Want the sea right at your doorstep in Shelter Island? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings
Exceptional
1 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
23 reviews
Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family
Exceptional
14 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry
Exceptional
6 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
55 reviews
Internet, Oceanfront, Balcony/Terrace, View, Ocean View, Air Conditioner, Private Beach
Fabulous
1 reviews
AC, Dryer, Free Parking, Heater, Kitchen, No Smoking, Patio, Pool, TV
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach
AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, No Smoking, Washer
Exceptional
4 reviews
Apartments, Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Vacation rentals, Beach
Fabulous
233 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet
Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
7 reviews
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
2 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
1 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub
Exceptional
5 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Shelter Island.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our oceanfront rentals stand out?
Every oceanfront rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best oceanfront rentals in Shelter Island are:
There are a lot of options in Shelter Island. If you plan on staying in the Shelter Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Oceanfront Rentals in Shelter Island
You can explore 258 verified oceanfront rentals in Shelter Island. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.
Oceanfront rental prices in Shelter Island vary depending on the property size, exact beachfront location, and season. Rates typically start from around $236 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.
Many oceanfront rentals in Shelter Island offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it's helpful to review the listing details to understand the type of beach access provided.
Yes, some oceanfront rentals in Shelter Island welcome pets. Currently, 27 listings allow pets, although policies can vary by property. It's recommended to check specific house rules for details such as size limits or additional fees.
Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.
Oceanfront rentals in Shelter Island often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.
Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.