
Chappaquiddick Island Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Top Beach vacation packages in Chappaquiddick Island

Faraway Martha's Vineyard
Reviewed on Jul 28, 2026

Margaritaville Resort Cape Cod
Reviewed on Aug 6, 2026


5* Beach vacations in Chappaquiddick Island


3 Night Beach vacations in Chappaquiddick Island

Faraway Martha's Vineyard
Reviewed on Jul 28, 2026

Margaritaville Resort Cape Cod
Reviewed on Aug 6, 2026

4 Night Beach vacations in Chappaquiddick Island


Faraway Martha's Vineyard
Reviewed on Jul 28, 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 $649. 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!
- 12 min walk from Chappaquidick Dike Bridge
Travelers like: close to beach, sun loungers, beach towels
"Property owners were the true meaning of customer service. Great communication and very friendly. Second summer we rented and already looking forward to next year. Plenty of room and parking with great privacy. 5 minutes from Chappy ferry and the 3 beaches. Thank you Rusty and Nora!"
Reviewed on Jul 11, 2026

BEST OF CHAPPY SPECTAC WATERWV OCT 12-17 & 2027 WALK-BEACH KAYAK/BIKES FERRY TIX
- 27 min walk from Chappaquidick Dike Bridge
Travelers like: on the beach, sun loungers, beach towels
"We had a great stay at this vacation rental on Chappaquiddick Island. The kitchen was well stocked and the view out the back porch of the bay is gorgeous. We purchased an over the sand vehicle pass and had a great time driving our vehicle on the beach to the lighthouse. Access to the big island, ..."
Reviewed on Jul 28, 2026

Sleeps 12, amazing view, tennis court, basketball court, beaches
- 4 min drive from Chappaquidick Dike Bridge
Travelers like: close to beach, sun loungers, beach towels
"Great property for extended family vacation. Lots of space and different areas for everyone. However the view wasn’t what it was made out to be as tree growth and foliage now block it; but I bet it was amazing. Some maintenance issues as well. 3 ac heads were not working, 1 toilet was running fairly ..."
Reviewed on Jul 18, 2026
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