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

Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Oyster Bay vacation rentals

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

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, (89 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is AED 808
AED 1,821 total
includes taxes & fees
17 Nov - 18 Nov
Captain's Cottage - Cold Spring Harbor Water Views
A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

2. 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, (10 reviews)
"Great location and cozy studio."
United States
Joseph F.
The price is AED 746
AED 1,381 total
includes taxes & fees
15 Nov - 16 Nov
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A modern kitchen with a marble island, bar stools, and a built-in oven.

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 AED 837
AED 1,494 total
includes taxes & fees
28 Nov - 29 Nov
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern bedroom with a large bed, a small dining area, and a kitchenette.

4. Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (5 reviews)
"Son and I stayed here for NLF Lacrosse Tournament in Stonybrook. Was happy with the surrounding area-at at Jonny D’s pizza after late game, visited Sagamore National Historic Monument. Great time."
United States
Anonymous traveler
The price is AED 786
AED 1,431 total
includes taxes & fees
15 Nov - 16 Nov
Luxe Provincial Style Studio w/ Patio & Parking
A living room with a grey sofa, a clock on the wall, and a kitchen in the background.

5. THE OASIS @ LONG ISLAND

THE OASIS @ LONG ISLAND
Huntington Station
10.0 out of 10, Exceptional, (18 reviews)
"Everything was perfect ! We enjoyed our stay"
United States
Maria K.
The price is AED 951
AED 1,750 total
includes taxes & fees
15 Nov - 16 Nov
THE OASIS @ LONG ISLAND
A hotel room with a bed, desk, chair, and a TV.

6. 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, (14 reviews)
"Decent accommodations for the price. The pillows are pretty stiff and would have liked some more."
United States
Gabriel B.
The price is AED 413
AED 633 total
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
A spacious living room with hardwood flooring, a beige sofa, a coffee table, and a dining area with a table and chairs.

7. Huntington Village 4BR Walkable Sleeps 8

Huntington Village 4BR Walkable Sleeps 8
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"The house was in an ideal location! Unfortunately, there was a nor easterner so walking was not an option but on a lovely day, it would be a perfect house to stay in and explore Huntington! The bedrooms were ideal."
United States
Susan
The price is AED 1,634
AED 2,917 total
includes taxes & fees
16 Nov - 17 Nov
Huntington Village 4BR Walkable Sleeps 8
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

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

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Michael D.
The price is AED 1,763
AED 2,438 total
includes taxes & fees
1 Dec - 2 Dec
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
A two-story house with a front porch, a red hexagonal tile pathway leading to the door, and a well-maintained lawn.

9. 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
9.0 out of 10, Wonderful, (27 reviews)
"Loved this place, close to beach and nice house."
United States
Rob S.
The price is AED 459
AED 697 total
includes taxes & fees
21 Nov - 22 Nov
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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, (57 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 AED 413
AED 627 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

11. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (49 reviews)
"Great stay "
United States
Tyshieka R.
The price is AED 360
AED 583 total
includes taxes & fees
29 Nov - 30 Nov
Cozy Studio by Hofstra University
A beach with a sandy shore, a few fishing rods, and a tent.

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

The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
Uniondale
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful area and the basement is so clean, quite and the temperature was perfect!"
United States
Ginger C.
The price is AED 496
AED 750 total
includes taxes & fees
16 Nov - 17 Nov
The Stone House! Pvt Entry/Sleeps 4 - by Hofstra
Property grounds

13. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
Dix Hills
The price is AED 595
AED 781 total
includes taxes & fees
17 Nov - 18 Nov
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

14. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is AED 446
AED 626 total
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

15. Cozy Home.

Cozy Home.
Hempstead
9.8 out of 10, Exceptional, (7 reviews)
"Clean basement apartment, comfy couch and easy check in."
United States
Gina O.
The price is AED 433
AED 1,054 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Home.
A room with a brown recliner, a black sofa, a decorative black partition with floral designs, a floor lamp, and two framed pictures on the wall.

16. Tremendous 1-bedroom apartment with AC in Hempstead

Tremendous 1-bedroom apartment with AC in Hempstead
Hempstead
The price is AED 312
AED 398 total
includes taxes & fees
15 Nov - 16 Nov
Tremendous 1-bedroom apartment with AC in Hempstead
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

17. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (210 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is AED 540
AED 621 total
includes taxes & fees
18 Nov - 19 Nov
Stamford Suites
Exterior

18. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean upstairs apartment with a private entrance. Very quiet neighborhood with a small park across the street. Karen, the homeowner who lives downstairs is a wonderful person. The place was perfect for what I needed amd the location was great."
United States
Sallyann S.
The price is AED 698
AED 1,086 total
includes taxes & fees
16 Nov - 17 Nov
Welcoming 1 bedroom apartment in beautiful harbor village.
Kitchen | Electric Kettle | Toaster | Blender

19. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Deer Park
9.0 out of 10, Wonderful, (4 reviews)
"My family and I really enjoyed this property! The host was welcoming, the property was clean and well-cared for, and it’s in a very nice area. We would stay again next time we’re in Long Island!"
United States
Danielle M.
The price is AED 290
AED 1,725 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Living area

20. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
The price is AED 551
AED 946 total
includes taxes & fees
22 Nov - 23 Nov
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
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

TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

10/10 Excellent
"Pool is worth it all but do not get drinks there. 2 drinks for $90?!?!? That makes no sense. Didn’t tell us the total until after"
Taylor 1-night trip
Posted less than an hour ago
TWA Hotel at JFK Airport

Frequently asked questions

Can I find a vacation rental in Oyster Bay?

Yes, there are vacation rentals in Oyster Bay near Planting Fields Arboretum State Historic Park, or you can select a more remote option if you want a relaxing stay. Oyster Bay is known for its shopping and restaurants.

What are some of the best vacation rentals in Oyster Bay?

Modern Luxury Home w GameRoom & Parking: You might like this vacation home rental near Oyster Bay. It is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oyster Bay?

Expedia has 3 vacation 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 Planting Fields Arboretum State Historic Park and Theodore Roosevelt Memorial Park are a couple of picturesque spots to enjoy the outdoors. Theodore Roosevelt Sanctuary and Audubon Center and Beekman Beach are other places to visit while you're in town.

What’s a vacation rental in Oyster Bay like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oyster Bay. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.