Name: Chappaquiddick Getaway with stunning Ocean Views, walk to the beach
Rating: 9.8

Top Beach vacation packages in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Doubletree by Hilton Cape Cod - Hyannis

$1,188

per person

Jan 29 - Jan 31

found 13 hours ago

Roundtrip flight included

New York (NYC) to Hyannis (HYA)

8.4/10 Very Good! (951 reviews)

Barren room sofa removed. 3rd world standard Very impressed that's what a hhonors diamond member gets!!

Reviewed on Nov 7, 2026

Harbor View Hotel

$1,316

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Loved the heated saltwater pool. Was disappointed there was not comfortable sitting in the room, esp on a rainy day or not feeling well, and watching a movie. Was surprised no elevator and we were on the third floor. The “grab and go” breakfast option was no more than a few pastries. That was disappointing. For early departure to catch ferry at 0530, no coffee was available.

Reviewed on Oct 22, 2026

Margaritaville Resort Cape Cod

$1,315

per person

Jan 29 - Jan 31

found 13 hours ago

Roundtrip flight included

New York (NYC) to Hyannis (HYA)

8.6/10 Excellent! (798 reviews)

Perfect

Reviewed on Nov 7, 2026

Faraway Martha's Vineyard

$1,387

per person

Jan 29 - Jan 31

found 13 hours ago

Roundtrip flight included

New York (NYC) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Overall excellent option right in downtown Edgartown. Beautifully decorated. Extremely clean. Service was impeccable. The two bedroom option is amazing. decorated with class and spacious overlooking the pool and views to the bay.

Reviewed on Nov 4, 2026

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5* Beach vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

$1,316

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Loved the heated saltwater pool. Was disappointed there was not comfortable sitting in the room, esp on a rainy day or not feeling well, and watching a movie. Was surprised no elevator and we were on the third floor. The “grab and go” breakfast option was no more than a few pastries. That was disappointing. For early departure to catch ferry at 0530, no coffee was available.

Reviewed on Oct 22, 2026

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3 Night Beach vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

$1,316

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Loved the heated saltwater pool. Was disappointed there was not comfortable sitting in the room, esp on a rainy day or not feeling well, and watching a movie. Was surprised no elevator and we were on the third floor. The “grab and go” breakfast option was no more than a few pastries. That was disappointing. For early departure to catch ferry at 0530, no coffee was available.

Reviewed on Oct 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

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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 $1,188. 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

Sleeps 12, amazing view, tennis court, basketball court, beaches

Edgartown MA

4 min drive from Chappaquidick Dike Bridge

Recharge at this vacation home and get ready to stroll along the shoreline in Edgartown, as you'll be close to the beach. Beach towels and sun loungers are just ...

9.6/10 Exceptional! (43 reviews)

Travelers like: close to beach, sun loungers, beach towels

Travelers say...

"House was great. Looks exactly like it does in the pictures. Communication with the host was easy and she was readily available to answer any of our questions. Best part of the home was the kitchen where we spent many mornings making breakfast and congregating before we started our day. Chappy is ..."

Reviewed on Aug 11, 2026

Chappy cottage with private beach

Edgartown MA

2 min walk from Chappaquidick Dike Bridge

Stay at this cottage in Edgartown. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chappaquidick Dike Bridge and Mytoi Garden are located ...

10/10 Exceptional! (22 reviews)

"A special place to enjoy your fall adventures. So close to the beach made it great for fishing. We were lucky enough to time it during a meteor shower and enjoyed watching from the 2nd floor deck. The house was comfortable for my family. I wish I caught a bigger fish! Hopefully next year and at Vito's ..."

Reviewed on Oct 12, 2026

Chappaquiddick Getaway with stunning Ocean Views, walk to the beach

Edgartown MA

27 min walk from Chappaquidick Dike Bridge

Make the most of this fantastic location, as you'll be close to Wasque Beach with a stay at this vacation home. Beach towels and sun loungers are just a few ...

9.8/10 Exceptional! (13 reviews)

Travelers like: close to beach, sun loungers, beach towels

Travelers say...

"The drop-dead gorgeous view from the second floor porch is truly what makes this home stand out from all the others. You can sit on the porch and look out over Katama Bay and shoreline and not have to go anywhere else -- you are on vacation ! In fact, the entire second floor offers beautiful, scenic ..."

Reviewed on Aug 14, 2026

See all 3,250 properties in Chappaquiddick Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.