Name: Sleeps 12, amazing view, tennis court, basketball court, beaches
Rating: 9.4

Top Beach vacation packages in Chappaquiddick Island

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

Margaritaville Resort Cape Cod

$351

per person

Mar 22 - Mar 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The room was great. Comfy, clean, and colorful. I enjoyed my spa treatments and use of the hot tub. I had fun and good food at the Sharks Fin Bar. I did not understand why I was charged a resort fee. Many of the extras were available to anyone who walked through the doors.

Reviewed on Jan 24, 2026

Harbor View Hotel

$1,875

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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

Doubletree by Hilton Cape Cod - Hyannis

$353

per person

Mar 22 - Mar 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.4/10 Very Good! (871 reviews)

It was a decent stay I can’t complain

Reviewed on Jan 11, 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

$1,875

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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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3 Night Beach vacations in Chappaquiddick Island

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

Margaritaville Resort Cape Cod

$351

per person

Mar 22 - Mar 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The room was great. Comfy, clean, and colorful. I enjoyed my spa treatments and use of the hot tub. I had fun and good food at the Sharks Fin Bar. I did not understand why I was charged a resort fee. Many of the extras were available to anyone who walked through the doors.

Reviewed on Jan 24, 2026

Harbor View Hotel

$1,003

per person

Mar 20 - Mar 23

found 7 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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

Doubletree by Hilton Cape Cod - Hyannis

$353

per person

Mar 22 - Mar 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.4/10 Very Good! (871 reviews)

It was a decent stay I can’t complain

Reviewed on Jan 11, 2026

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4 Night Beach vacations in Chappaquiddick Island

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

Vineyard Harbor Motel - Private Beach

$1,559

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Vineyard Haven (MVY)

9/10 Wonderful! (605 reviews)

Staff was awesome. Room it self was a bit dated. It walking distance from ferry and downtown. We didn't need to drive too much. The beach was in in the bay area. There was a tug boat docked at our...beach.

Reviewed on Jan 23, 2026

Margaritaville Resort Cape Cod

$1,570

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The room was great. Comfy, clean, and colorful. I enjoyed my spa treatments and use of the hot tub. I had fun and good food at the Sharks Fin Bar. I did not understand why I was charged a resort fee. Many of the extras were available to anyone who walked through the doors.

Reviewed on Jan 24, 2026

The Franklin Hotel Martha's Vineyard

$1,570

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Vineyard Haven (MVY)

9.2/10 Wonderful! (161 reviews)

This is our third time staying at this hotel. We especially like the common area with the small kitchen. However we have noticed far less attention by the staff. There use to be plates, bowls,and cutlery. Now there is barely any of that. There is a broken French door out to the patio area that has not been fixed in over a year! The front door does not allow entry. When told about it, the staff didn't seem to care. I am afraid that the owners are allowing this place to get a bit run down and that is a shame.

Reviewed on Jan 1, 2026

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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 $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!

Edgartown MA

12 min walk from Chappaquidick Dike Bridge

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

8.4/10 Very Good! (36 reviews)

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

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 ...

9.8/10 Exceptional! (9 reviews)

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

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

See all 3,310 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.