
Chappaquiddick Island Beach Vacations
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Top Beach vacation packages in Chappaquiddick Island

Margaritaville Resort Cape Cod
Reviewed on Jan 24, 2026

Harbor View Hotel
Reviewed on Dec 2, 2025

5* Beach vacations in Chappaquiddick Island

Harbor View Hotel
Reviewed on Dec 2, 2025
3 Night Beach vacations in Chappaquiddick Island

Margaritaville Resort Cape Cod
Reviewed on Jan 24, 2026

Harbor View Hotel
Reviewed on Dec 2, 2025

4 Night Beach vacations in Chappaquiddick Island

Vineyard Harbor Motel - Private Beach
Reviewed on Jan 23, 2026

Margaritaville Resort Cape Cod
Reviewed on Jan 24, 2026

The Franklin Hotel Martha's Vineyard
Reviewed on Jan 1, 2026
Find your perfect Chappaquiddick Island beach vacation
How do I book the best Chappaquiddick Island beach vacation packages?
Life’s a beach when you dive into our brilliant Chappaquiddick Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.
How can I find cheap beach vacations in Chappaquiddick Island?
A rental steps from the shore creates an amazingly affordable Chappaquiddick Island beach vacation. Seaside sojourns during low season start from $351. Prices and availability are subject to change. Additional terms may apply.
When should I book a Chappaquiddick Island beach holiday?
For a bustling beach break, book in . For a less crowded coast, is the time to turn up.
How can I book the best family beach vacations in Chappaquiddick Island?
With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.
How do I find a Chappaquiddick Island beachfront vacation?
Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.
Can I book a package including a Chappaquiddick Island vacation beach house rental?
Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.
Can I find Chappaquiddick Island beach vacation deals?
Sort your search results by deals to delight in amazing Chappaquiddick Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.
Can I book a Chappaquiddick Island beach trip with free cancellation and/or flexible dates?
Just like the Chappaquiddick Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.
Why should I book my Chappaquiddick Island beach vacation with Expedia?
Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Chappaquiddick Island. (OK, maybe not that last part.)
Top Beach Chappaquiddick Island Hotels

Chappy Summer Cabin!
The house is well maintained. Check-in was very easy. The house is located in the woods in a bit of a labyrinth of small roads. The kitchen facilities were great. Craig had recently purchased a new set of pots and pans that were in excellent condition. Craig was extremely helpful and welcoming. Everything ...
Reviewed on Aug 11, 2025

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Everything about our stay was excellent. The house was perfectly located, so clean and comfortable. Host went above and beyond making sure we had all that we needed, we will definitely be back!
Reviewed on Jan 1, 2026

Sleeps 12, amazing view, tennis court, basketball court, beaches
Travelers like: close to beach, sun loungers, beach towels
Great family friendly home with lots of living space and activities such as tennis, pickle ball, ping pong, and games all on the property. My family of 10, inclusive of 4 grandchildren had an awesome time.
Reviewed on Aug 12, 2025



















