Name: Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Rating: 9.6

Top Beach vacation packages in Chappaquiddick Island

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

Harbor View Hotel

$523

per person

Jan 29 - Feb 1

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November

Reviewed on Dec 2, 2025

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5* Beach vacations in Chappaquiddick Island

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

Harbor View Hotel

$523

per person

Jan 29 - Feb 1

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November

Reviewed on Dec 2, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

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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

$523

per person

Jan 29 - Feb 1

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November

Reviewed on Dec 2, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

View all trips

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 $523. 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 ...

9.4/10 Exceptional! (40 reviews)

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

Awesome family friendly home

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

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Edgartown MA

5 min drive from Chappaquidick Dike Bridge

Stay at this vacation home in Edgartown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Katama Point and Norton Point Beach are located ...

9.8/10 Exceptional! (16 reviews)

The hosts are excellent people, great communicators who want VBRO guests to have an outstanding experience. Chappy is a wonderful retreat from the rest of the world. That is my only word of caution, it requires a ferry to eat out or shop. Otherwise this is a great place to read write meditate beach ...

Reviewed on Sep 24, 2025

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

Edgartown MA

23 min walk from Chappaquidick Dike Bridge

Stay at this cottage in Edgartown. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Mytoi Garden and Chappaquidick Dike Bridge are ...

9.6/10 Exceptional! (4 reviews)

Place was clean and comfortable, great location and really easy to get to the ocean, wish we could've stayed longer.

Reviewed on Oct 13, 2025

See all 3,303 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.