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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (86 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is SAR 976
SAR 2,059 total
includes taxes & fees
5 Oct - 6 Oct
Captain's Cottage - Cold Spring Harbor Water Views
A modern bedroom with a large bed, a small dining area, and a kitchenette.

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 SAR 882
SAR 1,643 total
includes taxes & fees
26 Oct - 27 Oct
Luxe Provincial Style Studio w/ Patio & Parking
A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

3. 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)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is SAR 837
SAR 1,583 total
includes taxes & fees
20 Oct - 21 Oct
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A modern kitchen with a marble island, bar stools, and a built-in oven.

4. 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 SAR 939
SAR 1,716 total
includes taxes & fees
6 Oct - 7 Oct
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

5. 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 SAR 1,802
SAR 2,621 total
includes taxes & fees
27 Oct - 28 Oct
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
A modern living room with a dark wooden coffee table, a black sofa, and a potted plant.

6. Spacious 4-bedroom house in charming Hicksville with AC

Spacious 4-bedroom house in charming Hicksville with AC
Downtown Hicksville
10.0 out of 10, Exceptional, (4 reviews)
"Perfect place for our family stay, and the listing was exactly as advertised."
United States
Kevin D.
The price is SAR 2,889
SAR 5,094 total
includes taxes & fees
2 Oct - 3 Oct
Spacious 4-bedroom house in charming Hicksville with AC
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

7. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (186 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is SAR 548
SAR 630 total
includes taxes & fees
12 Oct - 13 Oct
Stamford Suites
A hotel room with a bed, desk, chair, and a TV.

8. 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)
"Ample on street parking - a smooth self check in - a comfortable bed and a clean bathroom in a quiet and safe walkable neighborhood. I did not know NYC could be so user friendly!"
United States
Susan O.
The price is SAR 358
SAR 609 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

9. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is SAR 3,361
SAR 6,453 total
includes taxes & fees
18 Oct - 19 Oct
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A two-story house with a front porch, a red hexagonal tile pathway leading to the door, and a well-maintained lawn.

10. 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, (23 reviews)
"Everything was good"
United States
Elena
The price is SAR 469
SAR 775 total
includes taxes & fees
13 Oct - 14 Oct
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
Exterior

11. 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 SAR 713
SAR 1,179 total
includes taxes & fees
13 Oct - 14 Oct
Welcoming 1 bedroom apartment in beautiful harbor village.
A modern kitchen with a dining area, bar stools, and a large wooden table.

12. Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.

Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.
Hicksville
9.6 out of 10, Exceptional, (4 reviews)
"My family and I absolutely loved this home! It had everything we needed and plenty of room for everyone! We def recommend this home"
United States
Erin D.
The price is SAR 4,315
SAR 6,878 total
includes taxes & fees
15 Oct - 16 Oct
Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.
A bedroom with a bed, bedside tables, a nightstand, a desk, and a chair.

13. 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 SAR 394
SAR 682 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Studio by Hofstra University
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

14. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is SAR 541
SAR 1,564 total
includes taxes & fees
13 Oct - 14 Oct
Modern Luxe 1BR Apt in Downtown Stamford
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

15. 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 SAR 826
SAR 1,563 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A modern living room with a sectional sofa, a coffee table, and a dining area with a kitchen in the background.

16. Luxury and Affordable Family Home

Luxury and Affordable Family Home
Wyandanch
7.0 out of 10, Good, (10 reviews)
"Great place. "
United States
Lauren L.
Luxury and Affordable Family Home
A modern kitchen with wooden cabinets and a granite countertop.

17. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (16 reviews)
"Love being able to park off the street."
United States
Joan
The price is SAR 429
SAR 851 total
includes taxes & fees
3 Oct - 4 Oct
Your Perfect Getaway Between Farmingdale & Amityville
A modern living room with a black leather sofa, a flat-screen TV, a dining area with a table and chairs, and a staircase.

18. Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Lofty Cozy Suite near Nassau Coliseum and Hofstra University
Hempstead
9.0 out of 10, Wonderful, (8 reviews)
"Clean, great area, great host."
United States
Austin W.
The price is SAR 747
SAR 952 total
includes taxes & fees
13 Oct - 14 Oct
Lofty Cozy Suite near Nassau Coliseum and Hofstra University
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

19. 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, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is SAR 591
SAR 1,243 total
includes taxes & fees
7 Oct - 8 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A modern, stainless steel washer and dryer unit with a "Certified" sticker, a "Welcome" sign, and a "hello" mat on the floor.

20. Terrific 2-bedroom apartment in Roosevelt with AC, WiFi. Very peaceful & quiet

Terrific 2-bedroom apartment in Roosevelt with AC, WiFi. Very peaceful & quiet
Roosevelt
10.0 out of 10, Exceptional, (3 reviews)
"Easy and cozy stay, wether was crazy but we got to play a few games, and have a bake off. Owner was super nice and even made sure we were able to get in. "
United States
Kaitlyn A.
The price is SAR 1,183
SAR 3,286 total
includes taxes & fees
2 Oct - 3 Oct
Terrific 2-bedroom apartment in Roosevelt with AC, WiFi. Very peaceful & quiet
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

Comfort Inn JFK Airport

Comfort Inn JFK Airport

10/10 Excellent
"Early check in was allowed for a fee. Staff were friendly and helpful"
Prem 2-night trip
Posted 7 hours ago
Comfort Inn 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.