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

Family-friendly fun on the beach, with hot tub

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

Enjoy ocean views from each unit in this coastal property surrounded by natural scenery.
Classic two-story house with a central entrance and well-manicured garden.
Enjoy cooking in this well-equipped kitchen with a stove, oven, and microwave.
Escape to a serene garden oasis with natural elements and a, peaceful atmosphere.
Enjoy meals in this dining area with a round table and six chairs, surrounded by decorative touches.

Reviews

9.4 out of 10
Exceptional

Entire home

6 bedrooms3 bathroomsSleeps 154000 sq ft

Popular amenities

  • Parking available
  • Hot tub
  • Kitchen
  • Fireplace
  • Dryer
  • Washer

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Family-friendly fun on the beach, with hot tub
Guests of this beach holiday home will appreciate convenient on-site amenities such as Access to hot tub or barbecue grills. The holiday home has 6 bedrooms and offers a sofa bed and a DVD player. A kitchen comes with a fridge and an oven, and guests will also find upscale touches, such as a fireplace and a jetted bath. Housekeeping is available on request.
Air-conditioned accommodation at this holiday home offers fireplaces and DVD players. Rooms open to balconies or patios. Kitchens offer fridges, stovetops, microwaves and separate dining areas.

Bathrooms include baths or showers with in-room jetted baths and hairdryers. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on request.

Recreational amenities at the holiday home include Access to hot tub.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property manager

Pete Cast

Languages

English

Add dates for prices

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub

Internet

  • Available in the house: WiFi

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Golf
  • Optional golf privileges
  • Table tennis
  • Tennis
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Rafting nearby
  • Rock climbing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 4,000 square feet

Similar properties

Walk along the beach pathway to the open ocean, flanked by sand dunes and lush vegetation.

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

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
9.8 out of 10, Exceptional, 25 reviews
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Parties and events are allowed on site
Note from host: @25-30 Guest Max
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, a first aid kit and a deadlock
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 C0150631070

We should mention

A car is recommended for transport to and from this property

About the area

Map
Gloucester, MA

What's nearby

  • Wingaersheek Beach - 5 min walk - 0.5 km
  • Maritime Gloucester - 10 min drive - 8.6 km
  • Half Moon Beach - 10 min drive - 8.9 km
  • Good Harbor Beach - 12 min drive - 11.1 km
  • Plum Cove Beach - 15 min drive - 13.2 km

Getting around

  • West Gloucester Station - 7 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 21 min drive

Restaurants

  • ‪Starbucks - ‬9 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Holy Cow Ice Cream Cafe - ‬9 min drive
  • ‪George's Coffee Shop - ‬7 min drive
  • ‪Causeway Restaurant - ‬9 min drive

Frequently asked questions

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

No, pets are not allowed at this property.

What time is check-in at Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam?

Check-in begins at 4:00 PM.

What time is check-out at Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam?

Checkout is at 10:00 AM.

Where is Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam located?

Nestled on the beach, this Gloucester holiday home is 0.3 mi (0.5 km) from Wingaersheek Beach and 1.7 mi (2.8 km) from Coffins Beach. Pavilion Beach and Cressy Beach are also within 6 miles (10 km).

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 49 out of 59 reviews
Rating 8 - Good. 5 out of 59 reviews
Rating 6 - Okay. 2 out of 59 reviews
Rating 4 - Poor. 2 out of 59 reviews
Rating 2 - Terrible. 1 out of 59 reviews

9.0/10

Cleanliness

Reviews

8/10

House and location supported a relaxing stay with family.
Stayed 7 nights in Jul 2024

10/10

Beautiful home, beautiful beaches, great memories for a lifetime. Our host thought of everything we might need and more than we expected.
Stayed 7 nights in Jul 2024

10/10

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.
Stayed 3 nights in Oct 2024

10/10

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!!
Stayed 6 nights in May 2023

10/10

The house was just lovely . Plenty of comfortable bedroom's. Comfortable family living room. The bride and groom had a wonderful weekend in master suite . Kitchen was also well stocked for entertaining. I’d so love to rent in the summer months again.
Stayed 2 nights in Mar 2022

