Cuttyhunk Beach Holidays
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Top Beach holiday packages in Cuttyhunk
- The Island Inn on Martha's Vineyard
7 Sept - 13 SeptThe Island Inn on Martha's Vineyard + Flight
Oak Bluffs6 nights2.5 star property8.2/10 - Very good (40 reviews)"We stayed in the townhouse. Plenty of room, 2bd and 2bths. Living with fireplace, deck and kitchen. Love the modern country decor. High ceilings with large wood beams. Would definitely stay again!"Reviewed July 1, 2026Return • London (LON) - Vineyard Haven (MVY)LHR - BOS • Direct BOS - LHR • 1 stop£2,720£2,303found 9 hours agoper traveller - The Richard, The Edgartown Collection
7 Sept - 13 SeptThe Richard, The Edgartown Collection + Flight
Edgartown6 nights3.5 star property9.6/10 - Exceptional (190 reviews)Return • London (LON) - Vineyard Haven (MVY)LHR - BOS • Direct BOS - LHR • 1 stop£3,295£2,762found 9 hours agoper traveller - Morgan Hotel
7 Sept - 13 SeptMorgan Hotel + Flight
Oak Bluffs6 nights2.5 star property8.6/10 - Excellent (238 reviews)"The location is fantastic. Sure the rooms are small in size but it's a historic building and they make up for it in charm and comfort. The bed is so incredibly comfortable. Alicia was at the front desk and assisted with our check in. She was friendly, engaging and helpful in showing us all the great features of the hotel and offered suggestions for things to enjoy around town. I will definitely be staying here again."Reviewed July 13, 2026Return • London (LON) - Vineyard Haven (MVY)LHR - BOS • Direct BOS - LHR • 1 stop£2,816£2,381found 9 hours agoper traveller - The Franklin Hotel Martha's Vineyard
7 Sept - 13 SeptThe Franklin Hotel Martha's Vineyard + Flight
Edgartown6 nights2.0 star property9.0/10 - Wonderful (196 reviews)"clean, updated nice decore in the room and common areas. Free Parking and a good location 10 minutes from town all were very positive. the down side : NO Staff! no one to check you in or out, no one to help with anything or make any recommendations. fully self service made it feel very low end unfortunately"Reviewed July 1, 2026Return • London (LON) - Vineyard Haven (MVY)LHR - BOS • Direct BOS - LHR • 1 stop£2,791£2,432found 9 hours agoper traveller - Harbor View Hotel
7 Sept - 13 SeptHarbor View Hotel + Flight
Edgartown6 nights5.0 star property8.8/10 - Excellent (1,000 reviews)"Wonderful property and a great location. All of the staff were tremendous."Reviewed July 14, 2026Return • London (LON) - Vineyard Haven (MVY)LHR - BOS • Direct BOS - LHR • 1 stop£4,740£4,147found 9 hours agoper traveller
Find your perfect Cuttyhunk beach holiday
How can I book the best beach holidays in Cuttyhunk?
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 Cuttyhunk 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 Cuttyhunk?
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 Cuttyhunk beach holidays, which start from £2,303. Prices and availability are subject to change. Additional terms may apply.
When can I go on a quiet beach holiday in Cuttyhunk?
Enjoy out-of-season seclusion on a beach holiday to Cuttyhunk during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.
Why should I book family holidays in Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk beach holidays?
Add a little spontaneity to your beach holiday by looking for a last-minute deal in Cuttyhunk. If you have set dates, pop them into the search and see what heaven awaits in just a few days.
Can I find Cuttyhunk beach holidays which are all inclusive?
A beach holiday to Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk beach holiday with Expedia?
Our huge range of accommodation and flights mean you’ll find the best beach holidays in Cuttyhunk on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.