Oyster Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oyster Bay vacation rentals

The price is ¥90,015
¥193,616 total
includes taxes & fees
Feb 28 - Mar 1
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
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.
The price is ¥17,146
¥32,495 total
includes taxes & fees
Mar 9 - Mar 10
Tiny Home Private, Students, Nurses, Tech

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is ¥23,381
¥49,382 total
includes taxes & fees
Feb 28 - Mar 1
Luxe 1BR Oasis - Prime NY Stay

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.2 out of 10, Very Good, (808 reviews)
"Good service , nice place clean "
United States
victor
The price is ¥16,414
¥19,381 total
includes taxes & fees
Mar 1 - Mar 2
Starlight Hotel
2.0 star property
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 ¥23,225
¥49,207 total
includes taxes & fees
Feb 28 - Mar 1
Luxury 1BR located in Prime Yonkers Area
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is ¥54,399
¥84,084 total
includes taxes & fees
Mar 1 - Mar 2
Luxury 3BR Family Home Game Room Parking

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.4 out of 10, (100 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is ¥21,697
¥24,952 total
includes taxes & fees
Mar 1 - Mar 2
Stamford Suites
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is ¥15,587
¥26,100 total
includes taxes & fees
Mar 14 - Mar 15
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
The price is ¥19,292
¥28,275 total
includes taxes & fees
Mar 9 - Mar 10
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Freeport

Nautical Elegance
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay. Host was great and had amazing communication. "
United States
Maggie I.
The price is ¥15,587
¥31,319 total
includes taxes & fees
Mar 17 - Mar 18
Nautical Elegance
8.2 out of 10, Very Good, (18 reviews)
"Great location"
United States
Jordan S.
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
9.6 out of 10, Exceptional, (18 reviews)
"Awesome location for Ryder Cup. "
United States
Thomas G.
The price is ¥28,925
¥61,046 total
includes taxes & fees
Feb 28 - Mar 1
Private 2nd story apartment in the heart of Long Beach- Pura Vida!

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ¥54,838
¥63,064 total
includes taxes & fees
Feb 28 - Mar 1
Guesthouse at Norwalk Inn
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property. I would stay here again."
United States
Robert E.
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
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 ¥16,133
¥26,447 total
includes taxes & fees
Feb 28 - Mar 1
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
The price is ¥20,263
¥31,841 total
includes taxes & fees
Feb 28 - Mar 1
Baldwin's Bijou Studio apartment in Baldwin with Queen bed, AC, WiFi
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 ¥27,433
¥42,976 total
includes taxes & fees
Feb 28 - Mar 1
2 Pvt bed Rms/1bathroom no kitchen attic

Vacation Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is ¥62,696
¥90,247 total
includes taxes & fees
Feb 28 - Mar 1
Luxury 3 BR Near NYC with Easy Parking

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is ¥25,251
¥62,317 total
includes taxes & fees
Mar 4 - Mar 5
Seabreeze at the beach west beach Stamford ct.

Vacation Home in Hempstead

Cozy Cottage
The price is ¥16,366
¥40,887 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Cottage
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Bay Hotel Reviews

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:

  • View our selection of featured holiday rentals in Oyster Bay
  • Use the map to find apartments and other holiday homes in the Oyster Bay neighbourhood you prefer
  • 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 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?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This vacation home rental near Oyster Bay is equipped with a garden, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.