10/10

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.
Stayed 4 nights in Oct 2023

6/10

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.
Stayed 4 nights in Oct 2023

8/10

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!
Stayed 4 nights in Sep 2024

10/10

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!
Stayed 3 nights in Oct 2022

4/10

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.
Stayed 4 nights in Sep 2023

10/10

Stayed 3 nights in Nov 2024

10/10

Stayed 3 nights in Oct 2024

8/10

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.
Stayed 3 nights in Oct 2024

4/10

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.
Stayed 7 nights in Jun 2023

2/10

The pictures do not represent anything close to what you walk into. The owner is a deceptive, dishonest man who would lead you to believe this home is something that it is definitely not. The only thing that’s accurate about his listing is that it’s near the beach. We made the horrible mistake of leasing the place for our annual 2 week vacation. We arrived late on a Sunday and with our children 2yrs and 4yrs old, as well as the Nanny we brought along with us, tired from the flight. We ran our errands and turned in for the night. We awoke early the next day and went to cook breakfast, I immediately noticed all the patio furniture was shredded and flipped upside down; it looked like it went through a shredder. My Nanny walked upstairs complaining that the plumbing was clogged in the showers and a strange odor was coming from the water. This is literally happening as I’m looking down onto the stove about to cook the eggs (the same commercial stove he advertised in the listing) quickly I realize the stove is completely broken, melted (the burners) the house immediately fills up with gas! I shut the stove off and call the owner. He immediately goes on the defensive and claims ignorance. He then instructed me to “turn on the fan” “because that’s how commercial grade stoves work” being that I own a Wolf stove myself know that he’s full of it. I do so anyway just to entertain my curiosity; but the results are as expected, the house again fills up with gas (quicker then you would ever expect) I then bring up the list of issues we have experienced in the very short time of being there. He said he will send over his handyman in a few hours. So as we wait for the handyman the house starts to get warm as the sun starts to fill the sky and we start to get whiffs of alcohol and vomit through out the house, that quite honestly we didn’t notice when we arrived. We chalked it upto maybe it’s the backed up plumbing or the fact the sun started to warm up the house, either way it was becoming very uncomfortable. Apparently according to the handyman, a large party of over one hundred people took place the night before we checked in. The homeowner was well aware of the condition of the house, stove, plumbing, the worst internet ever, out dated TVs, generally horrible everything! He sent the cleaning crew to mask everything and played dumb when we called. We immediately left on the 2nd day, contacted VRBO, he told them he would refund us the money he lied. The worst!!!
Stayed 13 nights in Aug 2022

10/10

I booked this home for my family coming in from Texas for my daughter's college graduation. It was perfect for us. House is a little dated, but I'm not complaining since those are just minor updates that was needed. We love to cook, eat, and drink, so the kitchen was a little small to prepare food for a large group. But we managed. The house had more space than you would think, it had space to sleep many more than the 15 person limit that is set. I would rent this house again for my younger daughter's graduation next year if my family decides to come in for that one. I highly recommend this house if you have a large group looking to hold a party or an event. We were able to park 11 cars for the party. Thank you to the Host and to the Owner for such a nice stay.
Stayed 3 nights in Apr 2022

10/10

We had a lovely stay in this roomy home, so near to the beach. Although it was a cold, sometimes rainy April stay, the house was comfortable and near to all the attractions . Our daughter got married at Hammond Castle and this rental allowed us to share accommodations with family coming from out of State for the event. The owner/manager was gracious and allowed us to check in a couple of hours early as he had no guests booked for that day and this allowed our out- of- State family to settle in soon after their flight instead of roaming until the official check in time. Thanks again.
Stayed 4 nights in Apr 2022

10/10

Fine stay for adults and older children. I would be nervous having young children upstairs where there are alot of breakables. There is a pool table and air hockey table that are fun, except the pool cues need some tips. Near beaches which is a great plus.
Stayed 4 nights in Nov 2021

