Oyster Bay Holiday Rentals

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Check prices for these dates

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

Our top choices for Oyster Bay holiday rentals

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 HK$807
HK$3,904 total
includes taxes & fees
21 Apr - 22 Apr
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Living area

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.0 star property
Central Islip
The price is HK$1,122
HK$1,979 total
includes taxes & fees
15 Apr - 16 Apr
Spacious 3BR Family Home Near Everything
Interior

Cozy Cottage

Cozy Cottage
Hempstead
The price is HK$822
HK$2,010 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Cottage
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (41 reviews)
"The place was great! Easy to find, great communication with the host, and easy in and out. Will definitely stay here again!"
United States
Beth
The price is HK$627
HK$1,312 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Studio by Hofstra University
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 HK$2,075
HK$3,540 total
includes taxes & fees
15 Apr - 16 Apr
Luxury NYC Home Game Room Free Parking
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, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is HK$1,057
HK$2,350 total
includes taxes & fees
15 Apr - 16 Apr
Luxury 1BR located in Prime Yonkers Area
Terrace/patio

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is HK$740
HK$1,056 total
includes taxes & fees
15 Apr - 16 Apr
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,128
HK$2,244 total
includes taxes & fees
19 Apr - 20 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Private kitchen

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
Floral Park
8.0 out of 10, Very good, (7 reviews)
"Communication was great; all my questions were answered, which I appreciated. The place was clean and easy to get to by bus. "
United States
Vivian
The price is HK$951
HK$1,324 total
includes taxes & fees
15 Apr - 16 Apr
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (39 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
The price is HK$705
HK$1,208 total
includes taxes & fees
19 Apr - 20 Apr
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Pool

Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.6 out of 10, Excellent, (7 reviews)
"Great host, nice place."
United States
Brian C.
The price is HK$861
HK$1,641 total
includes taxes & fees
27 Apr - 28 Apr
Tiny Home Private, Students, Nurses, Tech
Marina

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (75 reviews)
"Location was perfect!"
United States
Linda J P.
The price is HK$1,582
HK$3,704 total
includes taxes & fees
15 Apr - 16 Apr
Captain's Cottage - Cold Spring Harbor Water Views
Exterior detail

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
8.8 out of 10, Excellent, (14 reviews)
"The apartment was very clean and well maintaimed. This was the perfect property to stay at over the holidays as I grew up in the area and had many moments of nostalgia going to old restaurants and shops I frequented as a kid. "
United States
Alexander A.
The price is HK$783
HK$1,311 total
includes taxes & fees
15 Apr - 16 Apr
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
Fridge, microwave

Grandiosely Pleasant Suite 2

Grandiosely Pleasant Suite 2
Hempstead
8.0 out of 10, Very good, (12 reviews)
"Great place to stay! The host was very responsive. The place was clean, and lots of safe parking! "
United States
Lorraine S.
The price is HK$1,558
HK$1,914 total
includes taxes & fees
15 Apr - 16 Apr
Grandiosely Pleasant Suite 2
1 bedroom, iron/ironing board, free WiFi, bed sheets

Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is HK$832
HK$1,398 total
includes taxes & fees
15 Apr - 16 Apr
Your Perfect Getaway Between Farmingdale & Amityville
Living area

Oceanside Harbor

Oceanside Harbor
Oceanside
10.0 out of 10, Exceptional, (1 review)
"Clean, separated entrance. You can tell the owner put a lot of effort in to the space."
United States
Chad H.
The price is HK$861
HK$2,072 total
includes taxes & fees
4 May - 5 May
Oceanside Harbor
Property grounds

2 Pvt bed Rms/1bathroom no kitchen attic

2 Pvt bed Rms/1bathroom no kitchen attic
Uniondale
10.0 out of 10, Exceptional, (3 reviews)
"The overall stay was very warm & welcoming. Suitable for kids! "
United States
Tea-Anna S.
The price is HK$896
HK$1,525 total
includes taxes & fees
15 Apr - 16 Apr
2 Pvt bed Rms/1bathroom no kitchen attic
Exterior detail

Lakefront GetawaY & Romantic NightS + BeacheS NeaR

Lakefront GetawaY & Romantic NightS + BeacheS NeaR
West Islip
10.0 out of 10, Exceptional, (3 reviews)
"The entire experience was amazing. The grounds and living space were exceptional.Our host was extremely helpful and accommodating. Will definitely boom again in the future."
United States
Melissa G.
The price is HK$1,175
HK$2,048 total
includes taxes & fees
15 Apr - 16 Apr
Lakefront GetawaY & Romantic NightS + BeacheS NeaR
2 bedrooms, WiFi, bed sheets

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Smithtown
7.6 out of 10, Good, (4 reviews)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
The price is HK$1,222
HK$1,781 total
includes taxes & fees
15 Apr - 16 Apr
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Offices

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is HK$1,128
HK$2,471 total
includes taxes & fees
16 Apr - 17 Apr
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"The hours of the pool was inconvenient They should open on the weekends in the morning too so the guests can used before going out of the day "
Maylenny 6-night trip
Posted 1 hour ago
Baymont by Wyndham White Plains - Elmsford

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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  • Enter your travel dates to view the best deals on holiday rentals in Oyster Bay while they last

Look no further and take a look at our great range of rental properties in Oyster Bay!

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?

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport : This holiday home rental outside of Oyster Bay offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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 Beekman 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.