Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings
Exceptional
1 reviews
AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet
Internet, View, Fireplace/Heating, Air Conditioner, Guest Services, Parking, Security/Safety
Fabulous
17 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
22 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer
Laundry, Wheelchair Accessible, Pool, Parking, Internet, Child Friendly
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
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
Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family
Exceptional
2 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
53 reviews
Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
29 reviews
Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family
Exceptional
2 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
33 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
28 reviews
AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen
AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
5 reviews
AC, Barbecue, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool
Exceptional
12 reviews
Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking
Fabulous
2 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
33 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
AC, Dryer, Extra Bed, Heater, Internet, Laundry, No Smoking, Washer
Pro Tip:
VacationByOwnerRentals 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 Vacation Rentals in Shelter Island.
VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
Some of the best vacation rentals in Shelter Island are:
You can explore 618 verified vacation rentals in Shelter Island. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in Shelter Island vary depending on the season, property size, and location. Rates typically start from around $118 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in Shelter Island include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in Shelter Island welcome pets. Currently, 33 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in Shelter Island often include amenities such as Fireplace/Heating, Laundry, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.