Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam | House in Gloucester

9.4 (61 Reviews) |   6 Bedrooms  3 Bathrooms  15 Guests  Stay&Play
Gloucester House | Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

6 Bedroom House in Gloucester

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.

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam is located in Gloucester. Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam provides accommodation, featuring View, Balcony/Terrace, Sports/Activities, among other amenities. This House features View, Balcony/Terrace, Sports/Activities, to make your stay a comfortable one.

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam has 6 Bedrooms , 3 Bathrooms, and max occupancy of 15 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Gloucester has interesting places to visit. If you want to learn more about the House in Gloucester, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available
Check-out Check-out before 10:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: @25-30 guest max parties and events are allowed on site property registration number c0150631070 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Gloucester, 01930, USA

What Our Guests say 500 + Reviews

May 13, 2025 05:22:48 AM
Summary: Beautiful well maintained home. Walking distance to beach.
Nancy L. Nancy L.
Nov 15, 2024 05:08:48 AM
Summary: 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.
Catherine G. Catherine G.
Oct 21, 2024 06:10:22 AM
Summary: 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.
Jackie A. Jackie A.
Sep 10, 2024 11:53:08 PM
Summary: 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!
Anya W. Anya W.
Aug 4, 2024 05:07:36 AM
Summary: Beautiful home, beautiful beaches, great memories for a lifetime. Our host thought of everything we might need and more than we expected.
Katrine H. Katrine H.
Jul 31, 2024 08:48:56 PM
Summary: House and location supported a relaxing stay with family.
Joe P. Joe P.
Oct 31, 2023 11:00:43 AM
Summary: Lovely home! Excellent place for family in town for a wedding; entertaining future in-laws and other out of town guests. Very spacious for bride and bridesmaids to get ready and have photos taken. Very well equipped. Has everything you need for infants (pack-n-play, booster seats, security gates, etc.). Beautiful beach nearby. Almost perfect, could use a fourth bathroom for first floor master bedroom.
Connie W. Connie W.
Aug 9, 2023 11:01:19 AM
Summary: The house is very nice but not as stated in listing. There are only 5 bedrooms and so our vacation started out with being 1 bedroom short. Also, no hot tub. There is a jacuzzi bathtub but has a sign stating "do not use". That was one of many signs hung in the house that take away from the experience. There are many breakable items on shelves that have signs stating "personal". One plus is the kitchen is extremely well stocked. The stove is nice but again another sign stating "Do not put the burners on high". The worst was the hot water, or lack of hot water. In the morning the temperature at the boiler was 120 degrees, great. By dinner the temperature was down to 75 degrees. We took at lot of cold showers. I called the owner and he had us look at a couple things. All was as he stated it should be but still not hot water. The beach is very close and beautiful and there are a lot of beach chairs at the house to use. When we left the owner accused us of breaking things that we did not do. Pool sticks were broken when we got there and we took great care of the house and breakable items including obeying all the signs. The house has so much potential but there are too many negatives for me to recommend a stay.
Jane Y. Jane Y.
Jun 17, 2023 11:01:06 AM
Summary: This house is great for large groups. It is so roomy and the location is so beautiful. The beaches are so close. We had a couple bumps but Pete always responded. Would go back for sure!!
Sandra R. Sandra R.
Nov 7, 2022 01:00:34 PM
Summary: Thank you for a great stay! House was clean and spacious! It accommodated all 15 of us for my nieces wedding. We were able to invite a few more relatives over for breakfast the following morning as we ate on the deck. Aside from celebrating my nieces wedding in Peabody, MA, my sister and her long time fiancé were also married on the private beach just a short walk from the house!!! What a memorable weekend!! The suite on the main floor was perfect for our parents and the 4 bedrooms on the lower level worked well for the rest of us. On our last nite, we all gathered in the lower living room for movie night (yes, our whole crew fit comfortably on the large sectional couch and spacious floor area). My only comment would be the carpets could use some professional cleaning, especially the stairs. We were asked to remove our shoes (which we did and usually do in our own homes), but the light carpets were visibly dirty. Aside from that, it was spotless. I would highly recommend this house. We drove 10 minutes into town and visited some fisherman memorials and ate at a fantastic restaurant. Thank you again to our host Pete! Everything was great!! We’d love to come back again!
Sharon S. Sharon S.

FAQ's

Is this Gloucester house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Gloucester house have a swimming pool?

No, this Gloucester house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Gloucester house?

Best-rates for the Gloucester house starts from $959 per night with includes View, Balcony/Terrace, Sports/Activities, Wellness Facilities, Fireplace/Heating, Barbecue/Outdoor Cooking, Child Friendly, Laundry, Entertainment, Air Conditioner, Parking, TV, Ocean View, Oceanfront, Security/Safety, Internet, Bedding/Linens, Hot Tub, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Gloucester house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Gloucester house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Gloucester house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Gloucester house?

Based on the information reported by the owner or manager, the Gloucester house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Gloucester house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Gloucester house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible