Discover Your Perfect Sylvester Manor Vacation Homes

Best Vacation Homes in Sylvester Manor

Why Choose Rent By Owner for your Sylvester Manor Vacation Rental Homes?

What makes our Vacation Rentals 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.

Best Times to Visit Sylvester Manor

When should you plan your Vacation Rentals stay?

To make the most of your stay here, consider visiting during the shoulder seasons when the region offers pleasant weather and fewer crowds, allowing you to experience Sylvester Manor with a more relaxed and authentic atmosphere.

Peak Season Highlights

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June to August

During the summer months, the area experiences its warmest weather, making it ideal for enjoying outdoor activities and scenic views.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 60°F - 70°F
spring
September to October

Early fall offers pleasant temperatures and vibrant foliage, drawing visitors seeking a peaceful retreat in this destination.

Average Temperature Daytime: 70°F - 78°F - Nighttime: 55°F - 65°F

Off-Season Highlights

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November to March

The cooler season sees fewer visitors, providing a tranquil experience in the region and opportunities for quiet exploration.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 30°F - 40°F
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April to May

Springtime brings mild temperatures and blossoming landscapes, perfect for those seeking a serene getaway outside peak times.

Average Temperature Daytime: 55°F - 65°F - Nighttime: 45°F - 55°F

Weekly Weather Forecast for Sylvester Manor

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.

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 and picnic area.
  • Relax in the sun on spacious outdoor patios or decks overlooking scenic views.
  • Take advantage of a well-maintained swimming pool for leisurely swims in warm weather.
  • Benefit from beautifully landscaped gardens perfect for strolling or relaxing outdoors.
  • Make use of outdoor sports amenities such as tennis courts or basketball hoops.
  • Host gatherings around a cozy fire pit during cool evenings.
  • Explore nearby nature trails or hiking paths accessible directly from your rental here.
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Family Activities

  • Shelter Island Historical Museum: Engage with the local history through interactive exhibits that bring the area's past to life for families seeking educational activities.
  • Shellfish Farming Tours: Discover the region's maritime heritage by participating in family-friendly tours that showcase sustainable shellfish farming practices here.
  • Sunset Beach Activities: Relax and enjoy the scenic shoreline, where families can build sandcastles, dip their toes in the water, or watch stunning sunsets over the bay.
  • Nature Walks at Sylvester Manor: Explore the lush grounds and scenic trails surrounding this historic estate, offering a peaceful outdoor adventure suitable for all ages.
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Adult Activities

  • Guided Nature Walks: Experience the serenity of the region’s natural beauty through guided walks that highlight the area's unique flora and fauna.
  • Historical Tours: Discover the rich history and cultural heritage of here by exploring local museums and historic sites nearby.
  • Wine Tasting Experiences: Indulge in wine tasting sessions at nearby wineries, allowing you to enjoy the region’s renowned viticulture.
  • Waterfront Activities: Engage in kayaking or paddleboarding along the waterfront, immersing yourself in the tranquil waters surrounding the destination.

Sylvester Manor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to try the region’s fresh seafood and farm-to-table dishes to truly immerse yourself in the area’s culinary scene.
  • Plan Outdoor Activities: Make the most of the tranquil surroundings by scheduling outdoor pursuits like kayaking or relaxing walks along scenic trails.
  • Visit Seasonal Events: Check the local calendar for seasonal festivals or markets that offer authentic experiences and a chance to connect with the community.
  • Choose Prime Accommodation: Select a well-located vacation rental that allows easy access to the area's natural beauty and attractions, enhancing your overall stay.

Transportation Options

  • Ferry Services: The primary way to access this coastal destination is via ferry, offering a scenic and convenient connection from the mainland to Shelter Island.
  • Personal Vehicles: Renting a car provides flexibility to explore locally and reach your vacation rental with ease across the area's charming streets.
  • Taxi and Rideshare: Taxis and rideshare services operate in the region, offering a reliable transportation option for quick trips around town or to nearby spots.
  • Bicycle Rentals: Biking is an eco-friendly and enjoyable way to navigate the quiet roads and picturesque scenery surrounding this beautiful island destination.

Local Customs Options

  • Respect for Nature: Locals here cherish the region’s natural beauty, and you’ll find that outdoor etiquette, such as preserving wildlife and maintaining cleanliness, is an important part of daily life.
  • Community Gatherings: Participating in local events and festivals showcases the area’s welcoming spirit and preserves its rich traditions, making your stay more authentic.
  • Maritime Traditions: The community’s deep connection to boating and fishing is evident, and observing these customs adds a special touch to your experience here.
  • Historical Respect: Appreciation for the historical significance of Sylvester Manor encourages visitors to honor local landmarks and engage respectfully with heritage sites.

Frequently Asked Questions About 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 426 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 vacation rentals in Sylvester Manor, Shelter Island?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before completing your reservation.

4. How do I find the best available dates for vacation rentals in Shelter Island?

You can check real-time availability on the listing pages and use the booking calendar to select your preferred dates. For personalized assistance, reaching out to the property owner can help confirm availability.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning charges or security deposits are typically detailed in the listing. Always review the full fee breakdown and contact the owner if you have any questions about extra costs.

6. What amenities are usually included with vacation rentals in this area?

Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and parking. To see what’s included in a specific rental, check the listing description or contact the owner directly.

7. How can I ensure my stay complies with local regulations when booking a vacation rental in this destination?

It's recommended to review the local rules and restrictions listed on the property page or inquire with the owner. They can provide guidance to ensure your visit aligns with the area's regulations.

Best Vacation Homes in Sylvester Manor

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly