Monthly Rentals in Annandale-on-Hudson, Red Hook

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

Nearby monthly rentals

Top guest favorite
Guest suite in Red Hook
4.99 out of 5 average rating, 83 reviews

A perfect Hudson Valley getaway.

KathleenRating, 5 stars1 week ago
We appreciated Dee’s personal attention and all the amenities she provided to make our stay comfortable and pleasant. Especially loved the goodies in the fridge! Comfy beds and furnishings with lots of interesting books to complement our down time! Beautiful surroundings with a large grassy area for our granddaughter to play! Thanks, Dee, for your hospitality! Hope to visit again.
Top guest favorite
Cottage in Red Hook
4.98 out of 5 average rating, 248 reviews

CoZy Newly Renovated Cottage in Red Hook Village

ErinRating, 5 stars2 months ago
This place was the cutest! Deirdre, Maureen and Stephen’s daughter, was our main point of contact for our stay. She was incredibly helpful and responsive, and the place was small, cute and cozy - exactly what we were looking for in a quick, one night getaway. She also had an incredible thoughtful basket of snacks and water bottles for our stay, which was a nice surprise.
Guest favorite
Apartment in Tivoli
4.85 out of 5 average rating, 221 reviews

Ground Floor Apartment on Hudson River

OliviaRating, 5 stars4 months ago
A home away from home. A lovely stay as always.
Superhost
Farm stay in Red Hook
4.78 out of 5 average rating, 306 reviews

Farmland Tranquility at The Greig Farm Schoolhouse

LisaRating, 5 stars1 month ago
This was the perfect location for my stay. Norman was so gracious and welcoming. He responded quickly to my questions and checked in to make sure things were going well. The farm setting was so peaceful and everyone was kind and friendly. The house was cozy, comfortable, and quiet. Having the farm store nearby was great! The grocery store has a good selection and the prepared food off the menu was excellent. I will definitely stay here again..

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 vacation 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

Traveling 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 Annandale-on-Hudson, Red Hook's top sights

Fisher Center at Bard80 locals recommend
Bard College72 locals recommend
Montgomery Place Orchards35 locals recommend
Montgomery Place Historic Estate29 locals recommend
Tivoli Bays27 locals recommend
Hessel Museum of Art20 locals recommend
*Some exclusions may apply in certain geographies and for some properties.