Monthly Rentals in Cutchogue

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

Nearby monthly rentals

Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 147 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JasonRating, 5 stars5 days ago
We had the most amazing time and are hopeful to come back again! We also hired Jessica, a private chef, to cook dinner for us, and not only was she accommodating to our dietary restrictions and palate preferences, but more so so seemed to go out of her way to make sure we had the perfect meal and experience. I’m telling everyone about our visit and insisting that they go. Truly, this was an 11/10 experience.
Top guest favorite
Home in North Fork
4.96 out of 5 average rating, 76 reviews

Good Vibrations on the North Fork

AnnemarieRating, 5 stars1 month ago
We stayed here for a girls weekend, celebrating a 60th birthday. We were 9 people and had plenty of room. Loved the beach theme decor. It’s walking distance to the wineries. We went to A Taste of Venice for dinner. The food was delicious! Callie is a great host, very friendly. She answered messages quickly. Would definitely recommend this place.
Guest favorite
Home in North Fork
4.89 out of 5 average rating, 28 reviews

4 Bedroom Beach Bungalow

JohnRating, 5 stars7 months ago
Jennifer’s placed checked all 4 C’s with 5 plus stars! Extremely comfortable, charming, cozy and clean. We absolutely loved the enclosed porch and fire pit areas. Great getaway for my parent’s 60th wedding anniversary weekend on the NoFo. I’ve rented from lots of owners, Jennifer is by far one of the best. Great communicator and very flexible. Highly, highly recommend!!
Top guest favorite
Home in North Fork
4.98 out of 5 average rating, 45 reviews

Le Petit Cottage, Southold, NY

EvieRating, 5 stars2 weeks ago
perfect place for a long weekend near the wineries - clean, spacious and has everything you need!

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 Cutchogue's top sights

Love Lane Kitchen32 locals recommend
Croteaux Vineyards57 locals recommend
Bedell Cellars19 locals recommend
Greenport Harbor Brewery and Restaurant44 locals recommend
Pindar Vineyards20 locals recommend
Shinn Estate Vineyards and Farmhouse29 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Cutchogue
  6. Monthly Rentals