Middlesex County Coastal Homes

We selected the 126 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Middlesex County

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.

Aquarian Exposition

Aquarian Exposition

  • 14 guests

  • 6 bedrooms

Zena, Woodstock

People had a lot of fun at Woodstock back in the day (although the music festival actually took place on a farm in Bethel, 40 miles from actual Woodstock, but let's not allow facts to get in the way of a good intro). Just a seven-minute drive from the centre of town, it's in a serene, wooded area with numerous places to hike nearby (and just a forty-minute drive from ski resorts in the winter).

A Fine Catch

A Fine Catch

  • 9 guests

  • 5 bedrooms

Chatham, Barnstable County

A stay in this charming home is a ticket to private beaches and waterfront access. Enjoy access to an exclusive member’s club here in North Chatham.

Life As A Dream

Life As A Dream

  • 8 guests

  • 4 bedrooms

Montauk, East Hampton

Whether it's alfresco dining, sun lounging or sitting around the fire pit at sunset, this beautiful house has seating for almost every occasion. And found only five minutes from the beach, it's calling on sun worshippers everywhere to come and enjoy the drop-your-bags-and-go proximity.


We selected the top 3% holiday homes in Middlesex County Coastal Homes

Explore the 126 most perfect homes in our collection

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Most popular homes in Middlesex County

Marble Muse

Marble Muse

  • 8 guests

  • 4 bedrooms

Water Mill, Southampton

Creek Farm

Creek Farm

  • 10 guests

  • 5 bedrooms

East Quogue, Southampton

Magic in The Hamptons

Magic in The Hamptons

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

The Captain's House

The Captain's House

  • 10 guests

  • 4 bedrooms

Jamesport, North Fork

Kennedies

Kennedies

  • 9 guests

  • 4 bedrooms

North Sea, Southampton

The Little Sparrow

The Little Sparrow

  • 6 guests

  • 3 bedrooms

Shinnecock Hills, Southampton

The Striped Sea Bass

The Striped Sea Bass

  • 6 guests

  • 3 bedrooms

Bay Point, Noyack

In The Nocturne

In The Nocturne

  • 8 guests

  • 4 bedrooms

Tuckahoe, Southampton

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Frequently asked questions

Discover a selection of the best coastal homes in Middlesex County. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your next getaway today and enjoy a short or extended stay in the best coastal homes in Middlesex County. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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