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Home in Gosnold

Cuttyhunk Waterfront

4 bedrooms

4 beds

2.5 bathrooms

8 guests

1956 sq. ft.

Wander Cuttyhunk Waterfront

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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

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

Amenities

Common Amenities

  • Free parking
  • Balcony
  • Waterfront
  • Wifi
  • Hot water
  • Patio
  • Fire extinguisher
  • Smoke detector
  • Carbon monoxide detector
  • First aid kit
  • Air conditioning

Deck

  • BBQ Area
  • BBQ Utensils
  • Outdoor shower
  • Outdoor seating

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Common Area

  • Movie projector

Bedroom 1

  • Bed linens
  • Closet
  • Hangers

Bedroom 2

  • Bed linens
  • Closet
  • Hangers

Bedroom 3

  • Bed linens
  • Closet
  • Hangers

Bedroom 4

  • Bed linens
  • Closet
  • Hangers

Bathroom 1

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Bathtub

Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Guests love Wander

Where you’ll be

Gosnold, Massachusetts 02713, United States

Gosnold, Massachusetts, United States
41.4285439-70.92972879999999
Timezone: America/New_York

Restaurants

Cuttyhunk Fishing Club

Cuttyhunk Fishing Club offers a charming seaside breakfast experience with classic American dishes served on a veranda overlooking the harbor, blending historic island ambiance with fresh, hearty meals. Its scenic views and cozy atmosphere make it a must-visit on Cuttyhunk Island.

Cuttyhunk Raw Bar

Cuttyhunk Raw Bar offers fresh, locally harvested oysters, clams, and classic New England seafood like chowder, served right at the fishing dock or delivered to your boat for a laid-back island dining experience. Enjoy the unique flavors of Cuttyhunk in a casual, waterside setting.

Cuttyhunk Lobster Shack

Cuttyhunk Lobster Shack offers fresh, classic seafood like steamed lobster and clams in a casual, seaside setting right by the fishing dock—perfect for enjoying a relaxed meal on the island or taking it back to your boat.

Soprano's Pizza

Soprano's Pizza serves delicious, high-quality pizzas with fresh ingredients and fast delivery, offering a variety of options including gluten-free and vegan choices in a friendly, casual setting. It's a local favorite known for great taste and excellent service.

Attractions

Penikese Island

Penikese Island offers a rare blend of serene hiking, exceptional birdwatching with over 150 species, and vibrant snorkeling in pristine waters, perfect for nature lovers and adventurous explorers seeking a unique New England island experience.

Cuttyhunk Pond Docks

Cuttyhunk Pond Docks offer a peaceful spot for boating enthusiasts and nature lovers to launch kayaks, fish, or simply enjoy the scenic harbor views. It’s perfect for those seeking a relaxing water adventure amid the island’s charming, historic setting.

Lookout Park

Lookout Park offers breathtaking panoramic views from high atop Lookout Mountain, where you can see up to seven states on a clear day—perfect for families, photographers, and anyone who loves natural beauty and a bit of adventure. Its scenic overlooks and unique rock formations make it a memorable stop for all ages.

Cuttyhunk Historical Society

Step into the heart of Cuttyhunk’s past at the Historical Society, where fascinating exhibits and island stories bring local heritage to life—perfect for curious travelers and history lovers eager to connect with the unique culture and maritime legacy of this charming island community.

Peak Chum Mountain

Peak Chum Mountain offers a rewarding hike with stunning panoramic views, perfect for outdoor enthusiasts who enjoy a mix of challenging trails and natural beauty. It’s ideal for hikers seeking a peaceful mountain escape with impressive scenery.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

No pets allowed

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Apr 3, 2026$501Available
Apr 4, 2026$507Available
Apr 5, 2026$400Available
Apr 6, 2026$400Available
Apr 7, 2026$400Available
Apr 8, 2026$400Available
Apr 9, 2026$400Available
Apr 10, 2026$520Available
Apr 11, 2026$527Available
Apr 12, 2026$406Available
Apr 13, 2026$406Available
Apr 14, 2026$411Available
Apr 15, 2026$416Available
Apr 16, 2026$421Available
Apr 17, 2026$559Available
Apr 18, 2026$566Available
Apr 19, 2026$436Available
Apr 20, 2026$441Available
Apr 21, 2026$446Available
Apr 22, 2026$446Available
Apr 23, 2026$450Available
Apr 24, 2026$598Available
Apr 25, 2026$605Available
Apr 26, 2026$465Available
Apr 27, 2026$470Available
Apr 28, 2026$470Available
Apr 29, 2026$475Available
Apr 30, 2026$475Available
May 1, 2026$679Available
May 2, 2026$679Available
May 3, 2026$490Available
May 4, 2026$490Available
May 5, 2026$490Available
May 6, 2026$495Available
May 7, 2026$495Available
May 8, 2026$693Available
May 9, 2026$693Available
May 10, 2026$495Not Available
May 11, 2026$500Not Available
May 12, 2026$500Not Available
May 13, 2026$500Available
May 14, 2026$500Available
May 15, 2026$700Available
May 16, 2026$700Available
May 17, 2026$500Available
May 18, 2026$500Available
May 19, 2026$500Available
May 20, 2026$500Available
May 21, 2026$500Available
May 22, 2026$840Available
May 23, 2026$840Available
May 24, 2026$840Available
May 25, 2026$840Available
May 26, 2026$500Available
May 27, 2026$500Available
May 28, 2026$500Available
May 29, 2026$700Not Available
May 30, 2026$700Not Available
May 31, 2026$500Not Available
Jun 1, 2026$1000Available
Jun 2, 2026$1000Available
Jun 3, 2026$1000Available
Jun 4, 2026$1000Available
Jun 5, 2026$1100Available
Jun 6, 2026$1100Available
Jun 7, 2026$1000Available
Jun 8, 2026$1000Available
Jun 9, 2026$1000Available
Jun 10, 2026$1000Available
Jun 11, 2026$1000Available
Jun 12, 2026$1100Available
Jun 13, 2026$1100Available
Jun 14, 2026$1000Available
Jun 15, 2026$1000Available
Jun 16, 2026$1000Available
Jun 17, 2026$1000Available
Jun 18, 2026$1000Available
Jun 19, 2026$1100Available
Jun 20, 2026$1100Available
Jun 21, 2026$1000Available
Jun 22, 2026$1000Available
Jun 23, 2026$1000Available
Jun 24, 2026$1000Available
Jun 25, 2026$1000Available
Jun 26, 2026$1100Available
Jun 27, 2026$1100Available
Jun 28, 2026$1000Available
Jun 29, 2026$1000Available
Jun 30, 2026$1000Available
Jul 1, 2026$1000Available
Jul 2, 2026$1680Available