Cherry Grove Vacation Rentals

This spacious 7 bedroom 8 bath home is perfect for all your needs RENT & STAY Whether looking for a quarter-share this summer or a limited stay, the house is a perfect place to unwind and enjoy The Pines. FUNDRAISERS & EVENTS The traditional host of The Fire Island Dance Festival, [...]

$3,500

Check out this wonderful 2 bedroom, 1 bath home in Cherry Grove! Very spacious layout with an amazing outdoor space.

$11,000

Welcome to your Fire Island Pines dream vacation! Step into this 4 bedroom, 3 bathroom Pines masterpiece just minutes from the ferry. This home has been transformed to provide all the luxuries you'd want and expect from a vacation rental, while keeping the character of the Pines aesthetic. The [...]

This beautiful bay front oasis boasts 5 spacious bedrooms, 4 en suite private baths and 1 shared bathroom. Keep warm by the wood burning fireplace or enjoy the full house air conditioning. The kitchen is fit for entertaining complete with 2 dishwashers and an ice maker. Hot Tub is O [...]

Welcome to Sugar Hill! Ocean and Great South Bay views greet you in this beautiful 2 bedroom, 2 bath home. Cozy up by the wood burning fireplace...Catch our stunning winter sunsets from the panoramic roof deck...Stroll our beautiful shoreline with some of mother natures furry friends. Di [...]

Completely renovated 3 Bedroom, 3 Bath Bay Front house has every amenity that you could want in your Pines rental. Sliding glass doors span the entire bayside. Electric blinds in the bayside bedrooms, wake up to sunrise or go to sleep to the sunset or close for privacy while “resting” on [...]

$8,000

Gourmet kitchen with great appliances. The large living/dining room with fireplace opens directly onto the sunny pool/hot tub deck. High ceilings with walls of glass. Four nice bedrooms with three and a half baths. Wonderful private setting. Lush landscape. WIFI and Direct TV.

$9,000

Beautiful bay front house with pool perfectly overlooking the bay. Enjoy gorgeous sunsets while dining or sipping afternoon cocktails. Inside you have a spacious living room with high ceilings and a great flow between the living room and the pool area. Four large bedrooms and three baths [...]

$6,500

Beautiful & spacious home located just steps from the ocean. This spacious 3 bedroom, 2 bath property features an open kitchen, living dining plan that is perfect for casual beach living. Best of all is the large heated pool and multi tiered decking offering sensational views of the Atlantic [...]