Shelter Island Heights vacation rentals

Why visit Shelter Island Heights

1. Beautiful Beaches: Enjoy stunning sandy shores perfect for sunbathing, swimming, and water sports.
2. Outdoor Adventures: Explore state parks and marinas, offering hiking, biking, and kayaking opportunities.
3. Quaint Atmosphere: Experience the charm of beach cottages and a relaxed vibe ideal for family vacations.
4. Diverse Accommodations: Choose from luxury homes, cozy apartments, and spacious condos for your stay.
5. Local Culture: Immerse yourself in the friendly local vibe and discover nearby attractions.

Popular types of accommodation in Shelter Island Heights

Discover the charm of Shelter Island Heights with a variety of vacation rentals tailored to your needs. Whether you’re seeking luxury homes, cozy island apartments, or charming spring houses, we have options that will make your stay unforgettable. Our selection of houses, condos, and apartments ensures there’s a perfect fit for every traveler. Embrace the beauty of Shelter Island Heights and find your ideal getaway today!

• Houses: The top choice for visitors to Shelter Island Heights, offering spacious and comfortable accommodations ideal for families or groups.
• Condos: A popular option for travelers seeking modern amenities and a convenient location, perfect for couples or small families.
• Apartments: A great choice for those wanting a home-like feel with easy access to local attractions and dining.
• Cottages: These quaint and charming retreats provide a cozy atmosphere for a peaceful getaway.
• Villas: Luxurious properties that offer upscale living and beautiful surroundings for an unforgettable stay.**

Top attractions in Shelter Island Heights

Shelter Island Heights offers a perfect blend of outdoor adventures and romantic beach vacations. Visitors can explore beautiful beaches, state parks, and marinas, providing a rich cultural and outdoor experience. Whether you're traveling solo, as a couple, or with family, there's plenty to see and do in this charming destination.

1. 67 Steps Beach: A serene beach located 3 miles from Shelter Island Heights, 67 Steps Beach offers a tranquil atmosphere perfect for sunbathing and enjoying the ocean waves. With its beautiful sandy shore and picturesque views, it's an ideal spot for relaxation and unwinding.
2. Railroad Museum of Long Island: Situated 1 mile away, this museum showcases the rich history of railroads in the region. With engaging exhibits and historical artifacts, visitors can immerse themselves in the culture and significance of rail transportation.
3. Sag Harbor Marine Park: Located 7 miles from Shelter Island Heights, this marina is perfect for outdoor adventures. Enjoy activities like kayaking or fishing, and experience the stunning coastal scenery and vibrant marine life.

Things to do recommended for couples

For a romantic getaway in Shelter Island Heights, visit Kontokosta Winery for wine tasting with stunning views, enjoy a playful round at Shelter Island Whale's Tail mini-golf, or relax in luxury at Gardiner's Bay Country Club. Each spot offers a unique experience perfect for couples.

Things to do recommended for families

Families visiting Shelter Island Heights can enjoy a fun day at the Greenport Carousel, just a mile away, relax at Cedar Point County Park, 7 miles away, or experience excitement at Stay and Play LLC, 15 miles away, offering plenty of adventure for everyone.

Things to do recommended for groups

Experience the vibrant Greenport Farmers' Market for local goods, enjoy a round of golf at Island's End Golf and Country Club, or catch a show at the Bay Street Theatre for a blend of culture and entertainment. Perfect activities for a memorable group vacation!

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

When planning your trip, whether traveling with a group, family, pets, or seeking longer stays, be sure to prioritize your preferences while filtering your options. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Shelter Island Heights with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group activities. The good news is that you can easily filter for these options and many others on Vrbo.
• Traveling to Shelter Island Heights with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with finding amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are fun for the whole family.
• Taking your pets with you to Shelter Island Heights: For many families, a vacation isn't truly special without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
• Planning for a long term stay visiting Shelter Island Heights: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Shelter Island Heights

Explore the charm of Shelter Island Heights, where outdoor adventures meet romantic beach getaways. This family-friendly destination offers stunning scenery, quaint beach cottages, and a relaxed atmosphere perfect for summer vacations. Discover the island's modern amenities while indulging in the friendly local vibe. Nearby attractions provide a blend of budget-friendly options and upscale experiences, ensuring every traveler finds their ideal escape on this beautiful island.

• Montauk: Montauk, located 22 miles from Shelter Island Heights, is a popular seaside destination known for its stunning beaches and outdoor adventures. Visitors flock to Montauk for its family-friendly atmosphere, where you can soak up the sun on pristine beaches or explore the scenic parks. The area is home to great recreational activities, including golfing and a vibrant casino scene. With its charming local landmarks, like the famous Montauk Point Lighthouse and family-friendly beaches, Montauk offers a relaxed yet exciting vacation experience by the ocean.
• Greenport: Just 1 mile away from Shelter Island Heights, Greenport is a picturesque village that captivates visitors with its romantic charm and outdoor activities. Known for its quaint shops and waterfront views, this destination is perfect for couples and families alike. Greenport features several attractions, including beautiful beaches and a variety of golf courses and resorts. The vibrant local community hosts events and conferences, making it an ideal spot for gathering and relaxation. Explore the charming streets, indulge in fresh seafood, and immerse yourself in this lovely coastal town.
• Mystic: Mystic, situated 28 miles from Shelter Island Heights, offers a delightful blend of city life and outdoor exploration. This charming town is renowned for its maritime heritage, with attractions like the Mystic Seaport Museum and a bustling marina. Visitors can enjoy romantic strolls along the waterfront, attend music concerts, or relax at luxurious resorts. Mystic's vibrant atmosphere is enhanced by its historical sites and events, making it a great destination for families and couples. Whether you're exploring its unique shops or enjoying the scenic beauty, Mystic promises a memorable getaway.

Best time to go to Shelter Island Heights

If you're planning a trip to Shelter Island Heights, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Are you interested in saving on your upcoming trip? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, by opting for a longer stay, you often unlock substantial savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you can earn OneKeyCash™ on the total booking amount. Being the organizer certainly has its perks! Become a member of our One Key rewards program to unlock exclusive savings and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin reaping the benefits!

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a convenient way to plan new journeys, pick up right where you left off, or manage your travel arrangements. You can easily access your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.