Chappaquiddick Island Beach Holidays

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Top flight + Beach hotel deals in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

£1,912
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
London (LON) to Vineyard Haven (MVY)
9/10 Wonderful! (1,004 reviews)
We came here on our anniversary and could not have picked a better place. The boutique-yet-full-service hotel is elegant and beautiful, with great taste everywhere and amazing ocean views. The heated (perfect temperature) pool and jacuzzi were a perfect spot to take a break at any time in the day, with relaxing and happy lounge music. Most importantly, the staff is highly well trained, educated, and devoted to service with a smile without the attitude sometimes found in premium hotels sometimes. Mattia (spelling?), Duna, Julian were amazing. Coffee in the room a great plus! Short walk from the ferry (3 minutes!) and in the center of the action makes this hard to beat. I would only add more obvious breakfast choices (most guests just go out to great options short walks away) to make this even more perfect. We will certainly be back.

Reviewed on 28 Jul 2026

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4 Night Beach holidays in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

£1,479
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
London (LON) to Vineyard Haven (MVY)
8.2/10 Very good! (41 reviews)
Proximity to major attractions in area and yet far enough away from all the hustle and bustle.

Reviewed on 5 Aug 2026

Faraway Martha's Vineyard

Faraway Martha's Vineyard

£1,912
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
London (LON) to Vineyard Haven (MVY)
9/10 Wonderful! (1,004 reviews)
We came here on our anniversary and could not have picked a better place. The boutique-yet-full-service hotel is elegant and beautiful, with great taste everywhere and amazing ocean views. The heated (perfect temperature) pool and jacuzzi were a perfect spot to take a break at any time in the day, with relaxing and happy lounge music. Most importantly, the staff is highly well trained, educated, and devoted to service with a smile without the attitude sometimes found in premium hotels sometimes. Mattia (spelling?), Duna, Julian were amazing. Coffee in the room a great plus! Short walk from the ferry (3 minutes!) and in the center of the action makes this hard to beat. I would only add more obvious breakfast choices (most guests just go out to great options short walks away) to make this even more perfect. We will certainly be back.

Reviewed on 28 Jul 2026

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection

£2,155
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
London (LON) to Vineyard Haven (MVY)
9.8/10 Exceptional! (263 reviews)
The Christopher is officially my new favorite hotel. Bailey greeted us when we arrived and was the primary person we saw during our stay. She was lovely and so helpful. I could have fainted when she offered to have our super heavy luggage taken up 3 flights of stairs for us! We were upgraded free of charge to a larger room that had its own private deck. The room was beautiful - gorgeous furnishings and so clean and comfortable. There are homemade, sinfully delicious chocolate chip cookies served at 3 pm - we actually raced back to the hotel for these; they were so good! And the homemade breakfasts served each morning with delicious, strong coffee were a welcome way to start the day. I've already started planning a girls' trip to the island and The Christopher is where we'll stay!

Reviewed on 3 Aug 2026

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Find your perfect Chappaquiddick Island beach holiday

How can I book the best beach holidays in Chappaquiddick Island?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Chappaquiddick Island beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Chappaquiddick Island?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Chappaquiddick Island beach holidays, which start from £1,479. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Chappaquiddick Island?

Enjoy out-of-season seclusion on a beach holiday to Chappaquiddick Island during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Chappaquiddick Island with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Chappaquiddick Island beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Chappaquiddick Island beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Chappaquiddick Island. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Chappaquiddick Island beach holidays which are all inclusive?

A beach holiday to Chappaquiddick Island is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Chappaquiddick Island beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Chappaquiddick Island beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Chappaquiddick Island on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

Things to do

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

£11
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

£38
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

£38
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chappaquiddick Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.