Discover Your Perfect Sylvester Manor Rentals by Owner

Sylvester Manor Rentals by Owner

More Top-Rated Rentals by Owner in Sylvester Manor Area

Why Choose Rent By Owner for your Sylvester Manor vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Sylvester Manor Rentals by Owner

Where are the best neighborhoods to stay in Sylvester Manor?

When choosing where to stay on Shelter Island, Sylvester Manor offers a tranquil and scenic neighborhood that perfectly combines natural beauty with a peaceful atmosphere. Located within the charming surroundings of Shelter Island, this area provides convenient access to serene beaches and lush landscapes, making it an ideal spot for relaxation. If you’re seeking a comfortable rental by owner in Sylvester Manor, you’ll find a variety of options that deliver both privacy and convenience, ensuring a seamless booking experience through Rent By Owner. Whether you're looking for a cozy retreat or a spacious home, this neighborhood embodies the dependable quality and trustworthiness that makes your vacation planning effortless and enjoyable.

East Hampton North

Situated just a short drive from here, East Hampton North offers a peaceful retreat with easy access to the region's scenic landscapes and charming community atmosphere. This neighborhood is ideal for visitors seeking a tranquil stay close to the area's natural beauty.

View 136+ Rentals in East Hampton North

Amagansett North

Located nearby, Amagansett North provides a relaxing setting with quaint streets and local attractions, making it perfect for those wanting to explore the authentic charm of this region during their rental stay. You'll enjoy a serene environment that feels like a home away from home.

View 47+ Rentals in Amagansett North

Clearwater Beach

This coastal neighborhood features stunning waterfront views and direct access to the region’s pristine beaches, offering a quintessential seaside experience. It’s an excellent choice for travelers looking to enjoy the tranquility of beachfront living.

View 49+ Rentals in Clearwater Beach

Bay Point

Positioned along the water, Bay Point delivers picturesque vistas and a peaceful ambiance, making it a desirable area for those seeking secluded and scenic accommodations within the region. Here, you can unwind amidst nature’s beauty.

View 465+ Rentals in Bay Point

Pipes Cove

Nestled near Greenport, Pipes Cove offers a quiet getaway surrounded by water and open spaces, perfect for immersive relaxation and enjoying the regional coastal charm during your stay. It’s an ideal base for exploring the nearby maritime scenery.

View 26+ Rentals in Pipes Cove

Amagansett Lanes

Close to Amagansett’s vibrant community, Amagansett Lanes presents a welcoming neighborhood with convenient access to local amenities and scenic spots. It’s suitable for visitors wanting a blend of comfort and accessibility in their rental experience.

View 541+ Rentals in Amagansett Lanes

Barnes Landing

Positioned along the waterfront, Barnes Landing offers stunning views and a peaceful atmosphere, making it perfect for those seeking a calm retreat with easy access to the region’s outdoors. It’s an excellent choice for a relaxing getaway.

View 599+ Rentals in Barnes Landing

The Heights

Perched above Shelter Island, The Heights provides panoramic views and a quiet ambiance that appeals to guests looking for a serene and private rental experience. This neighborhood combines scenic beauty with peaceful seclusion.

View 419+ Rentals in The Heights

Best Times to Visit Sylvester Manor

When should you plan your Rentals by Owner stay?

Knowing the optimal time to visit here can enhance your experience when booking a rental by owner in Sylvester Manor, Shelter Island, New York, ensuring you enjoy the region’s unique seasonal charm at its best.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and relaxing by the water in this scenic area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
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Fall (September to November)

Early fall offers pleasant temperatures and vibrant foliage, providing a picturesque setting for exploring and enjoying the quiet beauty here during the peak season.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and a peaceful atmosphere, making it a great time for those seeking tranquility away from the crowds while still enjoying the area's natural charm.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
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Spring (March to May)

As the region transitions into spring, you’ll experience mild weather and blooming landscapes, perfect for a quieter visit before the summer rush begins.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Sylvester Manor

How to Book Your Sylvester Manor 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 Sylvester Manor

More Top-Rated Rentals by Owner in Sylvester Manor Area

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 outdoor dining with a private barbecue grill available on the property.
  • Relax and unwind on a spacious deck or patio that offers scenic views of the surrounding area.
  • Take advantage of well-maintained outdoor seating areas perfect for gatherings or quiet evenings.
  • Make use of a fire pit for cozy nights under the stars with friends and family.
  • Experience the convenience of outdoor parking spaces exclusive to your rental.
  • Capitalize on landscaped gardens and lawn areas ideal for outdoor activities or children’s play.
  • Utilize designated outdoor recreation zones, such as tennis courts or walking trails, if available in the region.

