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Top Holiday Rentals in Oyster Bay

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, (1)
"The home is lovely, looks newly remodeled and nicely done. Beds were all comfortable. Nice to have a driveway to park the car. Was ideally located for our trip. There was a smoke detector beeping in one of the bedrooms and when notified the issue was corrected quickly. Enjoyed our stay."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
10.0 out of 10, Exceptional, (7)
"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 £121
includes taxes & fees
5 May - 6 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
LUXURIOUS FREEPORT VACATION STUDIO APARTMENT
10.0 out of 10, Exceptional, (1)
"Cozy & up to date place, great for couples."
The price is £171
includes taxes & fees
13 May - 14 May
LUXURIOUS FREEPORT VACATION STUDIO APARTMENT
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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
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (102)
"Beautiful, ultra comfy and clean space, great beds, amazing gym and home theatre, easy check-in and excellent, rapid responses from host. Wish I could have stayed longer."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
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 £228
includes taxes & fees
6 May - 7 May
Luxury Studio Suite. Walking distance to UBS Arena
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 £204
includes taxes & fees
8 May - 9 May
The Subterranean Haven
Hidden Gem/w Private Balcony & Yard *15minJFK*
9.6 out of 10, Exceptional, (63)
"great"
The price is £111
includes taxes & fees
9 May - 10 May
Hidden Gem/w Private Balcony & Yard *15minJFK*
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is £134
includes taxes & fees
6 May - 7 May
1 bedroom 1 bath private entrance
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
Waterfront Cottage cute and cozy
9.4 out of 10, Exceptional, (70)
"We came to visit family and were tired of staying in overpriced, dingy hotel rooms. This place was great. It’s a peaceful neighborhood, with a great view. We had some family over for a low key celebration, and Mike, the owner, was so accommodating. You can tell he truly enjoys this place and loves sharing the beauty and relaxation of it with his guests. He removed the grass and changed it into sand, with beautiful flowers all around. It’s a wonderful ambiance. He even put out citronella and bug...
The price is £189
includes taxes & fees
16 May - 17 May
Waterfront Cottage cute and cozy
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
9.4 out of 10, Exceptional, (31)
"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.
Cozy & Convenient Elmont Retreat w/ Patio!
9.4 out of 10, Exceptional, (6)
"Friendly and attentive host. Would definitely stay here again and great price as well considering all that you’re getting."
Cozy & Convenient Elmont Retreat w/ Patio!
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (89)
"Was wonderful, clean, fun, & close to things to do! Only a few suggestions I have is fix the handrail. Instead of a boat paddle put a real handrail in. Its extremely hard to hold onto it at the top of the landing. Also Anti skid strips on the stairs going up. Last but not least put a shade or curtain on the door window that goes out on the small second floor deck so neighbors cant see in. All in all Mike was a wonderful communicator!"
The price is £190
includes taxes & fees
6 May - 7 May
Waterfront Home magnificent view!
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
9.4 out of 10, Exceptional, (9)
"The apartment was exactly as stated and shown in the photos"
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (110)
"Very comfortable and quiet barely knew I was staying at a hotel. Would book again"
The price is £147
includes taxes & fees
28 May - 29 May
Starlight Hotel
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 £287
includes taxes & fees
2 Jun - 3 Jun
Mott Haven Queen Suite | Gym | Kitchenette
Luxuriously Comfortable Suite
8.8 out of 10, Excellent, (17)
"The stay was spectacular, there was video instructions on the entire process. The host was very professional, and responded back immediately to all of my messages. Everything was perfect! 😊"
The price is £203
includes taxes & fees
6 May - 7 May
Luxuriously Comfortable Suite
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 £297
includes taxes & fees
27 May - 28 May
Suite+Balcony | Full Bed+Kitchenette | near NYC
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"Excessive number of large seized pets create certain uncomfortability."
Global Luxury Suites White Plains
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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

Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1266)
"Well kept, all the essentials. Breakfast was excellent for a small hotel. Close to subway. "
The price is £108
includes taxes & fees
30 May - 31 May
Highbridge Hotel
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, (1560)
"Great option to have in the heights. "
The price is £154
includes taxes & fees
20 May - 21 May
Radio Hotel
Four Points by Sheraton Flushing
3.0 star property
8.8 out of 10, Excellent, (1509)
" It was decent for short stay"
The price is £151
includes taxes & fees
27 May - 28 May
Four Points by Sheraton Flushing
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.

Everything you need to know about Oyster Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oyster Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oyster Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Bay holiday rentals we have selected for you start as low as £111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oyster Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oyster Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oyster Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Oyster Bay?

Yes, there are holiday rentals in Oyster Bay close to Theodore Roosevelt Sanctuary, 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?

It's a Loft on the Second floor: This holiday home rental outside of Oyster Bay is equipped with 1 hot tub, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

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. Other popular places to visit in the area include Bronx Zoo and Citi Field.

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.

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