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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
6 bedrooms3 bathroomsSleeps 154000 sq ft
Popular amenities
Explore the area

Gloucester, MA
- Place, Wingaersheek Beach5 min walk
- Place, Coffins Beach4 min drive
- Place, Good Harbor Beach12 min drive
- Airport, Boston, MA (BOS-Logan Intl.)48 min drive
Rooms & beds
6 bedrooms (sleeps 15)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
+2
2 Single Beds and 4 Double Beds
Bedroom 5
1 Queen Bed
Bedroom 6
1 Double Futon
3 bathrooms
Bathroom 1
Bathtub or shower · Toilet · Jetted bathtub
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
About this property
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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10.0 out of 10, Exceptional, (6 reviews)
House Rules
Check in after 4:00 PM
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
@25-30 Guest Max
Pets
No pets allowed
Smoking
Smoking is not permitted
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
Property Registration Number C0150631070
We should mention
A car is recommended for transport to and from this property
About the area
Gloucester
Located in Gloucester, this holiday home is near theme parks and on the beach. The area's natural beauty can be seen at Coolidge Reservation and Agassiz Rock, while Cape Ann Museum and Sargent House Museum are cultural highlights. Travelling with kids? Consider Maritime Gloucester and Essex Shipbuilding Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Gloucester, MA
What's nearby
- Wingaersheek Beach - 5 min walk - 0.5 km
- Coffins Beach - 4 min drive - 1.8 km
- Good Harbor Beach - 12 min drive - 12.1 km
- TD Garden - 46 min drive - 61.1 km
- New England Aquarium - 48 min drive - 62.9 km
Getting around
Restaurants
- McDonald's - 9 min drive
- Dunkin' - 8 min drive
- Starbucks - 9 min drive
- George's Coffee Shop - 7 min drive
- The Open Door Food Pantry - 8 min drive
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.0/10
Cleanliness
9.0/10
Check-in
8.4/10
Communication
9.8/10
Location
8.2/10
Listing accuracy
Reviews
Verified
19 Sept, 2025
Liked: Cleanliness, communication, location
Stayed 4 nights in Sep 2025
Verified
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
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
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
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
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
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
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
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
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
6/10 Okay
Amy N.
3 Nov, 2023
Disliked: Listing accuracy
50th birthday celebration
Amy N.
Stayed 4 nights in Oct 2023
Verified
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
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
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
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
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
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
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
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
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
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
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
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
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
Verified
10/10 Excellent
Corlene R.
14 Apr, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House with Plenty of Space
Corlene R.
Stayed 2 nights in Mar 2021
About the host
Hosted by Pete Cast
Why they chose this property
What makes this property unique
Please view our sister-house at Homeaway Listing # 3523865 or VRBO Listing # 3523865ha located less than a 1/3 mile away, and located in the private section. of the beach as well. HomeAway 3523865
Or our additional spectacular Location on Long Beach in Gloucester Homeaway listing Number: 3827982
Or our additional spectacular Location on Long Beach in Gloucester Homeaway listing Number: 3827982
Languages:
English
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