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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Oyster Bay holiday rentals

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 9.430.571 ₫
10.845.157 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Guesthouse at Norwalk Inn
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (135 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is 4.182.025 ₫
4.809.329 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Stamford Suites
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is 5.664.411 ₫
9.072.221 ₫ total
includes taxes & fees
28 Jul - 29 Jul
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 3.861.543 ₫
8.313.417 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Sundown Escape-South Shore Long Island
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 9.194.150 ₫
14.942.135 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Luxury NYC Home with Free Parking for 12
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 6.672.326 ₫
12.292.579 ₫ total
includes taxes & fees
14 Jul - 15 Jul
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Luxury House | Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is 14.447.950 ₫
20.077.725 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Two Wash
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 8.218.257 ₫
13.108.257 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Luxury 3 BR Near NYC with Easy Parking
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 17.074.850 ₫
22.931.195 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Prime Luxe 3-BR NYC - Free Parking
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, (610 reviews)
"Dirty linen & pillows .. enjoyed my stay after purchasing linen, towels"
United States
Charlene
The price is 2.529.705 ₫
5.376.129 ₫ total
includes taxes & fees
14 Jul - 15 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
5.8 out of 10, (7 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is 2.860.694 ₫
7.114.482 ₫ total
includes taxes & fees
7 Aug - 8 Aug
NY Luxury Apt Free Parking in PRIME Area
Luxury Villa, Patio | Living area

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 11.821.050 ₫
17.138.882 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Luxury 5 BR Home Free Parking
Luxury Apartment | Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is 5.227.531 ₫
9.893.069 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Elegant Hideaway with Free 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 9.194.150 ₫
14.429.890 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Luxury NYC Home Game Room Free Parking
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 9.194.150 ₫
14.200.036 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Luxury 1BR located in Prime Yonkers Area
Apartment (4 Bedrooms) | Interior

Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is 4.570.806 ₫
14.400.666 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
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 26.269.000 ₫
33.171.180 ₫ total
includes taxes & fees
14 Jul - 15 Jul
3BR Prime Luxury NY - Free Parking
Luxury House, Garden View | Living area

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 9.167.881 ₫
14.170.648 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Luxury 3BR Family Home Game Room Parking
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 17.074.850 ₫
23.016.569 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Modern Luxury Home w GameRoom & Parking
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 9.194.150 ₫
14.200.035 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Spacious 3BR Luxe Escape near NYC
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

Ly New York Hotel

Ly New York Hotel

10/10 Excellent
"Excelente"
Abel 2-night trip
Posted 1 hour ago
Ly New York Hotel

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.