Cherry Grove Vacation Rentals

$20,000

Reflections...An Iconic Bay Front Home!!! Seconds from the Harbor this classic Fire Island Pines Mansion was built for fun and drama! The minute the gate opens the Great South Bay is in your sightline, Through the dramatic entry foyer bracketed by 2 floating staircases you descend to the doubl [...]

$18,000

Beautiful one bedroom situated off a private courtyard. Open floor plan and very private. BBQ grill and furnished patio. Rented October 8-15.

$20,000

Nestled a short distance from the harbor, this elegant five bedroom, 4.5 bath retreat is one of the most luxurious homes offered in the Pines. Enjoy complete privacy behind the gate house walls that surround this resort style entertaining pool deck with Zen water fixtures and heated pool that [...]

$5,500

Large, bright three bedrooms, two bath home with fireplace on a beach access walk. Home features a modern kitchen, large open living and dining areas, multi-level decking, Satellite TV, Internet, Linen Service, and Pool Room w/ Service bar. 30 Foot Swimming Pool and Hot Tub!!!

$25,000

July - $12,500 Aug - $13,000 Fresh, clean, new and available. A stroll to the beach or the bay. Take your pick. Great outdoor deck space with privacy. Excellent location. Two bedrooms that can sleep four in comfort. Call us to schedule a showing. A/C in the open concept living area.

137 Beach Hill Walk Stunning Horace Gifford-Designed Beach Home Just four houses from the ocean, this extraordinary home provides direct beach access and is surrounded by the refreshing scent of salt air. The newly renovated bedroom and bathroom wing offers walls of glass that invite [...]

$18,500

Who needs the beach when you can have a beautiful pool like this! Beautifully maintained owner occupied house. Great Location, close to town, close to the beach. Giant pool, all day sun. Open kitchen with nice appliances. Lovely master suite with king size bed plus two guest rooms one with a [...]

$30,000

This two-story contemporary with double height ceilings, catwalk and loft-style office space is impeccably maintained. Great rent roll and close to town. Floor to ceiling windows open to a large sunny pool deck with hot tub. Beautiful hardwood floors throughout – en suite bedrooms, every ame [...]