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 24 reviews
Oyster Bay, NY
10/15 – 10/26
$389/nighttotal: $4279 (11 )
Walk To Shops & Dining: Glen Cove Apt W/ Yard!
2 4
apartment , Glen Cove
This Glen Cove apartment rental is conveniently located 1.2 miles from Glen Cove Hospital and within 6 miles of Bayville Adventure Park and Planting Fields Arboretum State Historic Park. The 930-square-foot unit features two bedrooms, two bathrooms, accommodates four guests, and includes a fully equipped kitchen, in-unit laundry, parking, and internet access.
9.9 69 reviews
Oyster Bay, NY
07/28 – 08/01
$389/nighttotal: $1556 (4 )
Chic Barn Loft #2 On Working Farm With Animals
1 2
apartment , West Hills
This charming barn loft apartment is located on a working farm in West Hills, just a short drive from the West Hills Mall and the Santa Susana Mountains. The apartment is highly rated, with excellent user, location, and cleanliness ratings. The apartment can comfortably accommodate two guests and features a fully renovated barn loft with a full kitchen, laundry access, and a queen-sized bed. Enjoy the peace and tranquility of a farm setting with organic vegetables, honey bees, goats, pigs, ducks, and chickens.
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.
10 85 reviews
Oyster Bay, NY
07/28 – 08/01
$250/nighttotal: $1000 (4 )
Adorable 1 Bedroom Beachside Cottage
1 2
house , Bayville
This Bayville guest cottage is located near Madison Avenue, a short walk from Bayville Beach and local restaurants. The one-bedroom unit sleeps three, features a queen bed and pull-out couch, a kitchenette with microwave, coffee maker, refrigerator/freezer, and Keurig, plus beach chairs, towels, and kayaks; convenient street parking is available on Madison Avenue.
9.7 289 reviews
Oyster Bay, NY
10/15 – 10/26
$612/nighttotal: $6732 (11 )
Captain's Cottage On Working Farm With Animals
1 4
cabin , Cold Spring Harbor
This charming cottage is situated on a working farm in Cold Spring Harbor, just a short distance from the harbor and within easy reach of Cold Spring Harbor Laboratory and the Long Island Sound. The cottage has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travelers seeking a tranquil and unique getaway. The cottage features a cozy fireplace, a private deck, and a small loft with twin beds, accommodating up to four guests. Enjoy modern amenities like fast Wi-Fi, laundry access, and a pet-friendly environment, as well as access to farm-fresh delights at the Kerber's Farm store and bakery located at the entrance of the property.
8.5 4 reviews
Oyster Bay, NY
07/03 – 07/05
$438/nighttotal: $876 (2 )
Brand New 3 Bedroom Apt Close To All
3 2
apartment , West Babylon
This brand-new three-bedroom apartment in West Babylon, New York, is conveniently located 14 miles from the Nassau Veterans Memorial Coliseum, 17 miles from Jones Beach, and 18 miles from Long Island MacArthur Airport. This 150-square-foot rental offers three bedrooms, one bathroom, and sleeps nine guests, featuring a fully equipped kitchen, free parking, and Wi-Fi.
10 12 reviews
Oyster Bay, NY
10/15 – 10/26
$437/nighttotal: $4807 (11 )
The Tree House
1 4
house , Cold Spring Harbor
This mid-century modern guesthouse in Cold Spring Harbor, NY, is a five-minute drive from Huntington and Cold Spring Harbor villages and six minutes from Long Island Sound. The one-bedroom, one-bathroom apartment sleeps four with a king bed, twin bed, and sleeper sofa, offering a fully equipped kitchen, private BBQ area, and stunning bamboo views.
9.9 134 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.
9.7 120 reviews
Oyster Bay, NY
10/15 – 10/26
$299/nighttotal: $3289 (11 )
Charming Duplex With Private Yard. Close To The Beach, Dining & Shopping!
3 4
apartment , Greenwich
This fully renovated duplex apartment is located on a quiet street in Greenwich, just a short walk from Byram Beach and a 15-minute walk from Port Chester, offering easy access to restaurants, shops, and entertainment. This Greenwich home has received excellent ratings for location, cleanliness, and overall user experience. The apartment has three bedrooms, one bathroom, and can comfortably accommodate five guests. The home features a modern kitchen, a private patio, a dedicated workspace, a washer and dryer, and amenities like air conditioning and heating.
8.0 1372 reviews
Oyster Bay, NY
07/23 – 07/27
$426/nighttotal: $1704 (4 )
Holiday Inn Plainview-long Island By Ihg
1 2
hotel , Plainview
The Holiday Inn Plainview-Long Island, An Ihg Hotel is conveniently located in Plainview, Long Island, just 6 miles from Walt Whitman Mall and 30 miles from both Downtown Manhattan and JFK International Airport. The hotel offers a range of amenities including an outdoor pool, fitness center, restaurant, bar, and comfortable rooms with work desks, satellite TV, and coffee makers.
Oyster Bay, NY
07/08 – 09/15
$1886/nighttotal: $130134 (69 )
Coastal Sanctuary: Pool & Private Beach Access
1 1
apartment , Bayville
This Bayville apartment offers direct frontage on the Long Island Sound with unobstructed ocean views and private beach access. This 4-bedroom, 4-bathroom residence accommodates up to 8 guests and features a private pool, home office, and a pool table lounge with sunset views.
Oyster Bay, NY
07/28 – 08/01
$338/nighttotal: $1352 (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.
Best Oyster Bay, NY vacation rentals with a balcony
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.
9.0 2 reviews
Oyster Bay, NY
07/08 – 09/15
$246/nighttotal: $16974 (69 )
Beautiful Modern Apartment, Close To Everything !
