When Should You Book Your Vineyard Vacation?

Pool with view of Sengekontacket PondOn Martha’s Vineyard, we begin booking rental homes for the following season before the current one ends!  Many families decide they like coming to the island every year for a least one week.  If they like the rental property they are staying in, and know they will be back, it makes sense for them to commit to the same house while they are here.

Vineyard Haven Beach Frontage

Rental home bookings continue through the fall and right up until the beginning of the season.  Critical things to consider when trying to decide when to book your vacation home:

  • Most owners know whether their repeat tenants are coming back by the end of September.  If you are a new tenant or looking to change houses it may be difficult to get a commitment prior to that.
  • Steamship Authority (vehicle ferry) opens up ticket sales for the summer months around mid January.  Tickets sell out quickly for the weekend turnover days during the season.
  • January is a strong booking month because of the ferry ticket sales and many popular houses will book up quickly.
  • Rental homes are listed through out the season, to a certain degree, making last minutes bookings a strong possibility.

Sunset in Aquinnah

All in all, you should consider booking your Martha’s Vineyard vacation home ahead of time, especially, if you have specific criteria, price and dates in mind.  If you can be somewhat flexible, any time is a good time!  We have a house for you with over 500 listings in our inventory.

3 thoughts on “When Should You Book Your Vineyard Vacation?”

  1. Thanks for the comment Pauly. The Vineyard is a place that you may want to think ahead for but can accommodate the last minute traveler too!

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