Cherry Grove Vacation Rentals

EXCLUSIVE SUMMER RENTAL - 8 PRIVATE BEDROOM EN-SUITES Rent one, two or all 8 Welcome to your perfrect summer getaway! This one-of-a-kind property offers 8 private bedroom en suites, each designed for comfort and privacy in an elegant chic decor. Each Suite Includes: -Private Upstairs B [...]

$1,950,000

New Exclusive Listing A true Fire Island Pines classic designed by iconic architect Horace Gifford. 487 Tarpon Walk is a sleek, modern 3 bed, 2 bath retreat featuring his signature clean lines, open living spaces, and seamless indoor-outdoor flow. Surrounded by lush landscaping with a p [...]

Secluded escape in beautiful Fire Island Pines! 3br/2ba classic Pines bungalow with a huge deck and large pool overlooking acres of unspoiled natural beauty. Total privacy; your next door neighbor is protected National Seashore! 90 second walk to ocean access and located mid-way between Che [...]

$14,000

This Handsome Contemporary Is A Pleasure To Show and Rent! Walls Of Glass, Gleaming Hardwood Floors, Large Rooms, Professional Chef’s Kitchen, Four Levels Of Living And Entertaining Space. The Roof Top Dining Literally Tops It All Off! This Amazing Custom Home Sits Proudly On A Privat [...]

Welcome to 436 Ocean, an exquisite architect-designed private compound situated behind a large dune on the East End of the Pines. Following a comprehensive renovation, this home blends modern luxury with breathtaking natural beauty. Five spacious bedrooms (three king-sized and two queen-siz [...]

This 3-bedroom, 2-bath beach cottage features a renovated interior designed to elevate your FI Pines experience. Each bedroom strikes a balance between comfort and functionality with sliding glass doors to the deck and a workstation for travelers who need to plug-in. The kitchen [...]

$45,000

New construction, close to the harbor yet private once inside. 4 ensuite bedrooms (3 King beds, 1 king that convert into 2 twins) First floor open floorplan with gourmet kitchen with quartz countertops, stainless steel appliances, double ovens, spacious living room with gas fireplace. Addit [...]

$12,000

Cranberry Bog, the most desirable location in the Pines, on a walk with direct access just steps to the beach. Owner occupied, newly renovated. Open plan living with propane fireplace and atrium, three bedrooms, three baths. New pool with bench seating. Hot tub. Two outdoor showers. Two [...]