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

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 ￥16,362
￥79,192 total
includes taxes & fees
Apr 21 - Apr 22
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Comfort Room | Living area

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
Spacious 3BR Family Home Near Everything
Interior

Cozy Cottage

Cozy Cottage
Hempstead
The price is ￥16,679
￥41,137 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥12,549
￥32,801 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Studio by Hofstra University
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 ￥47,736
￥78,308 total
includes taxes & fees
May 1 - May 2
Luxury NYC Home Game Room Free Parking
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, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is ￥21,481
￥47,743 total
includes taxes & fees
Apr 19 - Apr 20
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 ￥15,037
￥21,456 total
includes taxes & fees
Apr 20 - Apr 21
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
9.8 out of 10, Exceptional, (31 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is ￥22,913
￥46,081 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥19,300
￥26,864 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥14,297
￥24,503 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥17,503
￥32,807 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥32,779
￥75,627 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥15,116
￥25,755 total
includes taxes & fees
Apr 18 - Apr 19
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 ￥31,611
￥38,834 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥16,870
￥28,350 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥17,474
￥42,026 total
includes taxes & fees
May 4 - May 5
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 ￥18,172
￥30,924 total
includes taxes & fees
Apr 28 - Apr 29
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 ￥23,868
￥40,894 total
includes taxes & fees
Apr 28 - Apr 29
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.
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 ￥22,874
￥50,133 total
includes taxes & fees
Apr 24 - Apr 25
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

Comfort Inn JFK Airport

Comfort Inn JFK Airport

10/10 Excellent
"Good breakfast and the airport shuttle was very convenient. Comfortable room. Public busy stop is right in front of the hotel. Great choice to access JFK. "
Erzsebet 1-night trip
Posted 5 hours ago
Comfort Inn JFK Airport

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.

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

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport : This vacation home rental near Oyster Bay offers a patio, a barbecue grill, 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 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.