Monthly Rentals in Head of the Harbor

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Guest favourite
Flat in Kings Park
5 out of 5 average rating, 15 reviews

Cozy Nook in Kings Park

AngelikaRating, 5 stars1 month ago
Steph and Sues rental is absolutely amazing! This is me and my boyfriend‘s second time staying there and again they did not disappoint! super clear and friendly communication, They are so kind and respectful! The apartment is absolutely beautiful spacious and very well kept!
Guest favourite
Home in East Northport
4.98 out of 5 average rating, 42 reviews

CLEAN & Efficient Studio with private entrance

NoelRating, 5 stars3 months ago
Excellent experience. No trouble settling in and I felt very much at ease on the property throughout an extended stay. Sourit had the place set up with staple items and a few nice extras. Cozy and quiet. I recommend.
Guest favourite
Guest house in Nesconset
4.85 out of 5 average rating, 26 reviews

Private charming Studio Cottage in Nesconset

AustinRating, 5 stars1 week ago
My fiance and I loved how clean, inviting, private and comfortable Maria's cottage was! Maria was very responsible and easily accessible with great communication too. We look forward to booking with her again in the future!
Guest favourite
Guest suite in Smithtown
4.96 out of 5 average rating, 183 reviews

Cozy Studio near LIRR & 5 miles from Stony Brook U

SamuelRating, 5 stars1 day ago
Frank's spot was exactly as described. It was a well appointed and clean place that I stayed in lieu of a shared hotel room with colleague. Totally private room and restroom with a short shared hallway to PRIVATE bathroom. Frank was super responsive, and also provided clear instructions and shared his knowledge of the local cuisine. He was kind and always responsive. He evened loaned me an umbrella one day for work.

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 wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Head of the Harbor's top sights

Smith Haven Mall36 locals recommend
Avalon Nature Preserve30 locals recommend
Stony Brook Village Center11 locals recommend
Harmony Vineyards9 locals recommend
The Long Island Museum9 locals recommend
Crazy Beans8 locals recommend
*Some exclusions may apply in certain geographies and for some properties.