
Monthly Rentals in Shelter Island
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Top Guest favourite

Home in Shelter Island
5 out of 5 average rating, 69 reviewsCASA GYPSEA - a chic and peaceful 3 bedroom house
Guest favourite

Home in Shelter Island
5 out of 5 average rating, 7 reviewsDesigner Renovated Farmhouse with Pool
Guest favourite

Home in North Fork
4.87 out of 5 average rating, 23 reviewsBeach Cottage in Greenport Village—walk to beach
Guest favourite

Cottage in Shelter Island
4.83 out of 5 average rating, 70 reviewsLarge Waterfront Cottage on Historic Estate
The comforts of home and great monthly rates
Amenities and perks for longer stays
Furnished rentals
Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.
Flexibility you need
Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*
Simple monthly prices
Special rates for long-term holiday rentals and a single monthly payment without additional charges.*
Book with confidence
Reviewed by our trusted community of guests and 24/7 support during your extended stay.
Work-friendly spaces for digital nomads
Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
Popular amenities for monthly rentals
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- Rentals with a fireplace Shelter Island
- Waterfront rentals Shelter Island
- Rentals with beach access Shelter Island
- House rentals Shelter Island
- Fitness-friendly rentals Shelter Island
- Rentals with a kayak Shelter Island
- Rentals with outdoor seating Shelter Island
- Rentals with pools Shelter Island
- Rentals with a patio Shelter Island
- Family-friendly rentals Shelter Island
- Rentals with a hot tub Shelter Island
- Rentals with a washing machine and dryer Shelter Island
- Beachfront rentals Shelter Island
- Pet-friendly rentals Shelter Island
- Rentals with a fire pit Shelter Island
*Some exclusions may apply in certain geographies and for some properties.