Shelter Island holiday homes

Why visit Shelter Island

• Scenic Beaches: Relax at beautiful spots like Sunset Beach, perfect for sunbathing and swimming.
• Outdoor Adventures: Enjoy kayaking around the island, offering a unique way to explore the stunning coastline.
• Cultural Experiences: Visit the Shelter Island Historical Society to learn about the local history and heritage.
• Family-Friendly Activities: Engage in various family-oriented excursions, ensuring fun for all ages.
• Charming Atmosphere: Experience the peaceful vibe and picturesque scenery that make Shelter Island a romantic getaway.

Top attractions near Shelter Island

Enjoy a romantic and adventurous getaway on Shelter Island, New York, perfect for families and beach lovers alike. Explore local attractions such as the Shelter Island Historical Society, the picturesque Shelter Bay, and the stunning Sunset Beach. For a unique experience, consider kayaking around the island. With its mix of cultural and outdoor activities, Shelter Island promises an unforgettable holiday for all types of travellers.

• Sag Harbor Marine Park: Nestled 8.0km from Shelter Island, this marina offers a vibrant outdoor atmosphere with adventure water activities, perfect for exploring the stunning coastline and enjoying the beach vibes.
• East Hampton Main Beach: Located 19.3km away, this picturesque beach is ideal for sunbathing and swimming, boasting golden sands and a lively seaside vibe that captures the essence of a classic beach experience.
• Foster Memorial Town Beach: Just 8.0km from Shelter Island, this urban park is a family-friendly spot with outdoor spaces for picnics and play, blending city vibes with natural beauty.

Things to do recommended for couples

For a romantic getaway on Shelter Island, indulge in wine tasting at Kontokosta Winery or Raphael Winery, both offering enchanting vibes. For a fun twist, try your hand at mini-golf at Shelter Island Whale's Tail, perfect for a bit of adventure together. Enjoy your time.

Things to do recommended for families

Families will love the vibrant Greenport Carousel, only 4.8km from Shelter Island, and can unwind at Cedar Point County Park and Goldsmith's Inlet Park, both offering serene spaces for relaxation, just 5 and 11.3km away respectively. Enjoy a perfect blend of fun and tranquility.

Things to do recommended for groups

Explore the Greenport Farmers' Market for fresh local produce, catch a show at the Bay Street Theatre for a dose of culture and entertainment, or hit the Noyac Golf Club for a fun day of golf amidst stunning outdoor scenery. Perfect for a group getaway.

What do I need to keep in mind when booking a vacation in Shelter Island

If you're heading off with a group, family, pets, or planning an extended stay, it's important to refine your search according to your specific needs. Here are some helpful tips for booking on Vrbo.

• Traveling to Shelter Island with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor areas for group activities. Luckily, you can easily refine your search for all of these options and more on Vrbo.
• Traveling to Shelter Island with young kids: Travelling with young kids can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Shelter Island: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Shelter Island: If you're in search of holiday rentals that offer discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Shelter Island

Experience the charm of Shelter Island, where stunning scenery and romantic vibes abound. Enjoy typical stays in cozy accommodations, with easy access to lovely spots like Sunset Beach. This idyllic getaway offers family-friendly excursions and a relaxing atmosphere, making it perfect for every traveller. Explore nearby towns to soak up the local culture and budget-friendly options, ensuring an unforgettable holiday in this serene slice of paradise.

• Hamptons: The Hamptons, located 14.5km from Shelter Island, is a quintessential seaside escape famed for its stunning beaches and vibrant outdoor life. Known as a romantic getaway, you can indulge in leisurely strolls along the sandy shores or enjoy a round of golf at one of the picturesque courses. The area hosts a variety of music concerts and has luxurious resorts to enhance your stay. With its charming local beaches and serene lakes, the Hamptons delivers a perfect blend of relaxation and adventure, making it a must-visit destination.
• Greenport: Just 4.8km from Shelter Island, Greenport is a delightful coastal town that offers a romantic and outdoor experience. Renowned for its beautiful beaches, you can spend your days soaking up the sun or exploring local shops and eateries. Popular activities include golf and attending music concerts, with a lovely resort scene to wind down after a day of adventures. Greenport’s event conference venue also attracts various gatherings, adding to the community's vibrant atmosphere, making it an inviting stop on your holiday.
• Sag Harbor: Located 8.0km away from Shelter Island, Sag Harbor is a charming city that perfectly blends outdoor activities with beachside relaxation. Known for its romantic allure, the area boasts beautiful beaches and parks where you can unwind or enjoy outdoor sports. Golf enthusiasts will find plenty of options, while winter brings opportunities for skiing and snowboarding. The picturesque setting and local attractions make Sag Harbor an ideal spot for both adventure seekers and those wanting to relax amid stunning surroundings.

Best time to go to Shelter Island

If you're planning a trip to Shelter Island, it's a good idea to check both the weather and property rates. The warmest month is August.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Average
February	35.8°F (2.1°C)	Light Rain	Mostly Cloudy	Average
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	High
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	High
August	73.4°F (23.0°C)	Light Rain	Mostly Sunny	High
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Average
October	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Low
November	49.6°F (9.8°C)	Light Rain	Mostly Sunny	Low
December	42.1°F (5.6°C)	Light Rain	Mostly Cloudy	Low

Booking with Vrbo is a breeze

Are you keen to save some cash on your next getaway? Being flexible with your travel dates can really help, as prices often change. Additionally, opting for a longer stay usually means you can enjoy significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up where you last paused, or simply organise your travel arrangements. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, visit: https://www.bookabach.co.nz/trips.