Oyster Bay Vacation Rentals

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Our top choices for Oyster Bay vacation rentals

Stunning 5BR Oasis | 3-Acre Estate & Gorg View

Stunning 5BR Oasis | 3-Acre Estate & Gorg View
Oyster Bay
$1,124 nightly
The price is $1,237
Mar 19 - Mar 20
Total with taxes and fees
Stunning 5BR Oasis | 3-Acre Estate & Gorg View

Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.6 out of 10, Excellent, (7 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
$205 nightly
The price is $214
Mar 26 - Mar 27
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech

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.
$144 nightly
The price is $165
Apr 1 - Apr 2
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
$157 nightly
The price is $179
Mar 31 - Apr 1
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Nautical Elegance

Nautical Elegance
Freeport
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay. Host was great and had amazing communication. "
United States
Maggie I.
$169 nightly
The price is $189
Mar 23 - Mar 24
Total with taxes and fees
Nautical Elegance

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
8.2 out of 10, Very Good, (18 reviews)
"Great location"
United States
Jordan S.
$115 nightly
The price is $135
Mar 19 - Mar 20
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Cozy Studio by Hofstra University

Cozy Studio by Hofstra University
Uniondale
9.6 out of 10, Exceptional, (38 reviews)
"great stay. The only real inconvenience was the lack of paper plates but other than that everything was perfect."
United States
Jayceon
$150 nightly
The price is $168
Mar 26 - Mar 27
Total with taxes and fees
Cozy Studio by Hofstra University

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, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
$257 nightly
The price is $291
Mar 20 - Mar 21
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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.
$219 nightly
The price is $244
Mar 19 - Mar 20
Total with taxes and fees
Grandiosely Pleasant Suite 2

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.
Valley Stream
9.0 out of 10, Wonderful, (2 reviews)
"Place was very clean. Host went out of his way to please us. Space is very small but if you just want a place to sleep then this is fine."
United States
Lela B.
$160 nightly
The price is $179
Mar 19 - Mar 20
Total with taxes and fees
Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

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.
$174 nightly
The price is $195
Mar 19 - Mar 20
Total with taxes and fees
2 Pvt bed Rms/1bathroom no kitchen attic

Julie's Cozy 2 Bedroom Apartment

Julie's Cozy 2 Bedroom Apartment
uniondale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay in Uniondale. Julie and her husband were very accommodating and especially thoughtful since we flew in during a blizzard. The property was exactly as described and perfect for our quick trip to New York. We would definitely consider staying here again!"
United States
Dena O.
$277 nightly
The price is $309
Mar 23 - Mar 24
Total with taxes and fees
Julie's Cozy 2 Bedroom Apartment

Majestically Pleasant Suite

Majestically Pleasant Suite
Hempstead
8.0 out of 10, Very Good, (3 reviews)
"Great small place to chill, very clean, and cozy definitely recommend "
United States
Patryck H.
$219 nightly
The price is $244
Mar 19 - Mar 20
Total with taxes and fees
Majestically Pleasant Suite

Julie's Cozy 1BR Apartment

Julie's Cozy 1BR Apartment
uniondale
6.0 out of 10, (1 review)
$167 nightly
The price is $186
Mar 23 - Mar 24
Total with taxes and fees
Julie's Cozy 1BR Apartment

Family Home near NY Beach, Private Workspace by Zen Living

Family Home near NY Beach, Private Workspace by Zen Living
Glen Head
8.8 out of 10, Excellent, (8 reviews)
"Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. "
United States
Jenna G.
Family Home near NY Beach, Private Workspace by Zen Living

Cozy Cottage

Cozy Cottage
Hempstead
$234 nightly
The price is $261
Mar 23 - Mar 24
Total with taxes and fees
Cozy Cottage

Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Lofty Cozy Suite near Nassau Coliseum and Hofstra University
Hempstead
7.4 out of 10, Good, (3 reviews)
"We had a great experience staying at this cozy apartment in Hempstead, NY. The neighborhood felt safe and quiet, with plenty of street parking available—very convenient. The apartment was clean, well-kept, and just the right size for two people. Check-in was seamless, and the host was very responsive and helpful. It’s a perfect spot for anyone visiting Hofstra University or the surrounding area. Would definitely stay here again!"
United States
Lori K.
$219 nightly
The price is $244
Mar 19 - Mar 20
Total with taxes and fees
Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
$137 nightly
The price is $154
Mar 19 - Mar 20
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
$361 nightly
The price is $409
Mar 23 - Mar 24
Total with taxes and fees
Seabreeze at the beach west beach Stamford ct.

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.
$273 nightly
The price is $310
Mar 19 - Mar 20
Total with taxes and fees
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

Find out more about Oyster Bay

Everything you need to know about Oyster Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oyster Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oyster Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $137 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oyster Bay rentals

At Expedia, we put the best Oyster Bay vacation 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 vacation.

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 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. Theodore Roosevelt Sanctuary and Audubon Center and Center Island Beach are other places to visit while you're in town.

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.