Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Oyster Bay vacation rentals

Exterior

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
The price is NT$3,944
NT$7,031 total
includes taxes & fees
Apr 30 - May 1
Sundown Escape-South Shore Long Island
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 NT$11,328
NT$13,027 total
includes taxes & fees
Apr 20 - Apr 21
Guesthouse at Norwalk Inn
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (108 reviews)
"Great location. "
United States
Christopher
The price is NT$3,913
NT$4,500 total
includes taxes & fees
Apr 22 - Apr 23
Stamford Suites
Luxury Apartment | Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (1 review)
The price is NT$4,260
NT$9,467 total
includes taxes & fees
Apr 29 - Apr 30
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 NT$3,250
NT$15,731 total
includes taxes & fees
Apr 21 - Apr 22
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
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 NT$8,462
NT$14,168 total
includes taxes & fees
May 1 - May 2
Luxury 3 BR Near NYC with Easy 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
The price is NT$10,426
NT$16,632 total
includes taxes & fees
May 1 - May 2
Luxury NYC Home Game Room Free Parking
House, Pets Allowed | Living area

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 review)
"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 traveler
The price is NT$16,066
NT$22,675 total
includes taxes & fees
Apr 20 - Apr 21
3BR Prime Luxury near NYC w Arcade Room
Luxury House | Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is NT$11,833
NT$17,939 total
includes taxes & fees
May 1 - May 2
Two Wash
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is NT$14,199
NT$20,516 total
includes taxes & fees
Apr 20 - Apr 21
Prime Luxe 3-BR NYC - Free Parking
Luxury House | Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is NT$11,012
NT$17,297 total
includes taxes & fees
May 5 - May 6
Luxury 3BR Home Game Room Free Parking
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
5.0 out of 10, (4 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is NT$3,408
NT$6,936 total
includes taxes & fees
May 1 - May 2
NY Luxury Apt Free Parking in PRIME 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 NT$8,330
NT$14,021 total
includes taxes & fees
May 1 - May 2
Spacious 3BR Luxe Escape near 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 NT$31,554
NT$39,845 total
includes taxes & fees
Apr 24 - Apr 25
3BR Prime Luxury NY - Free Parking
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 NT$3,475
NT$10,552 total
includes taxes & fees
May 13 - May 14
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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 NT$7,100
NT$12,960 total
includes taxes & fees
May 1 - May 2
Uscale 2BR Escape in the Heart of NYC
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 NT$9,466
NT$15,292 total
includes taxes & fees
May 1 - May 2
Luxury 3BR Family Home Game Room Parking
Exterior

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (584 reviews)
"Very nice stay "
United States
Massaran
The price is NT$3,232
NT$6,679 total
includes taxes & fees
May 11 - May 12
Global Luxury Suites at The Arches
House | Living area

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
6.0 out of 10, (7 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 NT$6,035
NT$11,453 total
includes taxes & fees
Apr 29 - Apr 30
Modern Luxury Home w GameRoom & Parking
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 NT$7,100
NT$13,555 total
includes taxes & fees
Apr 26 - Apr 27
Luxury NYC Home with Free Parking for 12
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

Highbridge Hotel

Highbridge Hotel

10/10 Excellent
"The hotel is very good, especially considering its location in the Bronx. It has very easy access to public transportation, which is a big plus. My only issue was with the room temperature—the room was quite hot, and although the air conditioning was set to 62°F, it did not seem to cool properly. Additionally, I found it unnecessary that guests receive a phone call at 10 a.m. to remind them that check-out is at 11 a.m. Overall, a good stay, but a few small improvements would make it even better."
Julia 1-night trip
Posted 4 hours ago
Highbridge Hotel

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:

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Frequently asked questions

Can I find a vacation rental in Oyster Bay?

Yes, there are vacation rentals in Oyster Bay near Planting Fields Arboretum State Historic Park, or you can select a more remote option if you want a relaxing stay. Oyster Bay is known for its shopping and restaurants.

How many vacation rentals are there in Oyster Bay?

Expedia has 3 vacation 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. Other popular places to visit in the area include Citi Field and Flushing Meadows-Corona Park.

What’s a vacation rental in Oyster Bay like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oyster Bay. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.