Oyster Bay Rentals by Owner
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
Apartment
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Oyster Bay vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Oyster Bay
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here can enhance your experience, allowing you to enjoy this destination's natural beauty and local charm at its best during your stay.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll experience warm weather ideal for outdoor activities and enjoying the scenic coastal views.
Average Temperature Daytime: around 75-85°F - Nighttime: about 60-70°F
Fall (September to November)
Early fall offers pleasant temperatures and vibrant foliage, making it a perfect time to explore this area's natural beauty.
Average Temperature Daytime: approximately 65-75°F - Nighttime: roughly 50-60°F
Off-Season Highlights
Winter (December to February)
In the winter, the region experiences cooler temperatures and less crowded conditions, ideal for a peaceful retreat by booking a rental here.
Average Temperature Daytime: around 35-45°F - Nighttime: near 25-35°F
Spring (March to May)
Late spring features milder weather and blooming landscapes, offering a quieter time to enjoy your stay without peak crowds.
Average Temperature Daytime: about 50-65°F - Nighttime: roughly 40-50°F
Weekly Weather Forecast for Oyster Bay
How to Book Your Oyster Bay vacation rental
What's our booking process?
Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oyster Bay
Common Rentals by Owner Amenities
What amenities can you expect?
Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area perfect for relaxing after exploring the region.
- Take advantage of spacious yards or gardens ideal for outdoor activities and family gatherings.
- Make use of outdoor dining setups to savor meals al fresco in the fresh air.
- Utilize a shared or private swimming pool for refreshing dips during warmer months.
- Benefit from outdoor fire pits or fireplaces to gather around in the evenings.
- Explore well-maintained patios or decks that offer scenic views of the surrounding landscape.
- Access parking facilities with ample space for outdoor storage of recreational gear or boats.
Top Attractions Around Oyster Bay
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty and local charm of this destination, making your stay both relaxing and memorable.
Family Activities
- Planting Fields Arboretum State Historic Park: Explore the lush gardens and scenic trails that provide a perfect outdoor family outing in this picturesque region.
- Oyster Bay Main Street Historic District: Discover charming shops, local eateries, and historical landmarks as you stroll through this vibrant area filled with family-friendly activities.
- Cold Spring Harbor Fish Hatchery & Aquarium: Engage with aquatic life exhibits and enjoy educational tours suited for children and parents alike in this waterfront destination.
- Segway of Oyster Bay Tours: Experience guided family adventures on fun and easy-to-ride Segways as you explore the scenic coastal surroundings here.
Adult Activities
- Wine Tasting Tours: Explore local vineyards and enjoy tastings of regional wines, offering a relaxing experience amid the scenic surroundings.
- Historic Site Visits: Discover the area's rich history by touring notable historic landmarks that highlight the region’s cultural heritage.
- Boating and Water Activities: Take advantage of the nearby waterways with boating or kayaking adventures, perfect for unwinding on the water.
- Golfing at Premier Courses: Play a round at top-rated golf courses that provide picturesque views and challenging holes just minutes from here.
Other Places to Stay in Oyster Bay, NY
Oyster Bay Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Research local attractions and dining options in the region to make the most of your stay in this charming destination.
- Choose a Comfortable Rental: Select a Rent By Owner property that offers amenities tailored to your needs, ensuring a relaxing visit here.
- Explore Nearby Nature: Take advantage of the area's scenic parks and outdoor spaces to enjoy the natural beauty of the region.
- Connect with Local Hosts: Engage with your rental hosts for insider tips and personalized recommendations during your time here.
Transportation Options
- Long Island Rail Road (LIRR): You can conveniently access the region via the LIRR, which offers direct train services connecting here to New York City and other parts of Long Island.
- Local Bus Services: The area is well-served by local bus routes that provide reliable transportation options within Oyster Bay and to neighboring communities.
- Rental Car Services: Renting a car is a flexible way to explore this destination at your own pace, with numerous rental agencies available nearby.
- Taxis and Ride-Sharing:** Taxis and ride-sharing platforms like Uber and Lyft operate here, offering convenient door-to-door transportation for visitors and residents alike.
Local Customs Options
- Local Seafood Cuisine: You can savor the region's fresh seafood offerings, reflecting Oyster Bay’s maritime heritage and culinary customs.
- Historic Preservation:** Respect for historic landmarks is prevalent, as the community values maintaining its charming coastal character.
- Maritime Festivals: Participating in seasonal maritime celebrations allows you to experience the area's nautical traditions firsthand.
- Community Gatherings: Engaging in local events fosters a sense of connection with residents who cherish their small-town hospitality and customs.
Frequently Asked Questions About Oyster Bay Rentals by Owner
1. 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:
- Captain's Cottage - Cold Spring Harbor Water Views
- Read our reviews and book while there's availability
- Guest Suite in Oyster Bay
- 5 Bdrm BEACHFRONT 30% off >7days nQuiet Safe Centre Island Sunsets
- 3 BD APT central location, free parking, fast wifi
- Charming bungalow with AC and WiFi in fantastic Cold Spring Harbor.
- Pure Luxury living In This 12,000 SF Estate
- Spectacular Waterfront Retreat
- Breathtaking Waterfront house
- Luxury Condo Apt. for 4: Persons: w/ Pvt. Entrance
2. How many Rentbyowner vacation rentals are available in Oyster Bay?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 16 in the Oyster Bay area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oyster Bay.
3. What is the cancellation policy for a rental by owner in Oyster Bay?
Cancellation policies vary depending on the individual listing. It is recommended to review the specific rental's cancellation terms on the listing page or contact the owner directly for detailed information.
4. How do I confirm the availability of a rental property in Oyster Bay?
Availability is checked through the listing on the platform. You can select your desired dates and see real-time availability, or reach out to the owner for confirmation.
5. Are there any additional fees when booking a rental in Oyster Bay?
Additional fees such as cleaning, service charges, or security deposits are specified in each listing. Be sure to read the detailed listing description or contact the owner if you have questions about extra costs.
6. What amenities can I expect in a rental property here?
Amenities vary between properties. To ensure the rental meets your needs, review the amenities listed on the property page or contact the owner for specific inquiries.
7. How can I communicate with the owner before booking my stay?
You can send a direct message or inquiry through the platform's messaging system. Owners in this region typically respond promptly to help you plan your visit.
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