The mid-range Cliffside Resort Condominiums on the Long Island Sound is a pleasant all-condo property located on a nice beach a short drive from Greenport’s attractions. All units feature two bedrooms, two bathrooms, fully stocked kitchenettes (no ovens, though), balconies, and living areas with double sofa beds. Most are homey and cute and have all the amenities necessary for a comfortable stay, but they’re all individually owned, which means maintenance and decor vary. With a seasonal pool and barbecue grills for guest use, the property is a good pick for families and groups seeking a relaxed getaway, and the grounds offer plenty of space to unwind, including Adirondack chairs placed facing the beautiful sunsets. For something cheaper, consider the Sound View Greenport.