2 1
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.
Oyster Bay, NY
07/08 – 09/15
$241/nighttotal: $16629 (69 )
Private Basement Walkout In Welcoming Huntington Station Perfect For Your Stay
1 1
apartment , Huntington Station
This 1-bedroom, 1-bathroom apartment in Huntington Station offers a quiet retreat, close to cultural sites like the Paramount Theater and Cold Spring Harbor Whaling Museum, and recreational spots including Oyster Bay Golf Course. Designed for up to 2 guests, this cozy dwelling provides access to local experiences in Huntington Station, with nearby event venues such as Cantiague Park and Crescent Beach Club.
10 78 reviews
Oyster Bay, NY
10/15 – 10/26
$859/nighttotal: $9449 (11 )
Captain's Cottage - Cold Spring Harbor Water Views
3 4
apartment , Cold Spring Harbor
This waterfront Cold Spring Harbor vacation home offers stunning views and is a short walk from Cold Spring Harbor State Park and the Dolan DNA Learning Center, and within 1 mile of the Cold Spring Harbor Fish Hatchery and Aquarium and Trail View State Park. The three-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, spa, tennis court, and free Wi-Fi; nearby attractions include an arcade/game room.
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.
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.
Oyster Bay, NY
10/15 – 10/26
$24552/nighttotal: $270072 (11 )
Walking Distance Golf Course 4-bedroom House With Living Dining And Family Room
4 4
apartment , Bethpage
This Farmingdale rental home is located near the Nassau Veterans Memorial Coliseum and Northwell Health at Jones Beach Theater, with Bethpage Black State Park Golf Course also a short distance away. This house offers 4 bedrooms, 3 bathrooms, and accommodates up to 6 guests with amenities including internet and air conditioning, providing a comfortable base for exploring local attractions and outdoor activities.
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.
9.9 19 reviews
Oyster Bay, NY
10/15 – 10/26
$571/nighttotal: $6281 (11 )
Modern Family Retreat!
1 4
apartment , West Hills
This West Hills apartment rental is located a 20-minute drive from Jones Beach State Park and near Oheka Castle, Crest Hollow Country Club, and Cold Spring Country Club. The three-bedroom, one-bathroom unit sleeps six guests comfortably, offering a microwave, dishwasher, air conditioning, Wi-Fi, and parking, along with a garden.
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 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.
Oyster Bay, NY
10/15 – 10/26
$1232/nighttotal: $13552 (11 )
Spacious 4-bedroom House In Charming Hicksville With Ac
4 4
apartment , Hicksville
This Hicksville vacation rental is situated a 5-minute walk from Hicksville Station, offering convenient access to the area and a 13-minute walk to Broadway Mall and a 10-minute walk to the Long Island Puppet Theater. This house provides air conditioning, Wi-Fi, a fully equipped kitchen with a microwave oven and dishwasher, in-house laundry, and an outdoor barbecue area, with on-site parking available.
8.8 11 reviews
Oyster Bay, NY
09/16 – 09/20
$141/nighttotal: $564 (4 )
Cozy 1-bedroom Apartment In Hicksville With Wifi, Ac
1 2
apartment , Hicksville
This Hicksville apartment rental is conveniently located near the Hicksville LIRR station (a 5-minute drive), Roosevelt Field Mall, and major highways like the I-495 and Northern State Parkway, providing easy access to NYC and other Long Island attractions such as Jones Beach and Adventureland. The one-bedroom, one-bathroom unit sleeps two guests and features a private entrance, parking, in-room amenities including a mini-fridge and microwave, fast Wi-Fi, and is within walking distance of laundry facilities and supermarkets.
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.
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.
10 6 reviews
Oyster Bay, NY
10/15 – 10/26
$2507/nighttotal: $27577 (11 )
Luxury Melville Mansion W/ Pool & Indoor Court
1 4
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 10 reviews
Oyster Bay, NY
07/23 – 07/27
$4119/nighttotal: $16476 (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
07/03 – 07/05
$4384/nighttotal: $8768 (2 )
Suite Retreat- Ryder Cup Rental
1 2
apartment , Plainedge
This Bethpage apartment rental is conveniently located near Bethpage Black State Park Golf Course (5 minutes) and Bethpage State Park (4 minutes), offering easy access to Roosevelt Field Mall and other attractions. The one-bedroom, one-bathroom unit includes Wi-Fi, air conditioning, a swimming pool, on-site parking, and a washer/dryer, perfect for a couple or solo traveler exploring Long Island.
9.9 28 reviews
Oyster Bay, NY
10/15 – 10/26
$1770/nighttotal: $19470 (11 )
Spectacular Waterfront Retreat
1 4
apartment , Mill Neck
This waterfront home sits on Mill Neck Harbor, offering direct access to the water and a peaceful setting just a short distance from the village center. Enjoy private beach access with paddle boards, canoe, and kayak for exploring the serene Mill Neck Harbor. This 5-bedroom, 3-bathroom house can comfortably accommodate up to 8 guests. Relax in the saltwater pool, enjoy the large deck with a grill, and take advantage of the spacious grassy yard with a swing set and lawn games.
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.
Oyster Bay, NY
07/03 – 07/05
$3095/nighttotal: $6190 (2 )
Magnificent Waterfront Playground!
4 2
apartment , Huntington
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
10 21 reviews
Oyster Bay, NY
10/15 – 10/26
$940/nighttotal: $10340 (11 )
Primary Beachfront House
1 4
apartment , Bayville
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
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.
9.7 31 reviews
Oyster Bay, NY
09/16 – 09/20
$678/nighttotal: $2712 (4 )
Newly Renovated Modern 4b3b Home
1 2
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
