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Oyster Bay Vacation Rentals

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Vacation Rentals in Oyster Bay

Blender
LUXURIOUS FREEPORT VACATION STUDIO APARTMENT
10.0 out of 10, Exceptional, (1)
"Cozy & up to date place, great for couples."
The price is ¥18,694
per night
May 27 - May 28
LUXURIOUS FREEPORT VACATION STUDIO APARTMENT
Smart TV
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
10.0 out of 10, Exceptional, (2)
"It was the perfect fit for us in terms of location and functionality. We enjoyed staying very much; it was like being on vacation in a hotel, but local. KK, who was in charge of the apt., was available at any time, responsive, and very helpful."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
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Iron/ironing board, free WiFi, bed sheets
Luxury Studio Suite. Walking distance to UBS Arena
10.0 out of 10, Exceptional, (6)
"Property was very clean and comfortable . We were able to walk to the UBS Arena within 10 minutes , which was very convenient and economical as parking is pricey . Having offstreet parking was so helpful . Ahmed answered all of my questions and his suggestions were helpful . Excellent diner , deli and bakery nearby ! Would highly recommend"
The price is ¥27,885
per night
May 22 - May 23
Luxury Studio Suite. Walking distance to UBS Arena
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"Just as advertised! Met all our needs! I hope to be back"
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior
The Subterranean Haven
10.0 out of 10, Exceptional, (1)
"The neighborhood is really nice and clean with a good variety of stores nearby. We found the subterranean haven to be a great location for unwinding and having small events. The George's are incredibly understanding, patient and flexible. We'd definitely recommend this host to anyone."
The price is ¥28,121
per night
May 25 - May 26
The Subterranean Haven
Property grounds
Hidden Gem/w Private Balcony & Yard *15minJFK*
9.6 out of 10, Exceptional, (64)
"Great little place to stay, I was in the area for a conference."
The price is ¥17,498
per night
May 28 - May 29
Hidden Gem/w Private Balcony & Yard *15minJFK*
Property grounds
It's a Loft on the Second floor
9.6 out of 10, Exceptional, (19)
"Check in process was easy. The property was sparkling clean and very comfortable. Farida was very communicative."
The price is ¥19,473
per night
May 22 - May 23
It's a Loft on the Second floor
TV
Waterfront Cottage cute and cozy
9.6 out of 10, Exceptional, (71)
"First off the Host Michael was amazing. Second the location and serenity of the creek was outstanding. If you are looking to layout in the sun bbq and have a couple of drinks this cozy place is it. Laid about 7 hours each day I was there absolutely perfect. Plus if you get a little bore you could feed all the ducks and swan"
The price is ¥17,185
per night
Jun 4 - Jun 5
Waterfront Cottage cute and cozy
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is ¥14,842
per night
May 20 - May 21
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Fridge, microwave, stovetop, coffee/tea maker
Cozy & Convenient Elmont Retreat w/ Patio!
9.6 out of 10, Exceptional, (7)
"A wonderful gem close to NYC. Superhost was quite welcoming with good communication before and during stay. It was a peaceful and restful experience."
Cozy & Convenient Elmont Retreat w/ Patio!
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is ¥15,623
per night
May 15 - May 16
1 bedroom 1 bath private entrance
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
Property grounds
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (90)
"It was a nice fun relaxing weekend for my lady and I here at Michael’s property. We really enjoyed :) our second time here!"
The price is ¥19,473
per night
May 22 - May 23
Waterfront Home magnificent view!
Outdoor pool
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
9.4 out of 10, Exceptional, (32)
"Jess the host was great with communication and very accommodating. Apartment was adorable!!"
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
Exterior
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
9.2 out of 10, Wonderful, (5)
"Honestly the crew that takes care of this place definitely loves what they do. They go above and beyond with everything. I really appreciated the communication process and I had to change the date and they were way more than accommodating. If you’re looking for a personal touch and a cool experience then definitely try this yacht out."
The price is ¥38,945
per night
May 21 - May 22
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
Deluxe Studio Suite | Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (119)
"Close to subway. Reasonable rates. Very clean. Excellent customer service. There was a parking garage across the street that I felt safe parking in and at a reasonable price. "
The price is ¥24,489
per night
May 28 - May 29
Starlight Hotel
Exterior
Mott Haven Queen Suite | Gym | Kitchenette
9.0 out of 10, Wonderful, (4)
"Had a 1 night stay in NYC for a competition, this little apartment was PERFECT for a quick in and out. Comfortable and Very nice!"
The price is ¥27,885
per night
Jun 2 - Jun 3
Mott Haven Queen Suite | Gym | Kitchenette
Desk, iron/ironing board, free WiFi, bed sheets
Suite+Balcony | Full Bed+Kitchenette | near NYC
8.0 out of 10, Very Good, (1)
"The property itself is just as described. It was clean and we really appreciated that. The cleaning staff was great!! They were kind enough to give us one more day of coffee supplies. We loved how everything was wrapped. Such as the towels and the kitchenette supplies. It was also great that we had internet and TV. What we did not appreciate was that on the first night another guest that was 4 units away was having a party till after 2 a.m. Not only did they have a party but the music was so...
The price is ¥29,527
per night
May 27 - May 28
Suite+Balcony | Full Bed+Kitchenette | near NYC
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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.

Other types of properties in Oyster Bay you may be interested in

Reception
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1323)
"I love how the property always tries to accommodate me into getting the room I desire"
The price is ¥17,455
per night
Jun 10 - Jun 11
Highbridge Hotel
Lobby
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1542)
"Second time staying here and always a pleasure. Very clean and comfortable. Felt safe and valet garage parking is a bonus!"
The price is ¥26,434
per night
May 27 - May 28
Four Points by Sheraton Flushing
Meeting facility
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, (1594)
"Good stay "
The price is ¥25,778
per night
May 27 - May 28
Radio Hotel
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 vacation rental in Oyster Bay?

Yes, there are vacation rentals in Oyster Bay near Theodore Roosevelt Sanctuary, or you can select a more remote option if you want a relaxing stay. Oyster Bay is known for its shopping and restaurants.

What are some of the best vacation rentals in Oyster Bay?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : Located near Oyster Bay, this vacation home rental is equipped with a spa tub, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a microwave to make your meal-planning easier.

How many vacation rentals are there in Oyster Bay?

Expedia has 4 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 Bronx Zoo and Citi Field.

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.

Recent reviews of Oyster Bay properties
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