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Top Holiday Rentals in Oyster Bay

Our top choices for Oyster Bay holiday rentals

Starlight Hotel

2.5 star property
8.0 out of 10, Very good, (640)
"Excellent stay here"
The price is £104
includes taxes & fees
8 Sept - 9 Sept
Starlight Hotel

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (491)
"Really enjoyed the stay here. "
The price is £147
includes taxes & fees
2 Sept - 3 Sept
Global Luxury Suites at The Arches

Stamford Suites

4.0 star property
5.6 out of 10, (49)
"Excellent sleep"
The price is £112
includes taxes & fees
2 Sept - 3 Sept
Stamford Suites

Spacious 3-bedroom apartment in cool Queens with WiFi, AC

7.2 out of 10, Good, (9)
"This was perfect for my family. We had a great time and a pleasant stay. We have nothing negative to say about this place. The price was fair. We felt comfortable and safe. Happy New year Your Canadian Neighbours. John Dawn and the Family. bit too"
Spacious 3-bedroom apartment in cool Queens with WiFi, AC

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
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."
The price is £569
includes taxes & fees
2 Sept - 3 Sept
3BR Prime Luxury near NYC w Arcade Room

Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

10.0 out of 10, Exceptional, (9)
"This property was excellent & I enjoyed it immensely ! It is very spacious & modern, plus located in a nice spot with easy access to subway. I would definitely recommend this place to everyone & will for sure come back"
The price is £449
includes taxes & fees
15 Sept - 16 Sept
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

GORGEOUS Large Charming HOME with 3baths, Central Air, Washer/Dryer, Parking

2.0 star property
10.0 out of 10, Exceptional, (2)
"I am writing to provide a review for the property we recently stayed at. It was truly an amazing place with a perfect location that suited all of our needs. The property had everything we needed to make our stay comfortable and enjoyable.Everything was to the tea, amazing and up to date, furniture, and appliances and moreFurthermore, the host provided excellent correspondence throughout our stay, which was greatly appreciated. I highly recommend staying here again and would enthusiastically give...
The price is £525
includes taxes & fees
2 Sept - 3 Sept
GORGEOUS Large Charming HOME with 3baths, Central Air, Washer/Dryer, Parking

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is £215
includes taxes & fees
29 Sept - 30 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (26)
"its small but very nice for a short stay would recommend."
The price is £125
includes taxes & fees
2 Sept - 3 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Conveniently located bedroom apartment in charming Baldwin with AC, WiFi

7.4 out of 10, Good, (9)
"if i visit nYc again. i will stay there again. "
The price is £123
includes taxes & fees
7 Sept - 8 Sept
Conveniently located bedroom apartment in charming Baldwin with AC, WiFi

Stunning 2BR next to Bronx Zoo

2.0 out of 10, (2)
"This property was at most the horrible experience. Property is not at all where it states on the website. When we arrived the ceiling was falling due to an old leakage and when I communicated with someone in charge of property, they said maintenance will come. We stood for a week and they came at the second to last day of our stay. It was cold every morning and the windows were patched with garbage bags. Everything was prone to disconnect from walls such as everything in bathroom. In addition to...
The price is £319
includes taxes & fees
31 Aug - 1 Sept
Stunning 2BR next to Bronx Zoo

Waterfront Breathtaking Cozy Beach Cottage Sunsets Inspiring Peaceful 1 hr NYC

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Breathtaking Cozy Beach Cottage Sunsets Inspiring Peaceful 1 hr NYC

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is £226
includes taxes & fees
22 Sept - 23 Sept
Guesthouse at Norwalk Inn

STAYCA Spacious Suite 4-bedroom apartment in Queens Near JFK

8.0 out of 10, Very good, (3)
"Would stay again"
STAYCA Spacious Suite 4-bedroom apartment in Queens Near JFK

"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

9.6 out of 10, Exceptional, (107)
"This was a very quaint property that worked out for our four night stay perfectly - we would absolutely stay here again. "
The price is £140
includes taxes & fees
2 Sept - 3 Sept
"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

✨ New Luxe 2BR 2BA – King Bed, Fast Wi-Fi, 15 Mins to Times Square

10.0 out of 10, Exceptional, (2)
"The apartment was amazing; and it exceeded the description on Vrbo. The fixtures and appliances were all new; the bathrooms and kitchen were remodeled; the bedrooms were fresh and comfortable; and the accomodations were awesome. The apartment is very close to the highway, thus, very convenient to access in/out of the city, etc. And, the host and her on-site property manager (Therese) were fully accessible and accomodating during our stay. A perfect place to visit in the Bronx!"
The price is £538
includes taxes & fees
4 Sept - 5 Sept
✨ New Luxe 2BR 2BA – King Bed, Fast Wi-Fi, 15 Mins to Times Square

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (36)
"Short trip. great place to stay . Very cozy . Family loved it "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is £499
includes taxes & fees
1 Sept - 2 Sept
Modern Luxury Home w GameRoom & Parking

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

9.6 out of 10, Exceptional, (21)
"Clean, quite, excellent host that was available all the times. Felt like home away from home."
The price is £126
includes taxes & fees
30 Sept - 1 Oct
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
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

Find out more about Oyster Bay

Find out more about Oyster Bay

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 £104 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 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 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 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.