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Cuttyhunk Waterfront
Gosnold, Massachusetts

Wander Cuttyhunk Waterfront

Wander Cuttyhunk Waterfront

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8 guests

4 beds

2.5 bathrooms

1/70

BBQ AreaBalconyWaterfront

8 guests

4 bedrooms

4 beds

2.5 bathrooms

Wander Cuttyhunk Waterfront is a secluded island retreat designed for true escape—think decompressing, disconnecting, and reconnecting with the people who matter most.

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Check-in & out

Check-in after 4:00pm • Check-out before 10:00amNo pets allowed

Easy cancellation

Cancel within 24 hours for a full refund.

Pristine homes, no to-do lists

Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Cuttyhunk Waterfront is a secluded island retreat designed for true escape—think decompressing, disconnecting, and reconnecting with the people who matter most. Set on the water with private direct beach and boating access, the home’s generous south-facing deck offers expansive views of the harbor and Gay Head on Martha’s Vineyard, along with sunrise light that fills the house throughout the day. Follow the path down to your own sandy beach, perfect for kayaking, boating, fishing, or swimming with children and friends, or take a short walk or golf cart ride to nearby Churches Beach on the Atlantic Ocean. After a day in the sun, unwind back at the house with a casual movie night in the bonus media room, fire up the BBQ, or rinse off in the outdoor shower and savor the calm of island living.
Property License: ROC-21875878-002., C2187587802

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

BBQ Area

Balcony

Waterfront

Patio

Free parking

Wifi

Washer

Dryer

Hot water

Where you’ll sleep

Bedroom 1

1 queen bed

Bedroom 2

1 full bed

Bedroom 3

1 queen bed

Bedroom 4

1 queen bed

Bedroom 1
1 queen bed
Bedroom 2
1 full bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed

Where you’ll be

Nestled on Cuttyhunk Island, this location provides peaceful access to protected harbor waters, beautiful beaches, and scenic hiking trails. Guests can spend their days kayaking or paddleboarding through calm coves, sailing along the Elizabeth Islands, or fishing in some of the region’s most pristine waters.

Restaurants

Cuttyhunk Fishing Club

Cuttyhunk Raw Bar

Cuttyhunk Lobster Shack

Attractions

Penikese Island

Cuttyhunk Pond Docks

Lookout Park

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Guests love Wander

Wander's average ratings

Cleanliness
4.8
Location
4.8
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

Have a question?

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Things to know

Here are some things which you should know before booking Wander Cuttyhunk Waterfront

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 10:00 am

8 guests maximum

No pets allowed

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

Before you book

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