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 reviews

CASA GYPSEA - a chic and peaceful 3 bedroom house

Guest favourite

Home in Shelter Island

5 out of 5 average rating, 7 reviews

Designer Renovated Farmhouse with Pool

Guest favourite

Home in North Fork

4.87 out of 5 average rating, 23 reviews

Beach Cottage in Greenport Village—walk to beach

Guest favourite

Cottage in Shelter Island

4.83 out of 5 average rating, 70 reviews

Large Waterfront Cottage on Historic Estate

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals, with Wi-Fi and dedicated workspaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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

Kitchen

Wi-Fi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.