Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Spectacular Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock.

Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings.

Soak up the best of the season in this light-filled 4-bedroom, 2.5 bath home, perfectly located just minutes from Love Lane, local farmstands, vineyards and some of Mattituck's most beautiful beaches. Whether you're here for a relaxing getaway or a working vacation, this spacious, fully furnished home offers the comfort and convenience you're looking for.

Very spacious, natural light filled custom designed beauty just 3 minutes to gorgeous, private community LI Sound beach. 44' x 24' heated, saltwater pool. Bright & airy open concept design LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like grounds. Upstairs has a large, 2nd living room with billiards, foosball, large tv plus sliders to private deck.

A charming 3-bedroom, 1-bathroom furnished bungalow nestled in beautiful Greenport. Freshly painted and tastefully decorated, this home offers an inviting space for all. The bungalow's unique feature is its enclosed sun-porch. The outdoor shower is a delightful addition that brings a touch of vacation luxury to your daily routine.

Mattituck, Captain Kidd Estates SEASONAL RENTAL by Breakwater Beach - classic Cape Cod-style home features a broad covered entry porch to idle away the hours. Spacious floor plan includes formal entry, living room with fireplace and vaulted ceilings; formal dining room; large eat in kitchen and breakfast area with stainless steel appliances...

2026 Rates: June $30,000; July $50,000; A1-LD $55,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room.

Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail.

Your Fabulous Beach House Vacation! 2 Week Rentals or Monthly! Spacious summer house in the coveted Peconic Bay Estates private beach community on the Bay. A darling hidden path brings you to the sweetest surprise little wooden bridge to cross over to arrive on the sandy beach.

Rental Permit # 0966 Fantastic home set directly on Great Pond and a block (975 feet) from Kenney's Beach with restaurant Little Fish just around the corner. This bright 3 bedroom and 2 full bathroom, with a 3 season room all window porch home has an expansive rear deck overlooking the fresh water pond.

Available: July $50,000; Aug - LD: $50,000; July/Aug-LD $85,000 Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities.

July rental in picturesque beach community. Deeded beach and playground nearby. This 3 bedroom home is fully air conditioned. Has WIFI and an outdoor shower. Additional information: Lease Term:July, Memorial-Labor, September, October, Monthly, Off Season.