Cuttyhunk holiday homes

We found 47 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Cuttyhunk that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include parking and a garden. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting relaxing Cuttyhunk

Enjoy the history and other features of Cuttyhunk. This relaxing city is known for its kayaking, fishing and island views. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Cuttyhunk

Are you searching for things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Cuttyhunk has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Coastal Vineyards (10.2 mi / 16.4 km)
  • Westport Rivers Vineyard & Winery (12.4 mi / 19.9 km)
  • Acoaxet Club (13.7 mi / 22 km)
  • Buttonwood Park Zoo (14.4 mi / 23.2 km)
  • Carolyn's Saskonnet Vineyard (15.5 mi / 24.9 km)
  • Chilmark Chocolates (11 mi / 17.7 km)

Exploring the natural features in Cuttyhunk

Whether you're an active traveller or just want to appreciate the scenery, Cuttyhunk is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Aquinnah Cliffs (7 mi / 11.3 km)
  • Horseneck State Beach (8.8 mi / 14.2 km)
  • Menemsha Beach (9.6 mi / 15.5 km)
  • Goosewing Beach Preserve (11.8 mi / 18.9 km)
  • Lucy Vincent Beach (11.9 mi / 19.2 km)
  • Tappens Beach (13.1 mi / 21 km)

How to get to and around Cuttyhunk

Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), the closest airport, located 16.6 mi (26.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into New Bedford, MA (EWB-New Bedford Regional), which is 17.4 mi (28.1 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Cuttyhunk?
Property type, length of stay and time of year are some of the conditions that can determine the price of a holiday home. Simply enter your travel dates to find the ultimate escape. From cosy cabins to expansive luxury villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Cuttyhunk?
The average price for a holiday home near the beach in Cuttyhunk will depend on when you'll be there and the style and size of property you want. You can find prices quickly and easily on Bookabach by entering your travel dates and destination. Then use our filter tool to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.
What are the top attractions for families in Cuttyhunk?
Boredom doesn't stand a chance during your Cuttyhunk holiday with these family-friendly attractions:

  • Barges Beach
  • Elizabeth Islands

How old do you have to be to rent a holiday home in Cuttyhunk?
The minimum required age is usually 16, 18 or 21. It can differ between properties on Bookabach, so look at the rules of your preferred Cuttyhunk holiday home before booking your escape.
How long can I rent a holiday home in Cuttyhunk for?
The amount of time you can book a Cuttyhunk holiday home for is down to each property. Simply put in your travel dates to view available options that offer extended stays. They include everything you need to make your extended break more comfortable and convenient, like air conditioning and kitchens. Some holiday homes might also offer weekly or monthly discounted prices, so you can stay even longer for less.

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