Cuttyhunk Vacation Homes
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Featured Vacation Homes in Cuttyhunk

Cozy getaway in a central location w/ a full kitchen & furnished deck

DISCOUNT WEEK OF JULY 19-26!! Ocean views, Walk to Beach, Central AC, 4 Car Pk

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Walk to beach! Great large outdoor patio. Still booking fall 2025!

Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point.
Hotel Options in Cuttyhunk

Atlantic Beach Hotel Newport

Iris Hotel Cape Cod

Falmouth Inn
Cuttyhunk Vacation Homes
Book vacation homes in Cuttyhunk
Next time you take a group getaway top Cuttyhunk, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Cuttyhunk vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.
Homes for every Cuttyhunk vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Cuttyhunk; instead of going to a small hotel room at the end of a busy day, you’re going home.
Vacations are all about creating lasting memories, and a Cuttyhunk rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Cuttyhunk is sure to be a winner.
Cuttyhunk Vacation Homes essential information
Accommodation | 557 Vacation Homes |
---|---|
Lowest Price | $106 |
Highest Price | $438 |
Popular accommodation | Cozy getaway in a central location w/ a full kitchen & furnished deck, DISCOUNT WEEK OF JULY 19-26!! Ocean views, Walk to Beach, Central AC, 4 Car Pk, ☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village, Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!, Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, Walk to beach! Great large outdoor patio. Still booking fall 2025!, Recent Construction, Fire Pit, Kayaks, Close to Town, and Beach. Easton’s Point., Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry, Surfside! Fantastic Beach House, Near Restaurants, Cliff Walk, Close to Downtown |
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