Cherry Grove Rentals

106 Greene is a modern masterpiece that boasts elegance along with a spacious floor plan. The open concept living along with large bay windows throughout the house offer an abundance of natural light to enter. This 2 bedroom home is great for entertaining with a spacious pool deck. This home a [...]

This 2 bedroom 2 bathroom rental is located on the top floor in the heart of Cherry Grove. Situated on the Atlantic Ocean, this unit is the absolute perfect place to spend your summer vacation in Cherry Grove. Enjoy all day sunlight on your private deck and breathtaking Ocean views all day lon [...]

This fabulous 1 bedroom studio is available for the prime weeks in 2023! Book now and enjoy your getaway in Cherry Grove with your very own balcony to enjoy the peace and quiet the Grove offers!

This Cherry Grove cottage has tons to offer and is available for the full 2023 season! This amazing 1 bedroom comes standard with a BBQ, outdoor seating, full kitchen and your own private deck space! Come unpack and enjoy all that Cherry Grove has to offer with this hassle free rental!

This wonderfully renovated house is on the Great South Bay! Second floor master suite has a king sized bed and shower room separate water closet. Access to the amazing roof deck from master bedroom with an incredible 360 view of the Island. Main floor has two bedrooms, both with queen-sized be [...]

This charming 2 bedroom cottage is part of a split level house located in the heart of Cherry Grove! This cottage boasts an open floor plan, a full kitchen and two bedrooms. Come unpack and unwind on your private patio and enjoy all that Cherry Grove has to offer!

$6,500

This beautiful home is situated in the heart of Cherry Grove! This home is close to the town and amazing restaurants/ night life and is the perfect place to spend your summer getaway in Cherry Grove!

$3,000

This lovely cottage is located in the heart of Cherry Grove and offers tons of privacy. This property is close to town and all the amenities that Cherry Grove has to offer! Contact your agent for weekly availability.

$26,000

This historic house is on the rental market for the first time since it was built in 1940. It features two bedrooms, A/C, Wifi, back deck, and a front porch. It is located one house from the beach. You can't get more classic Fire Island than this house. Who wants to be the the first to o [...]