Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Hot tubs
Superb
16 reviews
Fitness Equipment, No Smoking
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Bungalows
Crib, Heater, Internet, Microwave, No Smoking, TV
Exceptional
1 reviews
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Good
4 reviews
Superb
15 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals
Exceptional
2 reviews
Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking
Fabulous
49 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach
Good
5 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
22 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family
Exceptional
1 reviews
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Superb
8 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay
Good
5 reviews
Balcony, Heater, Internet, Kitchen, Microwave, No Smoking, TV
Parking, Fireplace/Heating, Security/Safety, Pet Friendly, Internet, Air Conditioner, Child Friendly
Good
7 reviews
Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Grill, Patio
Exceptional
19 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay
Good
4 reviews
Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Review score
2 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cabins, Cottages, Lodgings, Places to stay
Fabulous
26 reviews
AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio
Exceptional
2 reviews
Ev Charge Station, Parking, Air Conditioner, Security/Safety, Internet, Child Friendly
Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio
Exceptional
3 reviews
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking
Good
1 reviews
Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave
AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
63 reviews
AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater
Exceptional
2 reviews
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.
Some of the best vacation rentals in Shelter Island are:
You can explore 3342 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 $104 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, 35 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, Balcony/Terrace, and Child Friendly. 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.