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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Oyster Bay vacation homes

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

Vacation Home in Oyster Bay

Stunning 5BR Oasis | 3-Acre Estate & Gorg View
2.0 star property
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
Interior
Sophisticated Suite Near JFK Airport

Vacation Home in Inwood

Sophisticated Suite Near JFK Airport
2.0 star property
9.8 out of 10, Exceptional, (6)
"I liked the property never nice the host was cool too. Definitely would stay again "
United States
Demaurie
The price is AED 731
AED 922 total
includes taxes & fees
14 Dec - 15 Dec
Sophisticated Suite Near JFK Airport
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Vacation Home in Brentwood

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AED 364
AED 604 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
TV
Julie's Cozy Haven -Peaceful 1BR Retreat

Vacation Home in Hempstead

Julie's Cozy Haven -Peaceful 1BR Retreat
2.0 star property
The price is AED 413
AED 769 total
includes taxes & fees
14 Dec - 15 Dec
Julie's Cozy Haven -Peaceful 1BR Retreat
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AED 471
AED 979 total
includes taxes & fees
15 Dec - 16 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Terrace/patio
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Vacation Home in Southeast Yonkers

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.2 out of 10, Very Good, (18)
"Great place great location"
United States
Daquan H.
The price is AED 347
AED 495 total
includes taxes & fees
14 Dec - 15 Dec
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Vacation Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
The price is AED 578
AED 1,209 total
includes taxes & fees
16 Dec - 17 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Smart TV
Elegant Suite near JFK Airport

Vacation Home in Inwood

Elegant Suite near JFK Airport
2.0 star property
10.0 out of 10, Exceptional, (5)
"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 AED 856
AED 1,095 total
includes taxes & fees
14 Dec - 15 Dec
Elegant Suite near JFK Airport
Beach
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Vacation Home in Elmont

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
9.4 out of 10, Exceptional, (45)
"Nice and cozy place Farida is very nice. Thank you "
Canada
Jeremy
The price is AED 441
AED 1,033 total
includes taxes & fees
15 Dec - 16 Dec
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming Studio with WiFi, AC in delightful Uniondale

Vacation Home in Uniondale

Charming Studio with WiFi, AC in delightful Uniondale
9.6 out of 10, Exceptional, (33)
"The entire place was great along with the host Julie and her husband who are great host. Very responsive and reply in a quickly manor to assist with anything that you need regarding your stay. My girlfriend and I had a great stay! I would recommend and stay again."
United States
Chris
The price is AED 327
AED 652 total
includes taxes & fees
8 Jan - 9 January 2026
Charming Studio with WiFi, AC in delightful Uniondale
Property grounds
The Bella Vista St James! Waterfront house with a beach dock and so much more!

Vacation Home in Saint James

The Bella Vista St James! Waterfront house with a beach dock and so much more!
10.0 out of 10, Exceptional, (1)
"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 AED 5,137
AED 7,904 total
includes taxes & fees
14 Dec - 15 Dec
The Bella Vista St James! Waterfront house with a beach dock and so much more!
Terrace/patio
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

Vacation Home in Massapequa

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
10.0 out of 10, Exceptional, (12)
"Just a comfortable, pleasant experience for four generations of family, ages 1 month to 80 Room to spread out, house functions so well. Lots of amenities Restaurants nearby"
United States
Madeleine T.
The price is AED 5,509
AED 10,655 total
includes taxes & fees
19 Dec - 20 Dec
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Dining
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Vacation Home in Historic District

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
2.0 star property
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
The price is AED 863
AED 2,018 total
includes taxes & fees
15 Dec - 16 Dec
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Marina
Captain's Cottage - Cold Spring Harbor Water Views

Vacation Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is AED 1,028
AED 2,090 total
includes taxes & fees
6 Jan - 7 January 2026
Captain's Cottage - Cold Spring Harbor Water Views
Fridge, microwave
Grandiosely Pleasant Suite 2

Vacation Home in Hempstead

Grandiosely Pleasant Suite 2
7.8 out of 10, Good, (11)
"Our stay was short and sweet, but this property was perfect for us and a great price too! Great area,easy free parking, and our hosts communication was prompt and perfec"
United States
Brian
The price is AED 731
AED 922 total
includes taxes & fees
14 Dec - 15 Dec
Grandiosely Pleasant Suite 2
Property grounds
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Vacation Home in North Stamford

Bright Stylish Chic 4BR 4BA Home Pet Friendly!
10.0 out of 10, Exceptional, (105)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
The price is AED 1,537
AED 3,373 total
includes taxes & fees
14 Dec - 15 Dec
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
TV
Majestically Pleasant Suite

Vacation Home in Hempstead

Majestically Pleasant Suite
8.0 out of 10, Very Good, (3)
"Great small place to chill, very clean, and cozy definitely recommend "
United States
Patryck H.
The price is AED 731
AED 922 total
includes taxes & fees
14 Dec - 15 Dec
Majestically Pleasant Suite
TV, fireplace, books, offices
New Beach Home near Stamford Downtown/Shippan

Vacation Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (22)
"Great stay!"
United States
Kyra S.
The price is AED 1,223
AED 3,070 total
includes taxes & fees
15 Dec - 16 Dec
New Beach Home near Stamford Downtown/Shippan
Property grounds
Waterfront Retreat Center for Health & Wellness

Vacation Home in New Rochelle

Waterfront Retreat Center for Health & Wellness
9.8 out of 10, Exceptional, (67)
"This was the perfect venue for our 50th high school reunion. Everyone loved the setting and it gave our small group a wonderful opportunity to reconnect!"
United States
Laura C.
The price is AED 4,775
AED 8,603 total
includes taxes & fees
17 Dec - 18 Dec
Waterfront Retreat Center for Health & Wellness
Interior
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Vacation Home in West Side

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
9.4 out of 10, Exceptional, (6)
"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 AED 863
AED 1,848 total
includes taxes & fees
15 Dec - 16 Dec
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
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 LaGuardia Airport

DoubleTree by Hilton New York LaGuardia Airport

10/10 Excellent
"Service was excellent! pick up service and shuttle service along with the front desk was absolutely stellar! Great job Double Tree. I can't wait to come back again"
STEPHEN 3-night trip
Posted 1 day ago
DoubleTree by Hilton New York LaGuardia Airport