Summer in the Hamptons is right around the corner, and if you’re still looking for the perfect rental, we’ve got you covered. Every Tuesday, we spotlight a few of our favorite available properties—and this week’s lineup is full of hidden gems, waterfront escapes, and picture-perfect homes ready to make your summer unforgettable.
Whether you’re looking for two serene weeks in Amagansett or a full month of beach days and bonfires in East Hampton, now’s the time to book before these dates disappear. Here are five of our current top picks for short-term summer rentals in the Hamptons for 2025:
1. 4 Cranberry Lane, Amagansett
Available: Any two weeks – Summer 2025
Tucked away on a quiet lane but still close to all the action, this stylish Amagansett retreat offers the best of both worlds. With beautifully landscaped grounds, chic interiors, and a location that’s minutes from both the ocean and town, it’s the kind of place you’ll want to return to year after year.
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2. 57 Sammy’s Beach Road, East Hampton
Available: August through Labor Day
Dreaming of long August days by the bay? This East Hampton home sits just steps from Sammy’s Beach, making it the ideal backdrop for sunset strolls, paddleboarding, and spontaneous beach picnics. It’s a hidden gem with unbeatable access to one of the most peaceful waterfront stretches on the East End.
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3. 57 NorthView Hills, Sag Harbor
Available: May & June
Start your summer early at this gorgeous Sag Harbor escape. Available for the shoulder season, this home is perfect for those who prefer quieter beaches, dinner in town without a wait, and lower rental prices—without compromising on luxury. Think blooming gardens, al fresco dinners, and that early-summer glow.
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4. 223 Kings Point Road, East Hampton
Available: June and August
This one gives you options: go for the start of summer or savor the sweet spot of August. Located on a scenic, sought-after street, this rental has great indoor-outdoor flow, plenty of room for entertaining, and proximity to both town and bay beaches. A solid all-around pick.
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5. 63 Highview Drive, Sag Harbor
Available: May, June, and July 1–14
Elevated, private, and full of charm, this Sag Harbor home is available for the early part of the season—including the coveted July 4th window. With thoughtful details throughout and space to spread out, it’s great for families or anyone looking to ease into summer in style.
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