Stay 30 - Vacation Rentals in Oyster Bay
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Chincoteague Island Beach House - Sir Whelk-A-Lot - New! - Downtown Location! Bikes & Yaks Included!
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★ Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oyster Bay.
Weather in Oyster Bay
View the weather forecast for Oyster Bay before booking your Oyster Bay Vacation Rentals to confirm your best time to go.
December - February
High 55°F Low 30°F
March - May
High 73°F Low 39°F
June - August
High 89°F Low 67°F
September - November
High 79°F Low 40°F
Top Attractions Around Oyster Bay, VA
Stay30 offers a large selection of top attractions around Oyster Bay. Research things to do on your vacation before you visit Oyster Bay.
Ocean City Boardwalk
Ocean City Beach
Jolly Roger Amusement Park
Salisbury University
Casino at Ocean Downs
Chincoteague National Wildlife Refuge
Jolly Roger at the Pier
Assateague State Park
Wicomico Youth and Civic Center
Trimper's Rides
Wallops Flight Facility
University of Maryland Eastern Shore
Ocean City Inlet
Main Street Berlin
Inlet Park
Oceanic Fishing Pier
Salisbury Zoo
Assateague Point
Ocean City Life-Saving Station Museum
Ripley's Believe It or Not Museum
Oyster Bay Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Oyster Bay?
There are a lot of options in Oyster Bay. If you plan on staying in the Oyster Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oyster Bay:
- Waterfront 5 star: North End of Island. Private property borders Pony pasture!
- Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
- Elegant Waterfront Residence, Magnificent Sunsets, Close to Town Ctr, Elevator
- Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!
- Chincoteague Island Getaway
- Josie's Getaway - Pet Friendly -Mini-Vacations and Month to Monthly Available
- Sunset Bay Villas 'Another Day in Paradise' Amazing Water Views & Sunsets
- Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
- Sunset Views on the Chincoteague Bay
- STUNNING WATERFRONT VIEWS!
How many vacation rentals are available in Oyster Bay?
Currently, the total number of properties listed in 2026 is over 942 in the Oyster Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oyster Bay.
