An aerial view of a coastal area with a clear demarcation between land and water, a sandy beach, and a distinct shoreline.

Oyster Bay Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Oyster Bay holiday rentals

Marina

1. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (82 reviews)
"Perfect spot. Gorgeous view. "
United States
Trina A.
The price is HK$4,353
HK$7,320 total
includes taxes & fees
29 Aug - 30 Aug
Captain's Cottage - Cold Spring Harbor Water Views
1 bedroom, WiFi

2. Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (5 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
The price is HK$2,078
HK$3,737 total
includes taxes & fees
3 Aug - 4 Aug
Luxe Provincial Style Studio w/ Patio & Parking
Coffee/tea maker, spices

3. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is HK$2,118
HK$3,790 total
includes taxes & fees
19 Aug - 20 Aug
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
1 bedroom, in-room safe, desk, free WiFi

4. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Had a great stay "
United States
Desiree
The price is HK$805
HK$1,336 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Exterior detail

5. East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
8.8 out of 10, Excellent, (17 reviews)
"Cute little apt . Perfect location highly recommend"
United States
Kristin
The price is HK$931
HK$1,556 total
includes taxes & fees
2 Aug - 3 Aug
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
1 bedroom, iron/ironing board, free WiFi, bed sheets

6. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (9 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is HK$1,843
HK$3,432 total
includes taxes & fees
2 Aug - 3 Aug
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
1 bedroom, iron/ironing board, WiFi, bed sheets

7. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (48 reviews)
"Great stay "
United States
Tyshieka R.
The price is HK$1,027
HK$1,662 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Studio by Hofstra University
1 bedroom, iron/ironing board, free WiFi, bed sheets

8. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (10 reviews)
"Love being able to park off the street."
United States
Joan
The price is HK$833
HK$1,686 total
includes taxes & fees
3 Aug - 4 Aug
Your Perfect Getaway Between Farmingdale & Amityville
Property grounds

9. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is HK$1,327
HK$1,769 total
includes taxes & fees
4 Aug - 5 Aug
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
1 bedroom, iron/ironing board, free WiFi, bed sheets

10. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (48 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is HK$882
HK$1,411 total
includes taxes & fees
2 Aug - 3 Aug
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Interior

11. Cozy Home.

Cozy Home.
Hempstead
9.6 out of 10, Exceptional, (4 reviews)
"Clean basement apartment, comfy couch and easy check in."
United States
Gina O.
The price is HK$902
HK$2,075 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Home.
Offices

12. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is HK$1,129
HK$2,444 total
includes taxes & fees
2 Aug - 3 Aug
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Property grounds

13. 2 Pvt bed Rm 1bathroom no kitchen attic

2 Pvt bed Rm 1bathroom no kitchen attic
Uniondale
9.0 out of 10, Wonderful, (7 reviews)
"The overall stay was very warm & welcoming. Suitable for kids! "
United States
Tea-Anna S.
The price is HK$925
HK$1,566 total
includes taxes & fees
11 Aug - 12 Aug
2 Pvt bed Rm 1bathroom no kitchen attic
Property grounds

14. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (17 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,812
HK$3,346 total
includes taxes & fees
17 Aug - 18 Aug
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Beach

15. The Stone House! Pvt Entry/Sleeps 4 - by Hofstra

The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
Uniondale
9.8 out of 10, Exceptional, (7 reviews)
"Our stay was wonderful! They provided coffee, water and snacks. Everything was clean and the commutation was great! We would definitely stay again!"
United States
Sarah
The price is HK$1,059
HK$1,357 total
includes taxes & fees
5 Aug - 6 Aug
The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
Exterior

16. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (148 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is HK$1,074
HK$1,236 total
includes taxes & fees
6 Aug - 7 Aug
Stamford Suites
TV

17. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is HK$1,725
HK$3,238 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
TV, offices

18. Julie's Cozy 2 Bedroom Basement Apartment

Julie's Cozy 2 Bedroom Basement Apartment
uniondale
10.0 out of 10, Exceptional, (5 reviews)
"Such a great place to stay! Beautiful, comfortable, clean, and the host is amazing! I will be staying here again in the future. "
United States
Heather T.
The price is HK$1,216
HK$2,344 total
includes taxes & fees
2 Aug - 3 Aug
Julie's Cozy 2 Bedroom Basement Apartment
Living area

19. Oceanside Harbor

Oceanside Harbor
Oceanside
10.0 out of 10, Exceptional, (6 reviews)
"Clean, separated entrance. You can tell the owner put a lot of effort in to the space."
United States
Chad H.
The price is HK$902
HK$2,154 total
includes taxes & fees
4 Aug - 5 Aug
Oceanside Harbor
Coffee/tea maker, fridge, microwave, oven

20. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (12 reviews)
"Great location & thoughtful amenities."
United States
Joshua
The price is HK$3,765
HK$5,475 total
includes taxes & fees
11 Aug - 12 Aug
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oyster Bay Hotel Reviews

DoubleTree by Hilton New York JFK Airport

DoubleTree by Hilton New York JFK Airport

10/10 Excellent
"I really enjoyed this hotel. It was clean and close to the airport. The staff was very helpful. The breakfast was great. I will definitely stay here again,"
Evelyn 1-night trip
Posted less than an hour ago
DoubleTree by Hilton New York JFK Airport

Find out more about Oyster Bay

Search for holiday rentals in Oyster Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Oyster Bay using one of the methods below:

  • View our selection of featured holiday rentals in Oyster Bay
  • Use the map to find apartments and other holiday homes in the Oyster Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oyster Bay while they last

Look no further and take a look at our great range of rental properties in Oyster Bay!

Frequently asked questions

Can I find a holiday rental in Oyster Bay?

Yes, there are holiday rentals in Oyster Bay close to Planting Fields Arboretum State Historic Park, or you can select a more secluded option if you're looking for a relaxing stay. Oyster Bay is known for its shopping and restaurants.

What are some of the best holiday rentals that Oyster Bay has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Oyster Bay has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Oyster Bay?

Expedia has 3 holiday rentals for your stay in Oyster Bay.

What’s there to see and do in Oyster Bay?

Cultural attractions include Sagamore Hill National Historic Site and 20th Century Cycles, whereas Theodore Roosevelt Memorial Park and Planting Fields Arboretum State Historic Park are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include Citi Field and Flushing Meadows-Corona Park.

What’s a holiday rental in Oyster Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Bay. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.