyster Bay, NY vacation rentals with parking
10 2 reviews
Oyster Bay, NY
10/15 – 10/26
$206/nighttotal: $2266 (11 )
Cozy Cottage
1 4
apartment , Hempstead
This 1-bedroom apartment in Hempstead provides convenient access to attractions such as the African American Museum and Nassau Veterans Memorial Coliseum, and is a short drive from the Long Island Children's Museum, UBS Arena, and the USTA Billie Jean King National Tennis Center. This pet-friendly rental accommodates up to three guests and features a queen bed, a private bathroom with a hair dryer, and year-round heating and air conditioning, with parking available.
9.0 2 reviews
Oyster Bay, NY
09/16 – 09/20
$355/nighttotal: $1420 (4 )
Beautiful Modern Apartment, Close To Everything !
2 2
apartment , Hicksville
This Hicksville apartment is conveniently located near Long Island Puppet Theatre, Broadway Mall, and within a short drive of Cantiague Park and Bethpage Community Park. It has received excellent user ratings, indicating a positive experience for previous guests. This two-bedroom, one-bathroom rental offers 1300 square feet of space and can comfortably accommodate up to 5 guests. Enjoy modern amenities like free Wi-Fi, a Smart TV, and a fully equipped kitchen, as well as a terrace or balcony for relaxing.
10 13 reviews
Oyster Bay, NY
10/15 – 10/26
$407/nighttotal: $4477 (11 )
Walk To Shops & Dining: Glen Cove Apt W/ Yard!
2 4
apartment , Glen Cove
This Glen Cove apartment rental is located less than a mile from downtown, offering easy access to shops, restaurants, and attractions such as Belmont Park, Citi Field, and LaGuardia Airport (all within a 15-25 mile radius). This 930-square-foot, two-bedroom, two-bathroom unit sleeps seven, features a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, and a flat-screen TV.
9.5 6 reviews
Oyster Bay, NY
10/15 – 10/26
$433/nighttotal: $4763 (11 )
The Heart Of Hicksville House
3 4
house , Hicksville
This Hicksville vacation rental is conveniently located six miles from the Nassau Veterans Memorial Coliseum and within a 13-14 mile radius of Jones Beach, Belmont Park, and the Nikon at Jones Beach Theater. The 1,360-square-foot one-bedroom house features two bathrooms, accommodates up to 13 guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, and a jacuzzi.
Choose the Right Vacation Rentals with a Pool in Oyster Bay, NY
Complement your time by the water with a dip in the pool at these Oyster Bay, NY vacation rentals with on-site swimming facilities.
Oyster Bay, NY
07/13 – 07/31
$3138/nighttotal: $56484 (18 )
Ryder Cup Pool House In Glen Head.
1 1
house , Glen Head
This Glen Head dwelling provides a peaceful and centrally located base, offering convenient access to local attractions and transportation routes for exploring the surrounding area. This residence accommodates two guests and features air conditioning, a swimming pool, a Jacuzzi, and parking, with a kitchen equipped with a fridge and freezer for a comfortable stay.
10 1 review
Oyster Bay, NY
07/28 – 08/01
$3171/nighttotal: $12684 (4 )
Hampton Style Summer Getaway - Spacious 4-bedroom House With Private Pool
4 2
apartment , Muttontown
This four-bedroom Muttontown house, located in Glen Head, Long Island, offers easy access to the Theodore Roosevelt Sanctuary & Audubon Center and Bethpage State Park. The 4-bedroom, 3-bathroom home comfortably sleeps eight guests and features a private pool, air conditioning, and is close to Nassau Veterans Memorial Coliseum and UBS Arena.
10 10 reviews
Oyster Bay, NY
07/28 – 08/01
$3708/nighttotal: $14832 (4 )
Bedi Mansion - A Family Getaway - Retreats - Fill With Lots Of Sun And Pool Time
6 2
apartment , Muttontown
This Muttontown vacation home is located in Jericho, just a short drive from Broadway Mall and Cantiague Park, offering easy access to shopping and recreation. Guests consistently rate this property as excellent, making it a popular choice for travelers. This spacious rental has six bedrooms and six bathrooms, comfortably accommodating up to sixteen guests. Enjoy a private pool, spa, and a fully equipped kitchen, along with a terrace, garden, and a game room for added entertainment.
Oyster Bay, NY
07/13 – 07/31
$1878/nighttotal: $33804 (18 )
Beautiful Home In Oyster Bay Cove + Pool And More
1 1
apartment , Oyster Bay Cove
This stylish family-friendly apartment is located in the Oyster Bay Cove district, offering convenient access to local attractions. This apartment accommodates up to 8 guests and features a full kitchen, air conditioning, a swimming pool, a garden, a fitness center, a sunroom, a pool table, a poker table, a gazebo, a sauna, a steam room, a jacuzzi, and a wine cellar, with a pet-friendly policy considered on a case-by-case basis.
Browse Waterfront Vacation Rentals in Oyster Bay, NY
Relax near the shore in these coastal Oyster Bay, NY vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
10 85 reviews
Oyster Bay, NY
07/28 – 08/01
$249/nighttotal: $996 (4 )
Adorable 1 Bedroom Beachside Cottage
1 2
house , Bayville
10 21 reviews
Oyster Bay, NY
10/15 – 10/26
$940/nighttotal: $10340 (11 )
Primary Beachfront House
1 4
apartment , Bayville
Oyster Bay, NY
10/15 – 10/26
$2398/nighttotal: $26378 (11 )
Waterfront Retreat
1 4
apartment , Glen Cove
Oyster Bay, NY
07/08 – 09/15
$1886/nighttotal: $130134 (69 )
Coastal Sanctuary: Pool & Private Beach Access
1 1
apartment , Bayville
Traveler-Approved Luxury Vacation Rentals in Oyster Bay, NY
Indulge in a luxury vacation rental in Oyster Bay, NY, where high-end design meets world-class 5-star comfort.
8.8 10 reviews
Oyster Bay, NY
10/15 – 10/26
$420/nighttotal: $4620 (11 )
Family Home Near Ny Beach Private Workspace
3 4
apartment , Glen Head
Explore Vacation Rentals with Saunas in Oyster Bay, NY
Maximize your recovery with an on-site sauna, a standard feature at these premier Oyster Bay, NY vacation rentals.
Oyster Bay, NY
10/15 – 10/26
$3599/nighttotal: $39589 (11 )
Ryder Cup - Spacious Serene New England-style Home
