Southold Business Accommodation

We selected the best homes worth renting in this location

Home spotlights

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Just steps from the beach with views across Peconic Bay, this home brings ease and comfort to coastal living. Bikes are provided for exploring and it’s just a short drive to the restaurants and shops of Southold.

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Just steps from the beach with views across Peconic Bay, this home brings ease and comfort to coastal living. Bikes are provided for exploring and it’s just a short drive to the restaurants and shops of Southold.

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

Make it Yours

Make it Yours

  • 8 guests

  • 4 bedrooms

East Hampton North, East Hampton

Not only is this home extremely well located – you can cycle to the beach in minutes – but it also perfectly embodies the feel-good factor of Hampton’s Living. There’s a large heated pool, hot tub and Sonos sound system, plus remote workers will appreciate the dedicated desk space with garden views.


We selected the top 3% holiday homes in Southold Business Accommodation

Explore the 1 most perfect homes in our collection

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Most popular homes

Exist with the Sea

Exist with the Sea

  • 14 guests

  • 7 bedrooms

Southampton, The Hamptons

Wine Not

Wine Not

  • 10 guests

  • 5 bedrooms

Mattituck, North Fork

Ocean of Blue

Ocean of Blue

  • 6 guests

  • 3 bedrooms

Springs, East Hampton

Cool Ranch

Cool Ranch

  • 8 guests

  • 5 bedrooms

Springs, East Hampton

Grand Getaway

Grand Getaway

  • 10 guests

  • 7 bedrooms

Wainscott, East Hampton

Shingle Manor

Shingle Manor

  • 10 guests

  • 5 bedrooms

Amagansett, East Hampton

Fairest Of Them All

Fairest Of Them All

  • 8 guests

  • 7 bedrooms

Bridgehampton, Southampton

The Merchant

The Merchant

  • 12 guests

  • 5 bedrooms

Wainscott, East Hampton

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Frequently asked questions

Searching for business accommodation in Southold, The Hamptons, Suffolk County, New York, United States? Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. They have been tested and approved by our team of independent home critics, so you can rest assured that wifi speed or loud noises are not going to be a problem. Book today and enjoy a short or extended stay in the best business accommodation that Southold, The Hamptons, Suffolk County, New York, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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