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Hamptons rentals run the gamut from modest to superlative, from reasonably priced to Holy Crap!; we'll bring you three rentals per destination in various prices as we head east. Today's Summer Rental Roundup focuses on the lovely town of Water Mill.

297 Head of Pond Rd, Water Mill; Corcoran
Price: $75,000 MD-LD
The Lowdown: This charming four-bed, four bath house offers lovely pond views; we're dying to swim in the waterside pool or hang out in the pretty garden. One caveat: Head of Pond Road can be a little busy in the summer.

15 Diamon Court, Water Mill; Sotheby's
Price: $100,000 MD-LD
The Lowdown: Sick of the city? Come out to this spacious five-bedroom house with views of the neighboring reserve. Sip wine on the wraparound porch or take a dip in the gunite pool. Aaaah, that's better.

Holy Crap!
34 Cobb Hill Ln, Water Mill; Elliman
Price: $595,000 (MD-LD)
The Lowdown: One pool not enough for you? This place has got two: an infinity lap pool and a "recreational" pool. There's plenty of space for all your pool buddies this summer, anyway, in the 12,000sf, 8-bedroom main house or the 2 bedrooms in the garage. And enjoy spa days at home with your girlfriends in the lower level, which includes a sauna, steam room, massage room, spa-like bathroom and a wine cellar.