6/10

I was fairly disappointed with the accuracy regarding the amenities of this property and the communication around our stay. The owner listed a fireplace and a hot tub (this was actually a bathtub jacuzzi) but upon arrival both had signs up saying not to use. The ping pong table had no net, the pool table cues had broken tips, and there was a cable jammed into the wrong part of the TV that made the video game console unusable. Additionally, I was informed only an hour before our check-in time of 4PM on how to access the house, despite having emailed several days in advance and hearing nothing back, and then calling for clarification and being reassured I would be given the details the night before or morning of. I was also then emailed more information that we would need to purchase extra toilet paper if we went through the one allotted roll per bathroom (3) for 10 guests from Fri-Mon, that we needed to stop in town to purchase specific trash bags for the local area, and that we would need to wash, dry and put away the towels before leaving, as well as not only clean but also put back all dishware. If any of these things were not done, it would be a sizable extra fee. I found this to be quite an excessive amount of additional labor, since there was already a cleaning fee. On top of that, it seemed the prior guests or cleaning crew had left a bag of trash in the closet, and we finally realized what this smell was as we were leaving. Understandably, they probably had not gone into town to purchase the specific trash bags, but I was disappointed that the owner/cleaning crew hadn't noticed that before we got there. The location is nice and if you are a large group, the house is big enough to fit comfortably. The beds were fine, some were more comfortable than others. Overall, our stay was satisfactory, but with the amount of extra care we had to take to abide by all the rules and cleaning time, it would have been nice to be provided with the amenities listed or to have extra attention regarding the trash bags/toilet paper. In my opinion, this should be provided by the owner.
Stayed 3 nights in Oct 2021

10/10

Clean house with basic necessities provided. We had a wonderful time and had no issues with this property. Highly recommended.
Stayed 4 nights in Oct 2021

10/10

Location, location, location! This property is situated within close walking distance of both Wingaersheek and Coffins beaches, which made going back and forth to the beach super easy, even with smaller children in the mix. We were 2 families -- of 5 and 4 -- and the layout of the house was pretty perfect for us. There are two larger bedrooms for the adults, and a good mix of sleeping options for our kids -- two smaller rooms, each with a queen bed, and a larger room with 2 bunk beds (with trundles underneath if necessary). There also are two sitting areas for hanging out and watching TV, which worked well for our teens who preferrd to hang out in their own space a lot of the time. The owner was very responsive to questions and a couple of smaller issues throughout our stay and the house was pretty well equipped. We spent most of our time at Wingaersheek beach, which is an ideal beach for kids, but also enjoyed taking walks along the quieter long stretch of the private Coffins beach. We also enjoyed outings to downtown Gloucester and Rockport, an easy drive away. You really can't beat the location of this house in this price range -- it's pretty much as close to beach as one can get without actually being ON the beach. We had an awesome vacation week and I can't wait to rent it again!
Stayed 8 nights in Aug 2021

8/10

This home was in a great location. The grill out on the deck was not clean. The host promised to send someone to clean it but this never happened. The deck had a couple of loose boards.
Stayed 7 nights in Jul 2021

10/10

We had a great stay here! With a bunch of kids in the mix, the proximity to Wingaersheek beach and the other private beach was such an amazing part of our daily experience there. Lots of open living space, great communication with Pete, and fun stuff to do both inside and outside.
Stayed 7 nights in Jul 2021

10/10

We had a wonderful time. There were a total of 8 of us and there was plenty of space for everyone to do their work. The pool table provided a lot of entertainment. Beautiful walk to the beach and along the beach. The kitchen was perfect size to cook and present meals. The deck was a wonderful place to sit outside and enjoy our morning coffee.
Stayed 2 nights in Mar 2021

10/10

The house was awesome. Plenty of space for everyone and very clean. Short walk to the beach. Whenever we had questions Pete was just a quick text away! Couldn’t have asked for a better space for our group. We will definitely be back in the summer months.
Stayed 3 nights in Dec 2020