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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
Mar 13, 2026$500Available
Mar 14, 2026$500Available
Mar 15, 2026$400Available
Mar 16, 2026$400Available
Mar 17, 2026$400Available
Mar 18, 2026$400Available
Mar 19, 2026$400Available
Mar 20, 2026$500Available
Mar 21, 2026$500Available
Mar 22, 2026$400Available
Mar 23, 2026$400Available
Mar 24, 2026$400Available
Mar 25, 2026$400Available
Mar 26, 2026$400Available
Mar 27, 2026$500Available
Mar 28, 2026$500Available
Mar 29, 2026$400Available
Mar 30, 2026$400Available
Mar 31, 2026$400Available
Apr 1, 2026$436Available
Apr 2, 2026$441Available
Apr 3, 2026$585Available
Apr 4, 2026$585Available
Apr 5, 2026$450Available
Apr 6, 2026$455Available
Apr 7, 2026$460Available
Apr 8, 2026$465Available
Apr 9, 2026$470Available
Apr 10, 2026$618Available
Apr 11, 2026$624Available
Apr 12, 2026$475Available
Apr 13, 2026$480Available
Apr 14, 2026$480Available
Apr 15, 2026$485Available
Apr 16, 2026$485Available
Apr 17, 2026$637Available
Apr 18, 2026$644Available
Apr 19, 2026$490Available
Apr 20, 2026$490Available
Apr 21, 2026$490Available
Apr 22, 2026$490Available
Apr 23, 2026$495Available
Apr 24, 2026$650Available
Apr 25, 2026$650Available
Apr 26, 2026$495Available
Apr 27, 2026$495Available
Apr 28, 2026$495Available
Apr 29, 2026$495Available
Apr 30, 2026$495Available
May 1, 2026$1000Available
May 2, 2026$1000Available
May 3, 2026$700Available
May 4, 2026$700Available
May 5, 2026$700Available
May 6, 2026$700Available
May 7, 2026$700Available
May 8, 2026$1000Available
May 9, 2026$1000Available
May 10, 2026$700Available
May 11, 2026$700Available
May 12, 2026$700Available
May 13, 2026$700Available
May 14, 2026$700Available
May 15, 2026$1000Available
May 16, 2026$1000Available
May 17, 2026$700Available
May 18, 2026$700Available
May 19, 2026$700Available
May 20, 2026$700Available
May 21, 2026$700Available
May 22, 2026$1200Available
May 23, 2026$1200Available
May 24, 2026$1200Available
May 25, 2026$1200Available
May 26, 2026$700Available
May 27, 2026$700Available
May 28, 2026$700Available
May 29, 2026$1000Available
May 30, 2026$1000Available
May 31, 2026$700Available
Jun 1, 2026$1140Available
Jun 2, 2026$1140Available
Jun 3, 2026$1140Available
Jun 4, 2026$1140Available
Jun 5, 2026$1300Available
Jun 6, 2026$1300Available
Jun 7, 2026$1140Available
Jun 8, 2026$1140Available
Jun 9, 2026$1140Available
Jun 10, 2026$1140Available
Jun 11, 2026$1140Available