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Oyster Bay Holiday Rentals

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Holiday Rentals in Oyster Bay

It's a Loft on the Second floor

9.4 out of 10, Exceptional, (41)
"It had everything we needed and was in a quiet location. Host was very helpful "
The price is NZ$404
includes taxes & fees
21 July - 22 July
It's a Loft on the Second floor

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

8.0 out of 10, Very good, (16)
"Great place great location"
The price is NZ$226
includes taxes & fees
20 July - 21 July
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

8.8 out of 10, Excellent, (3)
"Enjoyed our stay, property was as advertised. Quiet, comfortable neighborhood, and host was prompt with all communications."
The price is NZ$373
includes taxes & fees
17 July - 18 July
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

The price is NZ$334
includes taxes & fees
20 July - 21 July
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

9.4 out of 10, Exceptional, (16)
"Outstanding accommodation, the host was extremely helpful and the place very clean and quiet most of all. "
The price is NZ$292
includes taxes & fees
30 July - 31 July
Charming 1-bedroom house with WiFi, AC in delightful Uniondale

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is NZ$1,288
includes taxes & fees
17 July - 18 July
3BR Prime Luxury near NYC w Arcade Room

The Luxury downtown. Pool Jim basketball

The price is NZ$427
includes taxes & fees
27 July - 28 July
The Luxury downtown. Pool Jim basketball

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is NZ$1,297
includes taxes & fees
17 July - 18 July
Modern Luxury Home w GameRoom & Parking

Majestically Pleasant Suite

The price is NZ$443
includes taxes & fees
19 July - 20 July
Majestically Pleasant Suite

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

8.8 out of 10, Excellent, (6)
The price is NZ$427
includes taxes & fees
21 July - 22 July
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
The price is NZ$385
includes taxes & fees
3 Aug - 4 Aug
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Sophisticated Suite Near JFK Airport

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean and great check in/out instructions. Bed and bath mat were extremely comfortable"
The price is NZ$443
includes taxes & fees
18 July - 19 July
Sophisticated Suite Near JFK Airport

The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

The price is NZ$921
includes taxes & fees
17 July - 18 July
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

near Stadium Studio 2F BR | Keyless Entry

The price is NZ$591
includes taxes & fees
29 July - 30 July
near Stadium Studio 2F BR | Keyless Entry

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"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!"
The price is NZ$1,080
includes taxes & fees
17 July - 18 July
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Elegant Suite near JFK Airport

2.0 star property
10.0 out of 10, Exceptional, (4)
"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."
The price is NZ$499
includes taxes & fees
17 July - 18 July
Elegant Suite near JFK Airport

Private, 2 Full Beds, Kitchenette+Work Desk, NYC

Private, 2 Full Beds, Kitchenette+Work Desk, NYC

Home away from home

10.0 out of 10, Exceptional, (10)
"We will definitely be making another trip! Very clean and had everything we needed for our home away from home weekend!"
The price is NZ$1,433
includes taxes & fees
2 Aug - 3 Aug
Home away from home

Grandiosely Pleasant Suite 2

7.2 out of 10, Good, (9)
"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"
The price is NZ$441
includes taxes & fees
18 July - 19 July
Grandiosely Pleasant Suite 2

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

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is NZ$1,087
includes taxes & fees
18 July - 19 July
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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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.

What are some of the best holiday rentals that Oyster Bay has to offer?

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi: This holiday home rental outside of Oyster Bay has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Oyster Bay?

Expedia has 4 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 Bronx Zoo and Citi Field.

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.