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Family Reunions on Cape Cod, Martha’s Vineyard & Nantucket

Jennie Sparrow | Updated 8/22/2025

The Cape and Islands is the ideal spot for your next family reunion and planning a family reunion on Cape Cod, Martha’s Vineyard, or Nantucket is easier—and more memorable—when everyone can gather under one roof. A spacious vacation rental offers the comfort, privacy, and flexibility your group needs to reconnect and celebrate.

Family enjoying Jackknife Beach in Chatham
Jackknife Beach in Chatham

Whether you choose one of our large homes for rent that can accommodate everyone together, or explore our Group Accommodations where families stay in separate but nearby rentals, the Cape and Islands provide the perfect setting. From multi-generational milestones to casual getaways, these coastal destinations make it simple to bring loved ones together.

Why Vacation Rentals Work Best for Family Reunions

Hotels can’t compete with the space and convenience of a large vacation rental home. With multiple bedrooms, generous living areas, and outdoor gathering spaces, your family will have room to spread out while still enjoying time together. Plus, a vacation rental allows you to:

  • Cook and share meals together in a fully equipped kitchen.
  • Host casual BBQs or catered clambake in your backyard.
  • Relax in shared common areas without worrying about other guests.

Whether you’re hosting a family reunion on Martha’s Vineyard, gathering on Nantucket, or reconnecting on Cape Cod, a vacation rental gives your group the freedom to set your own pace.

Tips for Planning a Memorable Family Reunion

Bringing the family together takes a little preparation, but these ideas help ensure the celebration is fun for everyone:

  • Plan meals and activities in advance. Create a flexible schedule with options for both group gatherings and individual downtime. With access to a fully equipped kitchen in your vacation rental, meal preparation can be done with ease and at considerably less cost than eating out. There are many fun things to do as a large group: from whale watches to bike path exploration — find things to do on Cape Cod.
  • Provide a thoughtful welcome basket. Stock it with local treats, maps, and essentials to make guests feel at home. Many gift shops on the Cape and Islands can help you create the perfect welcome gift.
  • Capture the experience. Assign someone to be the “family photographer” or hire a local pro to document the occasion—you’ll treasure the photos for years to come.

These little touches can make your reunion feel less like logistics and more like a joyful family celebration.

Where to Host Your Family Reunion

The Cape and Islands are dotted with beautiful settings that work for groups of all sizes:

  • Cape Cod: Wide sandy beaches, bike trails, and charming villages make it ideal for multi-generational fun.
  • Martha’s Vineyard: Perfect for a relaxed, coastal vibe with scenic lighthouses and small-town charm.
  • Nantucket: Offers historic character, cobblestone streets, and stunning beaches for a truly memorable gathering.

Whichever destination you choose, you’ll find both large homes for rent and group accommodations that make planning a family reunion vacation rental easy and stress-free.

Final Thoughts

A family reunion on Cape Cod, Martha’s Vineyard, or Nantucket is about more than a trip—it’s about creating lasting memories. Choosing the right vacation rental sets the stage for laughter, relaxation, and quality time together. Whether under one roof or spread across nearby homes, your reunion will be one your family talks about for years to come.

About Jennie Sparrow

About Jennie Sparrow: A true Cape Codder, born and raised, I am thrilled to call Cape Cod my home. I have been with WeNeedaVacation since 2017 and am grateful that my position at WeNeedaVacation has offered me the opportunity to combine my love for the area with my passion for marketing. My favorite pastime is driving onto Nauset's outer beach with my family where I'm happiest feeling the sun on my face and the sand between my toes!