Top Attractions Around Sylvester Manor

What attractions are nearby?

Explore a variety of outdoor activities, local beaches, and scenic nature walks just moments from your rental by owner in this charming area, offering an authentic Shelter Island experience for all who visit.

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Family Activities

  • Exploring the Sylvester Manor Gardens: You can enjoy guided tours and family-friendly activities amidst the historic gardens, offering a peaceful retreat in this charming area.
  • Kayaking on Shelter Island’s Waterways: Rent watercraft locally and experience the scenic waterways that surround here, providing fun for all ages and a unique view of the region’s natural beauty.
  • Visiting the Shelter Island Historical Society Museum: Engage with the local history through exhibits and educational programs designed to entertain and inform visiting families.
  • Picnicking at Sylvester Manor Park: This picturesque spot is perfect for a family picnic, allowing you to relax and enjoy the tranquil surroundings while exploring nearby outdoor trails.
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Adult Activities

  • Guided Nature Tours: Explore the scenic beauty of the region through immersive guided tours that reveal its unique flora and fauna.
  • Historic Site Visits: Discover the area's rich history by visiting notable sites that showcase its cultural heritage and historic significance.
  • Local Art Galleries: Visit downtown galleries to appreciate local artistry and perhaps find a special piece to remember your trip by.
  • Fishing Charters: Enjoy a relaxing day on the water with fishing excursions that cater to both beginners and experienced anglers in this destination's waters.

Sylvester Manor Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival Timing: Arriving during off-peak hours can help you settle in more comfortably and enjoy the tranquility of this coastal region.
  • Explore Local Nature: Take advantage of the area's natural beauty by visiting nearby parks or beaches to experience the serene landscape firsthand.
  • Discover Unique Dining Options: Savor local flavors at nearby eateries to immerse yourself in the regional culinary scene during your stay.
  • Engage with the Community: Connect with locals or participate in community events to enrich your experience here on Shelter Island.

Transportation Options

  • Rental Car Services: Convenient rental car options are available on the island, giving you flexible transportation to explore Shelter Island at your own pace.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare apps provide easy access to travel around this charming area without the need for personal vehicle ownership.
  • Public Transportation: Local bus services connect key points in the region, offering an affordable way to navigate here while enjoying scenic views along the route.
  • Bicycle Rentals: For a more leisurely experience, bicycle rentals are popular among visitors seeking to enjoy the natural beauty of Shelter Island's surroundings.

Local Customs Options

  • Respect for Historic Traditions: You’ll find that honoring the area's historic customs is an important part of experiencing local life here in Shelter Island.
  • Emphasis on Community Gatherings: Participating in community events and festivals is a cherished way to connect with neighbors in this destination.
  • Environmental Awareness: The region’s customs emphasize sustainability and preserving the natural beauty that makes Shelter Island unique.
  • Seasonal Celebrations: Engaging in seasonal festivities allows visitors to immerse themselves in the area's rich cultural practices throughout the year.

Frequently Asked Questions About Sylvester Manor Rentals by Owner

1. What are the top vacation rentals in Sylvester Manor?

There are a lot of options in Sylvester Manor. If you plan on staying in the Sylvester Manor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sylvester Manor:

2. How many Rentbyowner vacation rentals are available in Sylvester Manor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 343 in the Sylvester Manor 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 Sylvester Manor. 

3. What is the cancellation policy for rental properties in Sylvester Manor, Shelter Island?

Cancellation policies vary by owner and listing. To understand the specific terms for your reservation, please review the listing details or contact the property owner directly.

4. Are there any additional fees I should be aware of when booking a rental by owner in this region?

Additional fees such as cleaning charges, service fees, or security deposits are typically specified in the listing. Be sure to read the full description before confirming your booking or reach out to the owner for clarification.

5. How do I communicate with the property owner during my stay in this area?

Communication methods are usually provided through the booking platform. You can message the owner directly via the system to ask questions or arrange check-in details.

6. Is it possible to modify or extend my reservation once booked in this destination?

Modifications or extensions depend on the owner's policies and availability. Contact the property owner as early as possible through the platform to discuss potential changes.

7. What amenities are typically included in rentals by owner around Shelter Island?

Amenities vary but often include essentials like Wi-Fi, kitchen facilities, and linens. For specific amenities, please review the listing details or ask the owner directly to ensure your needs are met.

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More Top-Rated Rentals by Owner in Sylvester Manor Area