When Should You Book Your Vineyard Vacation?

On 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.

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.

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.

Martha’s Vineyard Vacation Rental: North Water Street, Edgartown

North Water Street, one of the most historic,  runs along the north side of Edgartown Harbor.  The street is lined with captain’s houses that date back to the whaling days and ends with The Harborview Hotel.

Being the last house prior to the hotel gives the guest of this house the versitillity of enjoying their own private vacation rental with the ability to utilize the restaurant amenities right next door.

Enjoy summer days on the front porch admiring the view of Edgartown Harbor with the Edgartown Lighthouse and beach just steps away.  Don’t like to lounge out front with an open view from the street?  No problem.  Lovely den on the upper level in the back of the house.  Can be used as office or just a quiet reading nook.

This property brings you back to what old Vineyard summers must have felt like (only with upgraded amenities for today’s comforts).  Perfect house for multi-generational family with separate guest accommodations off the back of the house.

Love this property, let me know what you think!

Edgartown Dream Home, Martha’s Vineyard Ultimate Vacation

If you’re looking for a beautiful Edgartown vacation rental that has five bedroom complete with four and a half bathrooms, a pool and a patio, this is the house for you. Tucked in the woods, it’s private but still easily accessible. Brand new its equipped with just about everything you could imagine, outside shower, deck, pool, 52” TV home theater system, washer/dryer, high speed internet, air conditioning and more.

With two master bedrooms and three others all outfitted with full baths the house can easily accommodate 10 people. The fabulous cooking kitchen is decked out with a stainless steel refrigerator, microwave, stovetop and oven, full sink and plenty of counter space.

The four seasons room, with glass sliding doors to the patio and entire walls of window, is the perfect place to curl up and read a book, and the home entertainment system in the family room is great for those one or two rainy days we sometimes get in an otherwise perfectly sunny summer! There’s also a TV (with cable) in each of the master bedrooms and the kitchen.

In keeping with the woodsy, natural feel of the Vineyard, this house features hardwood floors in all the bathrooms and a beautiful wooden deck off the second floor master bedroom overlooking the grounds and pool. A patio in the back of the house with furniture and a grill is great for a family BBQ.

This house goes out of it’s way to wrap you up in the ultimate, carefree, Vineyard vacation.

Edgartown Rental: Farm, Bikes, Downtown

This is a great home away from home in Edgartown. It has all of the classic amenities, but, unless you live somewhere like Hawaii, it’s in a much grander location than your own house!

About a mile outside of Edgartown center, this colonial is a short walk to an island favorite, the Morning Glory Farmstand – filled with local produce, a just picked salad bar, specialty items and incredible baked goods. You can also hop on the bike trail and head into the nearby State Forest or zip downtown or out to Katama and South Beach.

The house has a huge porch and a very private backyard, three bedrooms and two full baths. High speed internet was installed in 2008. Rental costs range from $1000-2100 weekly, depending on the time of the year.