Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

Top rated by guests
Welcome
Gourmet kitchen 1
Gourmet kitchen 2
Exterior
Relax and enjoy
review stars
9.4Outstanding
(63 Ratings)
The house is great for accommodating large groups and families, with plenty of space, close to the beach, and well-equipped with amenities for kids. Excellent for events like weddings as well.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(63 Ratings)

House in Gloucester, MA

15 guests · 6 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

This is the vacation house you have been looking for! Perfectly located only a few steps from the world famous Wingaersheek Beach, as well as, your own private access to Coffins beach. The younger crowd will love the excitement of the public part of Wingaersheek beach, while the private access to Coffins Beach is unexcelled for that quiet relaxing time. Why have to make a choice when you can have them both? All within a few minutes walk (300 yards) to the white sands of the public side of Wingaersheek beach or less than 2/10 of a mile to the private neighborhood section of the beach called Coffins beach. This immaculate and graciously appointed home is the perfect destination for discerning beach lovers who want only the best in accommodation, sea & surf!

Housing accommodations are a perfect set-up for the extended family or share with the best friends. This location contains 4000 sq/ft. of housing for your enjoyment. This is one of the biggest houses available in the area. Once you enter the driveway and proceed up to the house you will immediately feel like you are on vacation and ready to enjoy your stay. There are numerous outdoor custom built-in mahogany sitting benches and patios to enjoy the beautiful weather and enjoy the wonderful landscape from the deck swing. As you walk-in the first floor entrance into the spacious custom tiled foyer entrance, you will immediately feel the beach house charm! The rest of the first floor contains an expansive in-law/au-pair suite, which is on your left down a few steps into a very large queen bedroom with a sitting area with TV and cathedral ceilings. You will also find the separate laundry room off the entrance foyer. To your right you will find two more large bedrooms and two custom full-size bathrooms as well. Don’t forget the additional Wifi equipped office space which can be used as a bedroom if needed. The rest of the first floor living room contains a large TV, and a spacious and comfy living room set, and don’t forget you can always challenged each other at the 3-in-1 game table (your choice of pool, ping pong and air hockey) Once you climb the stairs to the second floor you will find the gourmet kitchen featuring a world-class WOLF commercial gas stove. The granite counters, custom cabinets, and oversized chef's gas stove (complete with pot-filling faucet), pantry and stainless appliances completes this home so that it is the perfect place to be the ultimate beach home away from home. Produce your family’s favorite recipes or try some of the great local dining options, its all up to you. Beyond the 8 chair kitchen, you can relax at the kitchen nook by the fireplace, or continue to the formal dining area. The open concept dining room with seating for up to 10 is surrounded on two sides by custom built-in shelving, this in turn leads into the gorgeous Living room where you can view the surroundings from the stunning Palladian windows, surrounding you on all sides. This area doubles as another gathering place to relax with a plush leather sitting area open to the kitchen making it a great space for entertaining as everyone can be together (but still out of the cooks way) in comfort! The king sized master bedroom with cathedral ceilings is located on this floor as well. It contains your own custom full-sized bathroom and another sofa set with a hidden TV, and of course your own large private mahogany deck. The King size bed actually looks small in this space! The house is air conditioned if you prefer, or you can enjoy the sea-breeze air and open the three sets of oversized Anderson sliders. (Five sets if you combine both floors!) Which open onto to the expansive upper mahogany decks, where you can relax on the outside deck furniture and sunbath privately instead of the beach if you prefer? The house has wifi, of course, but bring your cell phone as there is no landline at the house. Plenty of parking in the driveway and lovely landscaping outside! Additionally, Gloucester is becoming a more and more artwork-culturally known area; take a ride to the local artwork shops found around Rocky Neck. Find your next treasure to remind you of your stay. There is everything you would expect for a great ocean beach stay, located only 10-15 minutes drive to Gloucester harbor. Once you experience this vacation house and locale, you will want to return for years to come. Start a new tradition and make a reservation today!

Please note: our cancellation policy is if you need to cancel, it is based on our ability to re-rent the booked time, and we always have fulfilled any cancellation.

...... Exciting news, we are adding a Classic restored 1965 Pontiac GTO or a 1986 Trans Am for rental during visiting guest stays. Enjoy the area even more in a Classic GTO or Trans Am. Please ask about rates and pictures if interested.

Amenities at Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

Non-smoking
No pets allowed
Family friendly

Map of Gloucester, MA


Ratings and reviews

9.4 / 10
Outstanding(63 Ratings)
review starsSummary of reviews
The house is great for accommodating large groups and families, with plenty of space, close to the beach, and well-equipped with amenities for kids. Excellent for events like weddings as well.
From real guest reviews summarized by AI
10 / 10Outstanding·May 2026
This is a great house! We loved the easy walk to the beach and the cozy space by the kitchen where everyone naturally gathered.
8 / 10Excellent·Sep 2025
They stay was very nice!
10 / 10Outstanding·Jun 2025
Beautiful home, close to the beach. Air conditioning wasn’t great and fridge didn’t get very cold. Enjoyed the deck space
6 / 10Average·Nov 2023
10 adults. 5 bedrooms/sleeps 12 tops. Arrival 1st day realizing we would have to pick up toilet paper and paper towels for our 4 night trip. All trash to go out end of trip which is fine...but we were to travel into town to go purchase our own bags to use to discard trash. All towels to be washed and dried and put away for 10 people before leaving with 4 laundry pods and a dryer with no heating element working properly. Who doesnt enjoy spending last evening doing laundry??? The house is dated and in need of grneral tlc. The layout of the house is hokey and not user friendly. Besides that, enjoy your stay.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.