Entire home

Stay at Wingaersheek

Photo gallery for Stay at Wingaersheek

Beach nearby - Stay at Wingaersheek (Gloucester)
A wooden deck with a table and chairs, a green umbrella, and a white railing. - Stay at Wingaersheek (Gloucester)
Miscellaneous - Stay at Wingaersheek (Gloucester)
An aerial view of a residential area with houses, a beach, and a body of water. - Stay at Wingaersheek (Gloucester)
A two-story house with a balcony, a covered patio, and a view of a lake. - Stay at Wingaersheek (Gloucester)
A short walk from Wingaersheek Beach, Stay at Wingaersheek provides amenities such as a garden. Guests can connect to in-room WiFi.

Entire home

2920 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available
The current price is HK$8,043
HK$12,696 total
includes taxes & fees
27 Jul - 28 Jul

Add dates for prices

About this property

Stay at Wingaersheek

  • Summary:

    Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features:



    ✓ 2-minute walk to private beach access between Wingaersheek Beach and Coffins Beach

    ✓ Panoramic water views from two expansive decks

    ✓ Sleeps 8 across 3 bedrooms, 5 beds and 3.5 baths

    ✓ Quiet coastal setting near Gloucester, Essex, and Ipswich



    See more photos, video tours, and local recommendations on IG @staycapeann.



    The Space:

    Tucked away on Gloucester's coveted Wingaersheek peninsula, this three-story coastal retreat was designed to showcase the water from nearly every angle. Wake up to panoramic views, spend your days exploring nearby beaches, and unwind each evening on one of two waterview decks as the sun sets over the coast.



    Located just a short walk from private beach access nestled between Wingaersheek Beach and Coffins Beach, the home offers a rare combination of privacy, scenery, and convenience. Hardwood floors, bright living spaces, and a thoughtful multi-level layout provide plenty of room for families and groups to spread out while staying connected.



    ★★★ HIGHLIGHTS ★★★



    → Private beach access just a 2-minute walk away

    → Water views throughout the home

    → Two spacious decks with outdoor dining and lounge seating

    → Quiet coastal neighborhood surrounded by beaches and natural beauty

    → Sleeps up to 8 guests across 3 bedrooms (5 beds) and 3.5 baths



    ★★★ 1ST FLOOR ★★★



    → Kitchen: Fully equipped with everything needed for cooking and entertaining

    → Dining Area: Table with bench seating framed by floor-to-ceiling windows and water views

    → Living Room: Comfortable gathering space with abundant natural light and coastal scenery

    → Bedroom 1: Queen bed with en-suite bathroom

    → Bedroom 2: Two twin beds in a spacious room

    → Bathroom: Full bathroom conveniently located on the main level



    ★★★ 2ND FLOOR ★★★



    → Primary Suite: King bed, exposed beams, private deck access, and beautiful water views

    → En-Suite Bath: Private full bathroom

    → Queen-size pull-out sofa for additional sleeping

    → Large second living room with amazing water views and ample seating



    ★★★ OUTDOOR LIVING ★★★



    → Upper Deck: Lounge seating, and sweeping water views

    → Lower Deck: Outdoor dining table with seating, plus a grill for cookouts

    → Private Beach Access: Easy walk to a quiet stretch of shoreline between Wingaersheek and Coffins Beach

    → Parking: Driveway parking for 3 vehicles



    ★★★ WALKOUT BASEMENT ★★★



    → Ping pong table for indoor fun on rainy or off-beach days

    → Half bathroom

    → Beach gear provided: beach chairs and beach towels, ready to grab on your way out

    → Easy walkout access to the yard and beach path



    ★★★ THE WINGAERSHEEK EXPERIENCE ★★★



    Spend your mornings walking the shoreline, afternoons exploring the sandbars of Wingaersheek Beach, and evenings watching the changing colors over the water from the deck. Whether you're looking for a family beach getaway, a relaxing coastal retreat, or a home base for exploring Cape Ann, this location offers some of the most beautiful scenery on the North Shore.



    Guest Access:

    Guests will have access to the entire home, both decks, private beach access, and driveway parking throughout their stay.



    The home is equipped with a keypad lock for convenient self check-in. Access instructions and your unique entry code will be provided prior to arrival.



