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The ins and outs of Cape Cod, Martha’s Vineyard and Nantucket

  • Discover Nantucket’s “second summer” in September: warm weather, uncrowded beaches, affordable vacation rentals, and local traditions like the Nantucket Island Fair.

    Second Summer on Nantucket

    The crowds have started to dissipate, and the weather is still perfect to spend the day at the beach. It's officially second summer on Nantucket!

    Read On...

  • Explore the whimsical Gingerbread Cottages of Oak Bluffs on Martha’s Vineyard. Learn their history, see charming examples, and find vacation rentals near these iconic Victorian gems.

    Gingerbread Cottages

    Have you seen the Victorian cottages of Martha’s Vineyard? Their whimsical beauty is a sight to behold!

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  • Cape Cod has some of the best hiking trails in Massachusetts! You'll find gorgeous scenery, wildlife, and beach trails galore!

    Hiking Cape Cod

    Cape Cod has some amazing hiking spots that are perfect for hiking anytime of the year!

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  • Discover Nantucket’s most iconic annual events and festivals — from the Daffodil Festival and Figawi to the Nantucket Film Festival, Cranberry Festival, and Christmas Stroll. Explore what’s happening now on our Nantucket Events Calendar.

    Nantucket Events

    Discover Nantucket’s most iconic annual events and festivals — from the Daffodil Festival and Figawi to the Nantucket Film Festival, Cranberry Festival, and Christmas Stroll. Explore what’s happening now on our Nantucket Events Calendar.

    Read On...

  • Discover Martha’s Vineyard’s top annual events and festivals — from the Agricultural Fair and the Film Festival to the Vineyard Cup and holiday strolls. Explore what’s happening now on our Martha’s Vineyard Events Calendar.

    Martha’s Vineyard Events

    Discover Martha’s Vineyard’s top annual events and festivals — from the Agricultural Fair and the Film Festival to the Vineyard Cup and holiday strolls. Explore what’s happening now on our Martha’s Vineyard Events Calendar.

    Read On...

  • Discover Cape Cod’s top annual events and festivals — from Figawi and OysterFest to the Cape Cod Baseball League. Explore what makes every season special, then see what’s happening now on our Cape Cod Events Calendar.

    Cape Cod Events

    Discover Cape Cod’s top annual events and festivals — from Figawi and OysterFest to the Cape Cod Baseball League. Explore what makes every season special, then see what’s happening now on our Cape Cod Events Calendar.

    Read On...

  • Book Wellfleet, Eastham, and Truro vacation rentals for OysterFest weekend. Find cottages and homes close to the festival, beaches, and Cape Cod fun.

    OysterFest Vacation Rentals

    If you are looking for a weekend full of hometown flavor and big time fun, you will absolutely love the Wellfleet OysterFest. Here is a look at some homes that are perfect for a weekend in Wellfleet!

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  • Plan your trip to Wellfleet OysterFest! Find dates, tips, and the best Wellfleet vacation rentals near downtown for a perfect Cape Cod getaway.

    Oyster Festival

    Don't miss the annual Wellfleet OysterFest! The main event will be taking place in downtown Wellfleet October 18th - 19th.

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  • Discover why Cape Cod in September—known as the “second summer”—is the perfect time to visit. Enjoy warm weather, fewer crowds, local festivals, and unforgettable coastal charm.

    Second Summer on Cape Cod

    The crowds have started to dissipate, and the weather is still perfect to spend the day at the beach. It's officially second summer on Cape Cod!

    Read On...

  • Discover why September is the best time to visit Martha’s Vineyard. Enjoy warm beaches, fewer crowds, local events, and the perfect vacation rental for your second summer getaway.

    Second Summer on Martha’s Vineyard

    The crowds have started to dissipate, and the weather is still perfect to spend the day at the beach. It's officially second summer on the Vineyard!

    Read On...