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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
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Reviews
9.4 out of 10
Exceptional
Entire home
6 bedrooms 3 bathrooms Sleeps 15 4000 sq ft
Popular amenities
Explore the area

Gloucester, MA
- Place, Wingaersheek Beach5 min walk
- Place, Hammond Castle
- Place, Good Harbor Beach12 min drive
- Airport, Boston, MA (BOS-Logan Intl.)49 min drive
Room options
About the neighborhood
About this property
Similar properties

Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
- Kitchen
- Washer
- Dryer
- Air conditioning
4.9 out of 5, Exceptional, 25 reviews
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 there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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. 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 each accommodation.
Property Registration Number C0150631070
Frequently asked questions
Reviews
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam Reviews
9.4
Exceptional
9.0/10
Cleanliness
Reviews
Jun 23, 2025
Disliked: Cleanliness
Stayed 3 nights in Jun 2025
10/10 Excellent
Nancy L.
May 12, 2025
Liked: Cleanliness
Celebration of life
Nancy L.
Stayed 4 nights in May 2025
10/10 Excellent
Jacalyn H.
Dec 16, 2024
Liked: Cleanliness
Jacalyn H.
Stayed 3 nights in Nov 2024
10/10 Excellent
Madalyn S.
Nov 19, 2024
Liked: Cleanliness
Madalyn S.
Stayed 3 nights in Oct 2024
8/10 Good
Catherine G.
Nov 14, 2024
Liked: Cleanliness
Excellent place to stay with friends
Catherine G.
Stayed 3 nights in Oct 2024
10/10 Excellent
Jackie A.
Oct 20, 2024
Liked: Cleanliness
Beautiful home - Beautiful Beaches
Jackie A.
Stayed 3 nights in Oct 2024
8/10 Good
Anya W.
Sep 10, 2024
Liked: Cleanliness
Great group gathering house (but come prepared!)
Anya W.
Stayed 4 nights in Sep 2024
10/10 Excellent
Katrine H.
Aug 3, 2024
Liked: Cleanliness
Everything we needed for our large family gathering!
Katrine H.
Stayed 7 nights in Jul 2024
8/10 Good
Joe P.
Jul 31, 2024
Liked: Cleanliness
Great stay for family gathering
Joe P.
Stayed 7 nights in Jul 2024
6/10 Okay
Amy N.
Nov 3, 2023
50th birthday celebration
Amy N.
Stayed 4 nights in Oct 2023
4/10 Poor
Kevin N., San Jose, California
Oct 18, 2023
Liked: Cleanliness
Location was great, experience was not
Kevin N.
Stayed 4 nights in Sep 2023
10/10 Excellent
Connie W.
Oct 16, 2023
Liked: Cleanliness
Stay without issues
Connie W.
Stayed 4 nights in Oct 2023
4/10 Poor
Jane Y.
Jul 25, 2023
Liked: Cleanliness
Annual Family vacation
Jane Y.
Stayed 7 nights in Jun 2023
10/10 Excellent
Sandra R.
Jun 2, 2023
Liked: Cleanliness
Beautiful lication
Sandra R.
Stayed 6 nights in May 2023
10/10 Excellent
Sharon S.
Oct 23, 2022
Liked: Cleanliness
Family Wedding Weekend
Sharon S.
Stayed 3 nights in Oct 2022
2/10 Terrible
Shawn F.
Oct 20, 2022
Disliked: Cleanliness
DO NOT RENT THIS PLACE
Shawn F.
Stayed 13 nights in Aug 2022
10/10 Excellent
Alex N., SALISBURY, MA USA
May 13, 2022
Liked: Cleanliness
Excellent Stay for our Family.
Alex N.
Stayed 3 nights in Apr 2022
10/10 Excellent
Diane and Doug S.
Apr 22, 2022
Liked: Cleanliness
Gloucester wedding stay
Diane and Doug S.
Stayed 4 nights in Apr 2022
10/10 Excellent
Louise K.
Mar 31, 2022
Liked: Cleanliness
Small Family Bridal shower weekend
Louise K.
Stayed 2 nights in Mar 2022
10/10 Excellent
Priscilla L.
Nov 28, 2021
Liked: Cleanliness
stay
Priscilla L.
Stayed 4 nights in Nov 2021
6/10 Okay
Michelle W.
Nov 8, 2021
Liked: Cleanliness
Spacious Home but Exacting Owner with Inaccurate Amenities
Michelle W.
Stayed 3 nights in Oct 2021
10/10 Excellent
James D.
Nov 7, 2021
Liked: Cleanliness
Wonderful experience
James D.
Stayed 4 nights in Oct 2021
10/10 Excellent
Liz N., Concord, MA
Sep 23, 2021
Liked: Cleanliness
Great beach getaway!
Liz N.
Stayed 8 nights in Aug 2021
8/10 Good
Marla D.
Aug 20, 2021
Liked: Cleanliness
Great location
Marla D.
Stayed 7 nights in Jul 2021
10/10 Excellent
Verified traveler
Aug 10, 2021
Liked: Cleanliness
Perfect spot
Verified traveler
Stayed 7 nights in Jul 2021