    A few owner closets and storage areas may remain locked and are not accessible to guests.



    Prior to arrival, the Stay Cape Ann team will send your smart lock code and check-in instructions.



    The Neighborhood:

    Located on Gloucester's highly sought-after Wingaersheek peninsula, this home offers a peaceful coastal setting surrounded by some of Cape Ann's most beautiful beaches and scenery.



    A short walk brings you to private beach access located between Wingaersheek Beach and Coffins Beach, providing a quieter alternative to Gloucester's more heavily visited public beaches. Wingaersheek is famous for its wide sandy shoreline, calm waters, and expansive sandbars that emerge at low tide, making it one of the North Shore's most beloved beach destinations.



    Whether you're looking for beach days, boating, hiking, or exploring charming coastal towns, this location provides easy access to the very best of Cape Ann.



    Getting Around:

    A car is recommended for exploring Gloucester and Cape Ann.



    Nearby attractions include Wingaersheek Beach, Good Harbor Beach, Rocky Neck Art Colony, the Back Shore, Eastern Point, Stage Fort Park, Downtown Gloucester, and Rockport, all within a short drive.



    The Gloucester MBTA Commuter Rail station is approximately 10 minutes away and provides direct service to Boston's North Station, making day trips into the city simple.



    Rideshare services are generally available throughout Gloucester, though availability may vary seasonally.



    Other Things to Note:

    Please enjoy this home respectfully as part of a quiet residential neighborhood. No pets, smoking, or events are permitted. Guests should use care around the deck, stairs, beach access areas, and coastal conditions.



    Traveling with little ones? A pack-and-play and high chair may be available upon request. Please let us know before your arrival if you would like either item so we can confirm availability and have it ready for your stay.



    Our Stay Cape Ann team lives and works locally. If you need recommendations for beaches, restaurants, fishing charters, or rainy-day activities, we're happy to help.



    Interaction with Guests:

    We give guests privacy during their stay, but we are available if anything comes up. Our team can be reached by message for questions, recommendations, or support before and during your stay.



    Prior to arrival, the Stay Cape Ann team will send your smart lock code and check-in instructions.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,920 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0584601070

About the area

Located in Gloucester, this holiday home is near the beach. Hammond Castle is a notable landmark, and the area's natural beauty can be seen at Wingaersheek Beach and Good Harbor Beach. Maritime Gloucester and Essex Shipbuilding Museum are also worth visiting. Visit our Gloucester travel guide
View more Holiday homes in Gloucester
Map
Gloucester, Massachusetts

What's nearby

  • A rocky shoreline with large boulders and calm water.
    Wingaersheek Beach
    6 min walk - 0.6 km
  • A coastal town with rocky shores, a prominent church, and a clear blue sky.
    Stage Fort Park
    10 min drive - 8.9 km
  • A beach with clear water, sandy shore, and green foliage.
    Half Moon Beach
    12 min drive - 10.0 km
  • A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.
    Good Harbor Beach
    14 min drive - 12.5 km
  • A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.
    TD Garden
    58 min drive - 64.0 km

Getting around

  • Manchester Station
    12 min drive
  • Beverly, MA (BVY-Beverly Municipal)
    30 min drive

Restaurants

  • Dunkin'
    8 min drive
  • McDonald's
    9 min drive
  • The Open Door Food Pantry
    9 min drive
  • Starbucks
    11 min drive
  • Chipotle Mexican Grill
    10 min drive

Frequently asked questions

Is Stay at Wingaersheek pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Stay at Wingaersheek?

As of 13 Jul 2026, prices found for a 1-night stay for 2 adults at Stay at Wingaersheek on 27 Jul 2026 start from HK$8,043, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Stay at Wingaersheek?

On-site parking is available at the property.

What time is check-in at Stay at Wingaersheek?

Check-in begins at 4:00 PM.

What time is check-out at Stay at Wingaersheek?

Checkout is at 11:00 AM.

Where is Stay at Wingaersheek located?

Situated by the sea, this holiday home is 1.4 mi (2.2 km) from Coffins Beach and 1.7 mi (2.7 km) from Wingaersheek Beach. Mount Ann Park and Northeast Hospital Corporation - Addison Gilbert Campus are also within 6 miles (10 km).

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