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

Gloucester, Massachusetts
$1061 avg/night Minimum Stay 3 Nights
Bed 6

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 15

Max Sleeps

Night 3 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 4000 Sq Ft (372 Sq M)
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Casino Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Golfing On Site Rafting Nearby Sailing Nearby Tennis On Site Water Tubing Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room DVD Player Games Pool Or Billiards Table Stereo Table Tennis Video Games TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Stair Gate
  • LOCATION HIGHLIGHTS

    Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 15

Map Map

School District Rates & Availability

Review Review

  • Corinne S.

    Submitted Sep 19, 2025

    Stayed Sep 3, 2025

    They stay was very nice!

  • Jess K.

    Submitted Jun 23, 2025

    Stayed Jun 19, 2025

    Beautiful home, close to the beach. Air conditioning wasn’t great and fridge didn’t get very cold. Enjoyed the deck space

  • Nancy L.

    Submitted May 12, 2025

    Stayed May 8, 2025

    Beautiful well maintained home. Walking distance to beach.

  • Catherine G.

    Submitted Nov 14, 2024

    Stayed Oct 31, 2024

    For a group of 10 people, the house was very comfortable. Almost everything was provided, except for a few essential items like toilet paper and sugar. The residence is located in a very peaceful neighborhood, close to the sea. The nearest town is about a 10-minute drive away, where you can find everything you might need, such as grocery stores, restaurants, and public transportation to larger cities. During our stay, we had no access to Wi-Fi or TV services.This wasn’t an issue for us, as we were outside all day.

  • Jackie A.

    Submitted Oct 20, 2024

    Stayed Oct 17, 2024

    Pete’s home is beautiful and well cared for. Pete did his best to assure we were prepared for the stay and aware of the couple of items that there are rules around. The fireplace if for looks only and the jacuzzi tub is not available to use. Just a short 5 minute walk to a prestige beach, 15 minute drive into Salem, and an hour to Boston Logan Airport. We will be staying here again.

  • Anya W.

    Submitted Sep 10, 2024

    Stayed Sep 5, 2024

    We booked the house for our closest friends to stay in during our wedding weekend and the house was great for a group to spend time in together! That said, we came prepared (based on past listings) and still had to adjust expectations on the fly: we brought our own paper towels, toilet paper, hand soap, and tissues (there were minimal or none). We budgeted an extra day in our stay to do the towel washing, dish washing, and trash round up before checking out. We warned guests in advance that sleeping arrangements might be funky and it was; the bed count is slightly inaccurate. There are 3 private rooms with full/queen/king beds and 1 semi private room (it’s a walk-through room). One room with 2 bunk beds + two VERY SMALL pull out mattresses. The bunk bed pillows were terrible too. Lastly the maintenance around the property is minimal. Paint peeling deck, shower drain took forever, signs warning you about issues (like leak under sink, tight refrigerator door, & broken microwave screen) that could definitely just be repaired instead making guests work around it. In summary, if you want a beach vaca for friends and family steps away from the best beach in the state, this house is great. But lower your expectations of the quality of the accommodations!

  • Katrine H.

    Submitted Aug 3, 2024

    Stayed Jul 27, 2024

    Beautiful home, beautiful beaches, great memories for a lifetime. Our host thought of everything we might need and more than we expected.

  • Joe P.

    Submitted Jul 31, 2024

    Stayed Jul 13, 2024

    House and location supported a relaxing stay with family.

  • Amy N.

    Submitted Nov 3, 2023

    Stayed Oct 27, 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.

  • Kevin N.

    Submitted Oct 18, 2023

    Stayed Sep 28, 2023

    Positives: * House was great, it was a wonderful size for our party, we had 3 families in total, 2 families with 2 kids, 1 family with 3. Plenty of room for them to explore and run around. Sleeping accommodations were good, was able to separated the older kids in their own room. * Location was very close to the beach, which provided good entertainment for the family. It was fairly easy to find as well using Google Maps. * Communication - This is going to be split. When we arrived, the owner was pretty responsive and answered our questions. Negatives: * Only initial toiletries provided. Had to go to target to buy our own. * Hot water is an issue if you have people trying to shower/bath during similar times. * Communications leading up to our travel was very lacking. We booked this about a year in advance and tried to reach the owner probably about 12 times, via the app, phone, and email and we received nothing. Even called VRBO to try to reach out and nothing happened. * The day of we were presented with a welcome message that also included additional fees if we didn't do something, one fee for not washing our used towels and folding them and putting back where we got them, and another for not using the proper garbage bags. These specific garbage bags were also not provided and we had to go to a store to buy them ourselves. My big concern with these surprise fees was that it wasn't part of the official booking, which could mean he could charge anything.

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Total

Includes taxes and fees
$1,061+
View details