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Oyster Bay Holiday Rentals

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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Oyster Bay holiday rentals

Private kitchen
Starlight Hotel

Starlight Hotel

Starlight Hotel
2.5 star property
Queens
8.0 out of 10, Very good, (763)
"Yes room was very clean , quiet and staff was great."
United States
John
The price is S$150
includes taxes & fees
4 Jan - 5 Jan, 2026
Starlight Hotel
Living area
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (21)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is S$191
includes taxes & fees
17 Dec - 18 Dec
The Mansion Hotel-style
Exterior
Global Luxury Suites at The Arches

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (540)
"Enjoyed our stay , would stay again "
United States
Dawnae
Global Luxury Suites at The Arches
Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is S$414
includes taxes & fees
17 Dec - 18 Dec
Guesthouse at Norwalk Inn
Exterior
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (79)
"It was great"
United States
Natalie
The price is S$164
includes taxes & fees
17 Dec - 18 Dec
Stamford Suites
Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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 S$355
includes taxes & fees
22 Dec - 23 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is S$415
includes taxes & fees
12 Jan - 13 Jan, 2026
Spacious 3BR Luxe Escape near NYC
Living area
Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
The price is S$840
includes taxes & fees
17 Dec - 18 Dec
Luxury 5 BR Home Free Parking
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is S$415
includes taxes & fees
12 Jan - 13 Jan, 2026
Spacious 3BR Luxe Escape near NYC
Dining
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is S$877
includes taxes & fees
17 Dec - 18 Dec
Luxury NYC Home with Free Parking for 12
Free WiFi
Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is S$478
includes taxes & fees
4 Jan - 5 Jan, 2026
Prime Luxe 3-BR NYC - Free Parking
Private kitchen
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is S$487
includes taxes & fees
12 Jan - 13 Jan, 2026
3BR Prime Luxury near NYC w Arcade Room
Dining
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
The price is S$777
includes taxes & fees
17 Dec - 18 Dec
Modern Comfort in the Heart of NYC
Living area
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking
3.0 star property
Southeast Yonkers
3.0 out of 10, (4)
"There was nothing luxury about this place. Please dont let the pictures fool you and its non refundable. Communication is horrible. They even tried charging cleaning fee for a dirty house, i took a total loss and just stayed at hotels "
United States
Jose
The price is S$672
includes taxes & fees
17 Dec - 18 Dec
Luxury NY Home 3BR with Easy Parking
Interior
Gold Coast Getaway! Upscale Apt Near New Canaan

Gold Coast Getaway! Upscale Apt Near New Canaan

Gold Coast Getaway! Upscale Apt Near New Canaan
3.0 star property
West Norwalk
The price is S$458
includes taxes & fees
21 Dec - 22 Dec
Gold Coast Getaway! Upscale Apt Near New Canaan
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

The Westin Flushing Laguardia Airport

The Westin Flushing Laguardia Airport

10/10 Excellent
"Nice updated room. Restaurant has good food and service. Free shuttle from and to airport. "
William 1-night trip
Posted 14 hours ago
The Westin Flushing Laguardia Airport

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?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Oyster Bay is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 Planting Fields Arboretum State Historic Park and Theodore Roosevelt Memorial Park are a couple of picturesque spots to enjoy the outdoors. Theodore Roosevelt Sanctuary and Audubon Center and Center Island Beach are other places to visit while you're in town.

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.