Entire home
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Beachfront vacation home near Wingaersheek Beach
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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 154000 sq ft
Popular amenities
Explore the area

Gloucester, MA
- Place, Wingaersheek Beach5 min walk
- Place, Half Moon Beach11 min drive
- Place, Good Harbor Beach13 min drive
- Airport, Boston, MA (BOS-Logan Intl.)60 min drive
Room options
About the neighborhood
About this property
Similar properties

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- Pool
- Breakfast included
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- Parking included
4.3 out of 5, Excellent, 1,534 reviews
$224 nightly
The price is $250
Aug 9 - Aug 10
Total with taxes and fees
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm 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 each 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
Sep 19, 2025
Liked: Cleanliness, communication, location
Stayed 4 nights in Sep 2025
Verified
8/10 Good
Joe P.
Jul 31, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay for family gathering
Joe P.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Jess K.
Jun 23, 2025
Liked: Check-in, location
Disliked: Cleanliness, communication
Great long weekend stay
Jess K.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
Nancy L.
May 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celebration of life
Nancy L.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Katrine H.
Aug 3, 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
10/10 Excellent
Sandra R.
Jun 2, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful lication
Sandra R.
Stayed 6 nights in May 2023
Verified
10/10 Excellent
Louise K.
Mar 31, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Small Family Bridal shower weekend
Louise K.
Stayed 2 nights in Mar 2022
Verified
10/10 Excellent
Jackie A.
Oct 20, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home - Beautiful Beaches
Jackie A.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Connie W.
Oct 16, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay without issues
Connie W.
Stayed 4 nights in Oct 2023
Verified
8/10 Good
Catherine G.
Nov 14, 2024
Liked: Cleanliness, location
Excellent place to stay with friends
Catherine G.
Stayed 3 nights in Oct 2024
Verified
6/10 Okay
Amy N.
Nov 3, 2023
Disliked: Listing accuracy
50th birthday celebration
Amy N.
Stayed 4 nights in Oct 2023
Verified
10/10 Excellent
Sharon S.
Oct 23, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Wedding Weekend
Sharon S.
Stayed 3 nights in Oct 2022
Verified
8/10 Good
Anya W.
Sep 10, 2024
Liked: Cleanliness, check-in, location
Great group gathering house (but come prepared!)
Anya W.
Stayed 4 nights in Sep 2024
Verified
4/10 Poor
Jane Y.
Jul 25, 2023
Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
Annual Family vacation
Jane Y.
Stayed 7 nights in Jun 2023
Verified
4/10 Poor
Kevin N.
Oct 18, 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
2/10 Terrible
Shawn F.
Oct 20, 2022
Disliked: Cleanliness, check-in, communication, listing accuracy
DO NOT RENT THIS PLACE
Shawn F.
Stayed 13 nights in Aug 2022
Verified
10/10 Excellent
Alex N.
May 13, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Stay for our Family.
Alex N.
Stayed 3 nights in Apr 2022
Verified
10/10 Excellent
Diane and Doug S.
Apr 22, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gloucester wedding stay
Diane and Doug S.
Stayed 4 nights in Apr 2022
Verified
10/10 Excellent
Priscilla L.
Nov 28, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
stay
Priscilla L.
Stayed 4 nights in Nov 2021
Verified
6/10 Okay
Michelle W.
Nov 8, 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
10/10 Excellent
James D.
Nov 7, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful experience
James D.
Stayed 4 nights in Oct 2021
Verified
10/10 Excellent
Liz N.
Sep 23, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great beach getaway!
Liz N.
Stayed 8 nights in Aug 2021
Verified
8/10 Good
Marla D.
Aug 20, 2021
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Great location
Marla D.
Stayed 7 nights in Jul 2021
Verified
10/10 Excellent
Verified traveler
Aug 10, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot
Verified traveler
Stayed 7 nights in Jul 2021
Verified
10/10 Excellent
Corlene R.
Apr 14, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House with Plenty of Space
Corlene R.
Stayed 2 nights in Mar 2021
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