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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Oyster Bay holiday rentals

Exterior

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (168 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is 3.942.994 ₫
4.534.443 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Stamford Suites
Apartment (1 Bedroom) | Interior

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Standard Room, 1 King Bed, Main Building | Property entrance

3. 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 5.711.082 ₫
6.567.744 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Guesthouse at Norwalk Inn
House | Living area

4. Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
4.6 out of 10, (11 reviews)
"The property that I paid for 1st, they told me that the pipe busted after I paid the cleaning fee. I paid for a property to sleep 6 people so 1 person had to sleep on the floor & another person had to sleep on a broken futon couch. The bed I was sleeping on was broken & there was pee stains on sheet & blanket. I asked them for a discount because of the unexpected things my family went through & they stopped communicating with me until the next day. But do not get any property rental from these...
United States
Ronnie
The price is 6.519.500 ₫
11.179.314 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Modern Luxury Home w GameRoom & Parking
Luxury House, Garden View | Living area

5. Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
6.8 out of 10, (3 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is 5.280.795 ₫
9.793.512 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Luxury 3BR Family Home Game Room Parking
Luxury Apartment | In-room dining

6. 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 23.470.200 ₫
30.025.557 ₫ total
includes taxes & fees
12 Sept - 13 Sept
3BR Prime Luxury NY - Free Parking
Terrace/patio

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is 4.998.422 ₫
8.292.419 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Spacious 3BR Family Home Near Everything
Luxury House | Living area

8. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.8 out of 10, Excellent, (3 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is 5.867.550 ₫
10.449.945 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Spacious 3BR Luxe Escape near NYC
Luxury House | Living area

9. Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is 22.296.690 ₫
28.830.043 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Two Wash
Luxury Apartment | Private kitchen

10. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is 4.670.570 ₫
9.227.588 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Elegant Hideaway with Free Parking
Luxury Duplex | Living area

11. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"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 5.867.550 ₫
10.710.724 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Uscale 2BR Escape in the Heart of NYC
Apartment (4 Bedrooms) | Interior

12. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
The price is 4.851.438 ₫
11.648.407 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Great Neck Basecamp: Steps to Downtown & Rail
Luxury Villa, Patio | Living area

13. Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is 15.255.630 ₫
20.952.858 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Luxury 5 BR Home Free Parking
Dining

14. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 5.868.675 ₫
10.422.603 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Prime Luxe 3-BR NYC - Free Parking
Front of property – evening/night

15. Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (621 reviews)
"everything was fine"
United States
kato
The price is 2.863.364 ₫
5.741.019 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Global Luxury Suites at The Arches
Luxury Villa, Garden View | Dining

16. 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 5.867.550 ₫
11.202.945 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Luxury NYC Home with Free Parking for 12
Luxury Apartment | Living area

17. 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 5.244.651 ₫
9.753.074 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Luxury 3 BR Near NYC with Easy Parking
Villa, Garden View | Living area

18. 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 5.867.550 ₫
10.596.631 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Luxury NYC Home Game Room Free Parking
Luxury Apartment | Living area

19. 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 8.425.802 ₫
13.311.988 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Luxury 1BR located in Prime Yonkers Area
Luxury Apartment | Living area

20. Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
2.0 out of 10, (2 reviews)
"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...
United States
Dianelly
The price is 8.191.100 ₫
13.049.414 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Luxe 1BR Oasis - Prime NY Stay
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

10/10 Excellent
"They should write on their website that their parking isn’t built yet, and the staff should be more nice and helpful!"
Jamila 2-night trip
Posted 5 hours ago
La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain

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.