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

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Oyster Bay holiday rentals

Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ฿4,101
฿7,909 total
includes taxes & fees
17 Jun - 18 Jun
Spacious 3BR Family Home Near Everything
Deluxe Apartment, Non Smoking, Private Bathroom | Interior

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is ฿4,785
฿10,302 total
includes taxes & fees
28 Jun - 29 Jun
Sundown Escape-South Shore Long Island
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is ฿30,925
฿39,294 total
includes taxes & fees
17 Jun - 18 Jun
Prime Luxe 3-BR NYC - Free Parking
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (128 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is ฿4,871
฿5,601 total
includes taxes & fees
22 Jun - 23 Jun
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ฿11,687
฿13,440 total
includes taxes & fees
5 Jul - 6 Jul
Guesthouse at Norwalk Inn
House (3 Bedrooms) | Interior

8 Mi to Jones Beach State Park! Cozy Home w/ Porch

8 Mi to Jones Beach State Park! Cozy Home w/ Porch
3.0 star property
Baldwin
The price is ฿9,624
฿22,923 total
includes taxes & fees
24 Jun - 25 Jun
8 Mi to Jones Beach State Park! Cozy Home w/ Porch
Front of property – evening/night

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (602 reviews)
"Dirty linen & pillows .. enjoyed my stay after purchasing linen, towels"
United States
Charlene
The price is ฿3,586
฿7,180 total
includes taxes & fees
6 Jul - 7 Jul
Global Luxury Suites at The Arches
Luxury Apartment | Living area

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.4 out of 10, (6 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is ฿14,649
฿21,239 total
includes taxes & fees
17 Jun - 18 Jun
NY Luxury Apt Free Parking in PRIME Area
Luxury Villa, Garden View | Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is ฿14,649
฿22,142 total
includes taxes & fees
18 Jun - 19 Jun
Luxury NYC Home with Free Parking for 12
Luxury Apartment, 1 Queen Bed with Sofa bed | Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.6 out of 10, (45 reviews)
"The room was so clean and the view was amazing! Check in was also super easy."
United States
Alexis
The price is ฿10,157
฿15,340 total
includes taxes & fees
30 Jun - 1 Jul
Global Luxury Suites White Plains
Luxury Apartment | Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is ฿11,394
฿17,597 total
includes taxes & fees
17 Jun - 18 Jun
Luxury 1BR located in Prime Yonkers Area
Luxury House | Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is ฿14,649
฿21,239 total
includes taxes & fees
17 Jun - 18 Jun
Spacious 3BR Luxe Escape near NYC
Luxury House, Garden View | Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (3 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is ฿14,649
฿21,239 total
includes taxes & fees
17 Jun - 18 Jun
Modern Comfort in the Heart of NYC
Luxury Apartment | In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is ฿32,553
฿41,106 total
includes taxes & fees
17 Jun - 18 Jun
3BR Prime Luxury NY - Free Parking
Luxury Duplex | Living area

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is ฿32,553
฿41,595 total
includes taxes & fees
17 Jun - 18 Jun
Uscale 2BR Escape in the Heart of NYC
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is ฿7,813
฿15,739 total
includes taxes & fees
17 Jun - 18 Jun
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
House | Living area

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
5.6 out of 10, (8 reviews)
"Property bedding was dirty, carpet dirty, sofas were dirty. Not was listed in the pictures. Asked me for $900 deposit through Zelle. No respond. Expedia needs to investigate this company for false advertising. "
United States
Liliana
The price is ฿39,519
฿49,063 total
includes taxes & fees
12 Jul - 13 Jul
Modern Luxury Home w GameRoom & Parking
Villa, Garden View | Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is ฿61,851
฿75,592 total
includes taxes & fees
18 Jun - 19 Jun
Luxury NYC Home Game Room Free Parking
Luxury Apartment | Living area

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 ฿55,285
฿66,701 total
includes taxes & fees
17 Jun - 18 Jun
Luxury 3 BR Near NYC with Easy Parking
Luxury House | Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is ฿61,851
฿74,046 total
includes taxes & fees
17 Jun - 18 Jun
Two Wash
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

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

8/10 Good
"no onsite parking. breakfast options were limited. but room was clean"
Liza 3-night trip
Posted less than an hour ago
La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

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
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  • 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.

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.