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





Reviews
9.4 out of 10
Exceptional
Entire home
6 bedrooms3 bathroomsSleeps 15372 sq m
Popular amenities
Explore the area

Gloucester, MA
- Place, Wingaersheek Beach5 min walk
- Place, Cape Ann Museum10 min drive
- Place, Good Harbor Beach13 min drive
- Airport, Boston, MA (BOS-Logan Intl.)60 min drive
Room options
About the area
About this property
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The price is NZ$371
includes taxes & fees
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Property amenities
Policies
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a private host, not a professional engaged in trade or business.
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. Parties and events are allowed on site. Note from host: @25-30 Guest Max For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.
Property Registration Number C0150631070
Frequently asked questions
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam Reviews
Reviews
9.4
Exceptional
9.0/10
Cleanliness
Reviews
Verified review
19 Sept 2025
Liked: Cleanliness, communication, location
Stayed 4 nights in Sep 2025
Verified review
8/10 Good
Joe P.
31 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay for family gathering
Joe P.
Stayed 7 nights in Jul 2024
Verified review
10/10 Excellent
Jess K.
23 Jun 2025
Liked: Check-in, location
Disliked: Cleanliness, communication
Great long weekend stay
Jess K.
Stayed 3 nights in Jun 2025
Verified review
10/10 Excellent
Nancy L.
12 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celebration of life
Nancy L.
Stayed 4 nights in May 2025
Verified review
10/10 Excellent
Katrine H.
3 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything we needed for our large family gathering!
Katrine H.
Stayed 7 nights in Jul 2024
Verified review
10/10 Excellent
Sandra R.
2 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful lication
Sandra R.
Stayed 6 nights in May 2023
Verified review
10/10 Excellent
Louise K.
31 Mar 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Small Family Bridal shower weekend
Louise K.
Stayed 2 nights in Mar 2022
Verified review
10/10 Excellent
Jackie A.
20 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home - Beautiful Beaches
Jackie A.
Stayed 3 nights in Oct 2024
Verified review
10/10 Excellent
Connie W.
16 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay without issues
Connie W.
Stayed 4 nights in Oct 2023
Verified review
8/10 Good
Catherine G.
14 Nov 2024
Liked: Cleanliness, location
Excellent place to stay with friends
Catherine G.
Stayed 3 nights in Oct 2024
Verified review
6/10 Okay
Amy N.
3 Nov 2023
Disliked: Listing accuracy
50th birthday celebration
Amy N.
Stayed 4 nights in Oct 2023
Verified review
10/10 Excellent
Sharon S.
23 Oct 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Wedding Weekend
Sharon S.
Stayed 3 nights in Oct 2022
Verified review
8/10 Good
Anya W.
10 Sept 2024
Liked: Cleanliness, check-in, location
Great group gathering house (but come prepared!)
Anya W.
Stayed 4 nights in Sep 2024
Verified review
4/10 Poor
Jane Y.
25 Jul 2023
Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
Annual Family vacation
Jane Y.
Stayed 7 nights in Jun 2023
Verified review
4/10 Poor
Kevin N.
18 Oct 2023
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Location was great, experience was not
Kevin N.
Stayed 4 nights in Sep 2023
Verified review
10/10 Excellent
Steve A.
13 May 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Steve A.
Stayed 3 nights in May 2026
Verified review
2/10 Terrible
Shawn F.
20 Oct 2022
Disliked: Cleanliness, check-in, communication, listing accuracy
DO NOT RENT THIS PLACE
Shawn F.
Stayed 13 nights in Aug 2022
Verified review
10/10 Excellent
Alex N.
13 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Stay for our Family.
Alex N.
Stayed 3 nights in Apr 2022
Verified review
10/10 Excellent
Diane and Doug S.
22 Apr 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gloucester wedding stay
Diane and Doug S.
Stayed 4 nights in Apr 2022
Verified review
10/10 Excellent
Priscilla L.
28 Nov 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
stay
Priscilla L.
Stayed 4 nights in Nov 2021
Verified review
6/10 Okay
Michelle W.
8 Nov 2021
Liked: Cleanliness, location
Disliked: Check-in, communication, listing accuracy
Spacious Home but Exacting Owner with Inaccurate Amenities
Michelle W.
Stayed 3 nights in Oct 2021
Verified review
10/10 Excellent
James D.
7 Nov 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful experience
James D.
Stayed 4 nights in Oct 2021
Verified review
10/10 Excellent
Liz N.
23 Sept 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great beach getaway!
Liz N.
Stayed 8 nights in Aug 2021
Verified review
8/10 Good
Marla D.
20 Aug 2021
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Great location
Marla D.
Stayed 7 nights in Jul 2021
Verified review
10/10 Excellent
Verified traveller
10 Aug 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot
Verified traveller
Stayed 7 nights in Jul 2021
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