Vacation Rentals in Oyster Bay, NY: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  New York

  5.  Oyster Bay

Refine your search

Price per night

Amenity Filter

Rating

40 Best Vacation Rentals in Oyster Bay (Starting from $132)

Private estate apartment.
Private estate apartment.
Apartment
Glen Head, NY, USA
9.4k from Oyster Bay center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay, Self-catering

1 Bedroom6 Guests
9.1

Superb

12 reviews

$285
Average price / night
Check Availability
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
House
Oyster Bay, NY, 11771, United States
1.8k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

5 Bedrooms10 Guests
New to Booking
$1225
Average price / night
Check Availability
Cozy1B1B W Private Entrance
Cozy1B1B W Private Entrance
Apartment
Jericho, NY, USA
9.6k from Oyster Bay center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$132
Average price / night
Check Availability
Walk to Beach & Town - Spacious 3BR Apartment in Oyster Bay
Walk to Beach & Town - Spacious 3BR Apartment in Oyster Bay
Apartment
Oyster Bay, NY, 11771, United States
2.1k from Oyster Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
9.4

Superb

6 reviews

$387
Average price / night
Check Availability
Charming bungalow with AC and WiFi in fantastic Cold Spring Harbor.
Charming bungalow with AC and WiFi in fantastic Cold Spring Harbor.
House
Cold Spring Harbor, NY, 11724, United States
4.0k from Oyster Bay center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
7.4

Good

13 reviews

$176
Average price / night
Check Availability
Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water Views
House
Cold Spring Harbor, NY, 11724, United States
4.3k from Oyster Bay center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

75 reviews

$482
Average price / night
Check Availability
Beach house cottage steps to private beach in the heart of Bayville
Beach house cottage steps to private beach in the heart of Bayville
Cottage
Bayville, NY, 11709, United States
4.8k from Oyster Bay center

AC, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$444
Average price / night
Check Availability
Family-Friendly Retreat w/ Trampoline & Grill
Family-Friendly Retreat w/ Trampoline & Grill
House
Locust Valley, NY, 11560, United States
5.4k from Oyster Bay center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$415
Average price / night
Check Availability
2bed/2bath Beach Bungalow in Bayville, NY
2bed/2bath Beach Bungalow in Bayville, NY
House
Bayville, NY, 11709, United States
5.5k from Oyster Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$270
Average price / night
Check Availability
 1-bedroom apartment with AC in  Syosset
1-bedroom apartment with AC in Syosset
Apartment
Syosset, NY, 11791, United States
6.0k from Oyster Bay center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$459
Average price / night
Check Availability
Long Island’s most unique stay! Beautiful home on The Gold Coast.
Long Island’s most unique stay! Beautiful home on The Gold Coast.
House
Cold Spring Harbor, NY, 11724, United States
6.1k from Oyster Bay center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

9 Bedrooms15 Guests
9.8

Exceptional

6 reviews

$1929
Average price / night
Check Availability
🌸🌼SUNSATIONAL Locust Valley Village  Charmer🏖🎊HIGH SPEED INTERNET!💫
🌸🌼SUNSATIONAL Locust Valley Village Charmer🏖🎊HIGH SPEED INTERNET!💫
House
Locust Valley, NY, 11560, United States
7.1k from Oyster Bay center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
4.0

Review score

1 reviews

$547
Average price / night
Check Availability
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
House
Huntington, NY, 11743, United States
7.1k from Oyster Bay center

Dryer, Internet, Kitchen, Laundry, No Smoking, TV, Washer, Washer And Dryer

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$321
Average price / night
Check Availability
Serenity Retreat- spacious 1 bedroom with access to private pool and Jacuzzi
Serenity Retreat- spacious 1 bedroom with access to private pool and Jacuzzi
Cottage
Glen Head, NY, 11545, United States
7.7k from Oyster Bay center

AC, Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$877
Average price / night
Check Availability
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
House
Syosset, NY, 11791, United States
7.7k from Oyster Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms16 Guests
10.0

Exceptional

10 reviews

$3283
Average price / night
Check Availability
Hampton Style Summer Getaway - Spacious 4-bedroom house with private pool
Hampton Style Summer Getaway - Spacious 4-bedroom house with private pool
House
Glen Head, NY, 11545, United States
7.8k from Oyster Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$2427
Average price / night
Check Availability
2-bedroom house in pleasant Glen Head with AC and charm
2-bedroom house in pleasant Glen Head with AC and charm
House
Glen Head, NY, 11545, United States
8.0k from Oyster Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$604
Average price / night
Check Availability
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
House
Huntington, NY, 11743, United States
8.2k from Oyster Bay center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.8

Exceptional

6 reviews

$227
Average price / night
Check Availability
Charming 3-bedroom modern family retreat!
Charming 3-bedroom modern family retreat!
House
Huntington, NY, 11743, United States
8.3k from Oyster Bay center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.2

Superb

11 reviews

$590
Average price / night
Check Availability
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Adorable Cottage with Water Views, Across the street from Prime & other eateries
House
Halesite, NY, 11743, United States
8.3k from Oyster Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

77 reviews

$304
Average price / night
Check Availability
Hamptons Style Living Walk to Cafe  Deck
Hamptons Style Living Walk to Cafe Deck
House
Huntington Station, NY, 11746, United States
8.3k from Oyster Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
9.8

Exceptional

28 reviews

$674
Average price / night
Check Availability
Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches
Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches
House
Syosset, NY, 11791, United States
8.5k from Oyster Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$826
Average price / night
Check Availability
Luxe Provincial Style Studio w/ Patio & Parking
Luxe Provincial Style Studio w/ Patio & Parking
Apartment
Huntington Station, NY, 11746, United States
8.6k from Oyster Bay center

AC, Dryer, Internet, Kitchen, Laundry, No Smoking, Patio, TV, Washer

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$381
Average price / night
Check Availability
Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.
Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.
Apartment
Glen Head, NY, 11545, United States
8.9k from Oyster Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms6 Guests
9.4

Superb

18 reviews

$339
Average price / night
Check Availability
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Apartment
Huntington Station, NY, 11746, United States
8.9k from Oyster Bay center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
10.0

Exceptional

7 reviews

$371
Average price / night
Check Availability
THE OASIS @ LONG ISLAND
THE OASIS @ LONG ISLAND
Apartment
Huntington Station, NY, 11746, United States
8.9k from Oyster Bay center

AC, Balcony, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$481
Average price / night
Check Availability
Two for One Luxury Home & Studio Pre Weddings
Two for One Luxury Home & Studio Pre Weddings
House
Huntington Station, NY, 11746, United States
9.0k from Oyster Bay center

Balcony, Dryer, Internet, Kitchen, Laundry, No Smoking, Patio, TV, Washer

4 Bedrooms12 Guests
New to Booking
$1272
Average price / night
Check Availability

Other accommodation types in Oyster Bay:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Oyster Bay.

Oyster Bay Vacation Rentals on the Map

Frequently Asked Questions

You can explore 40 verified vacation rentals in Oyster Bay. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Oyster Bay vary depending on the season, property size, and location. Rates typically start from around $132 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Oyster Bay include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Oyster Bay welcome pets. Currently, 13 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Oyster Bay often include amenities such as Fireplace/Heating, Kitchen, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.