Holiday Homes in Oyster Bay

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oyster Bay holiday homes

Stunning 5BR Oasis | 3-Acre Estate & Gorg View

Stunning 5BR Oasis | 3-Acre Estate & Gorg View
2.0 star property
Oyster Bay
The price is AU$1,820
includes taxes & fees
25 Jan - 26 Jan
Stunning 5BR Oasis | 3-Acre Estate & Gorg View

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, (37 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AU$232
includes taxes & fees
16 Jan - 17 Jan
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is AU$396
includes taxes & fees
23 Jan - 24 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very good, (18 reviews)
"Great place great location"
United States
Daquan H.
The price is AU$205
includes taxes & fees
18 Jan - 19 Jan
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Charming Studio with WiFi, AC in delightful Uniondale

Charming Studio with WiFi, AC in delightful Uniondale
Uniondale
9.4 out of 10, Exceptional, (36 reviews)
"It was so good and it was close enough to where we were visiting!!"
United States
Sara J.
The price is AU$254
includes taxes & fees
29 Jan - 30 Jan
Charming Studio with WiFi, AC in delightful Uniondale

The Bella Vista St James! Waterfront house with a beach dock and so much more!

The Bella Vista St James! Waterfront house with a beach dock and so much more!
Saint James
10.0 out of 10, Exceptional, (1 review)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The price is AU$3,110
includes taxes & fees
19 Jan - 20 Jan
The Bella Vista St James! Waterfront house with a beach dock and so much more!

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, (10 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$501
includes taxes & fees
20 Jan - 21 Jan
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
The price is AU$579
includes taxes & fees
1 Feb - 2 Feb
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
Elmont
9.4 out of 10, Exceptional, (48 reviews)
"This property was truly amazing. It was extremely comfortable, extremely relaxing. I had the best experience here the best night of sleep overall, I am very impressed. I would definitely be booking again here extremely comfortable."
United States
Michael T.
The price is AU$381
includes taxes & fees
26 Jan - 27 Jan
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Sophisticated Suite Near JFK Airport

Sophisticated Suite Near JFK Airport
2.0 star property
Inwood
9.8 out of 10, Exceptional, (6 reviews)
"Perfect for a weekend getaway "
United States
Naika C.
The price is AU$378
includes taxes & fees
21 Jan - 22 Jan
Sophisticated Suite Near JFK Airport

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, (73 reviews)
"We loved this little cottage. It was very clean and organized and the location was great!! It was nice to have space to relax and not be stuck in a small hotel room. "
United States
Laurie M.
The price is AU$702
includes taxes & fees
19 Jan - 20 Jan
Captain's Cottage - Cold Spring Harbor Water Views

Elegant Suite near JFK Airport

Elegant Suite near JFK Airport
2.0 star property
Inwood
10.0 out of 10, Exceptional, (5 reviews)
"The property is exactly as described. It was very clean and the AC worked wonderfully which was great because the area was hot. The bed was very comfortable and overall my stay was great! I would definitely stay here again."
United States
Ryan
The price is AU$442
includes taxes & fees
16 Jan - 17 Jan
Elegant Suite near JFK Airport

Waterfront Retreat Center for Health & Wellness

Waterfront Retreat Center for Health & Wellness
New Rochelle
9.8 out of 10, Exceptional, (67 reviews)
"House was perfect for our large family in town for our siblings birthday. Very comfortable and gorgeous location. It is a very unique place to stay and explained well in the description, so we knew what to expect. "
United States
john o.
The price is AU$3,182
includes taxes & fees
19 Jan - 20 Jan
Waterfront Retreat Center for Health & Wellness

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
2.0 star property
Historic District
10.0 out of 10, Exceptional, (9 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is AU$747
includes taxes & fees
5 Feb - 6 Feb
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Majestically Pleasant Suite

Majestically Pleasant Suite
Hempstead
8.0 out of 10, Very good, (3 reviews)
"Great small place to chill, very clean, and cozy definitely recommend "
United States
Patryck H.
The price is AU$378
includes taxes & fees
16 Jan - 17 Jan
Majestically Pleasant Suite

Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Lofty Cozy Suite near Nassau Coliseum and Hofstra University
Hempstead
7.4 out of 10, Good, (3 reviews)
"We had a great experience staying at this cozy apartment in Hempstead, NY. The neighborhood felt safe and quiet, with plenty of street parking available—very convenient. The apartment was clean, well-kept, and just the right size for two people. Check-in was seamless, and the host was very responsive and helpful. It’s a perfect spot for anyone visiting Hofstra University or the surrounding area. Would definitely stay here again!"
United States
Lori K.
The price is AU$378
includes taxes & fees
16 Jan - 17 Jan
Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is AU$866
includes taxes & fees
16 Jan - 17 Jan
Luxury 3 BR Near NYC with Easy Parking

Grandiosely Pleasant Suite 2

Grandiosely Pleasant Suite 2
Hempstead
7.8 out of 10, Good, (11 reviews)
"Excellent location! Host was very helpful. Unit was clean and furnished exactly as described. Washer and dryer was a bonus to have. Perfect for 2 people!"
United States
Kristy T.
The price is AU$378
includes taxes & fees
18 Jan - 19 Jan
Grandiosely Pleasant Suite 2

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is AU$804
includes taxes & fees
19 Jan - 20 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

2-bedroom house in pleasant Glen Head with AC and charm

2-bedroom house in pleasant Glen Head with AC and charm
2.0 star property
Glen Head
The price is AU$622
includes taxes & fees
16 Jan - 17 Jan
2-bedroom house in pleasant Glen Head with AC and charm
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Bay Hotel Reviews

Find out more about Oyster Bay

Oyster Bay Holiday Homes information

Number of reviews
351
Accommodation
629 Holiday Homes
Lowest Price
AU$205
Highest Price
AU$3,182

Explore a world of travel with Expedia