Category Archives: Meet the Agent

#MeetTheAgentMonday: Darlene O’Neill Steamship Authority

Steamship Authority

January has always been a time of hibernation, resolutions, snow, icy temps and usually a time of slowing down…not so on Martha’s Vineyard. It is fast and furious especially with the current rental market!!!

The catalyst for this hype is that every year in mid-January our Steamship Authority released online vehicle reservations to the general public. Some may ask…what should I book first; my rental property or reserve my vehicle on the steamship authority? A bit of a catch 22…

Steamship Authority

Great questions! In my opinion; booking the rental property is a priority. Once you know your dates, it is important to lock in your property. Upon booking your vehicle and if you are unable to obtain your ideal day and time with the steamship authority; there is a “wait listing” process that really does work. By putting in a date and time closest to your desired time; the computer filters your request continuously and notifies you of the change. You can continue to do this as often as you like – for a slight fee of course.

It is important to be patient with this system. As you get closer to your day of arrival; time slots open up due to cancellations and owners re-depositing unused tickets that were previously purchased.

That being said, I welcome your rental request to help you explore and enjoy your much needed vacation on Martha’s Vineyard.

Looking forward to your visit!

Sandpiper RentalsView our vacation rental properties here

Meet the Agent Monday #MAM Thayer Whipple’s Holiday Shopping

Holiday Shopping during the season on Martha’s Vineyard

Photographs courtesy of Sydney Mullen Photography From Edgartown Board of Trade site


Years ago, the Hardware Store was the only store you would find open on Main Street in the middle of January – this week there were a bevy of options, dressed up with Christmas decorations and filled with gift galore.

We stopped in 20-Main and Backwater for mittens, cozy sweaters and the perfect winter hat – a bit of Patagonia and gifts which I didn’t realize I was looking for – luckily they had two.  The car was soon full, the wallet empty – and we didn’t even have to brave the (gasp) crowded malls…

  • 20-Main (one for you, two for me…)
  • Backwater Trading (the most creative, entertaining gifts alongside the practical elements: Patagonia, Toms, Woolrich, Pendleton)
  • Summer Shades (because my father always breaks a pair of sunglasses in Tortola)
  • In the Pink (summer style all year round)
  • Vineyard Vines (#edsftg)
  • Zambezi (a pop-up shop, gifts that give back)
  • KatyDid (Roberta Roller Rabbit – the softest pajamas)


Sandpiper RentalsView our vacation rental properties here

Christmas in Edgartown with Sandpiper Rentals

Happy Holidays from Sandpiper Rentals



Every year around the holiday season, Edgartown comes alive with lights, food, holiday cheer, and an abundance of community spirit. Local businesses open up with discounts and treats. Christmas in Edgartown weekend highlights include the Annual Great Chowder Contest, pictures with Santa, the Lighting of the Lighthouse at the Harbor View Hotel, the Christmas parade, shopping and sales, and holiday themed events benefiting Island Charities.

This year, Sandpiper is joining in this annual festivity with tours of local homes available for rental. At each house you’ll get to meet the amazing ladies of Sandpiper Rentals, as well as enjoy warm drinks and special treats.

Also if you go to all houses along the tour, we’ll donate to a local charity on Martha’s Vineyard, Red Stocking Fund, in your name and you will receive a local ornament as our thanks!

The tour will run from 11:30AM-1PM. The local homes include:

  • 100 Main Street
  • 20 Oliver Street
  • 16 Mill Street
  • 48 Mill Street
  • 56 Cottage Street
  • 44 Morse Street
  • 123 North Water St.
  • 80 South Water St.

The listings up for rent include:
– 123 N Water Street
– 41 Morse Street
– 48 Mill Street
– 80 South Water Street

Please see the Realty for the other listings available for sale!

See you all there Saturday, December 13th!


Sandpiper Final Outlines With Green New

View our vacation rental properties here