On river.Within 2 miles (3 km) of this Gloucester vacation home, you'll find Northeast Hospital Corporation - Addison Gilbert Campus and Dogtown. Gloucester Unitarian Universalist Church and Sargent House Museum are also within 3 miles (5 km).
Beverly, MA (BVY-Beverly Municipal) - 22 min drive
Restaurants
McDonald's - 5 min drive
Starbucks - 6 min drive
Dunkin' - 4 min drive
George's Coffee Shop - 4 min drive
Mile Marker One Restaurant - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Annisquam Singing Pines: Riverfront Splendor
Experience a Classic Cape Ann Summer at Annisquam Singing Pines
Imagine spending your days swimming from the private dock at high tide or exploring the sandy shoreline at low tide. Launch a kayak or paddleboard from the beach and glide across the water to nearby islands or Wingaersheek Beach for a day of sun, surf, and adventure. Nestled on over an acre of waterfront land, Annisquam Singing Pines is a historic retreat that offers stunning river views, ample outdoor space, and charming indoor comforts—all designed to create unforgettable vacation memories.
Originally built as the summer home of Governor Bates, Massachusetts’ governor at the turn of the 20th century, this beautifully updated home seamlessly blends historic character with modern amenities. With five bedrooms and space for up to 10 guests, this is the perfect destination for family gatherings, friend getaways, or a relaxing waterfront escape.
Property Highlights: Expansive Waterfront Property – Private dock, beach access, and panoramic views Multiple Porches & Outdoor Living Spaces – Screened-in and open-air options Renovated Kitchen (2023) – Fully equipped with modern appliances Historic Charm Meets Modern Comforts – Updated interiors with original character Prime Location – Easy access to Gloucester, Rockport, Salem, and Boston Parking – There is off-street parking for up to 6 cars.
2,418 SF. No Smoking. No events or parties.
Similar properties
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
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)
Fire extinguisher
General
Garden
Unit size: 2,418 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets are welcome
Service animals are exempt from fees
Children and extra beds
Children are welcome.
Events
No events 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
Onsite parties or group events are strictly prohibited
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
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.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 6 out of 11 reviews
10 - Excellent
6
Rating 8 - Good. 5 out of 11 reviews
8 - Good
5
Rating 6 - Okay. 1 out of 11 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 11 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 11 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
6/10 Okay
Robert Q.
Sep 17, 2025
Liked: Cleanliness
Very old house … 1902Great location on RiverFamily and pet friendly As clean as old house could be… bathrooms in particular were in poor condition…Check-in was horrible!!!
Robert Q.
Stayed 14 nights in Sep 2025
10/10 Excellent
Sheri G.
Oct 8, 2021
Liked: Cleanliness
A beautiful location
We thoroughly enjoyed our stay at Singing Pines. The riverside view was ever changing and perfect. We loved sitting on the gently rocking dock for morning coffee or long talks. And we’d move from porch to dock to chairs on the hill to try out all the views.
Beds were firmer than we like, but the rooms were easy to live in with a/c if needed. Plenty of serving pieces for family meals. Our gas was low for the grill, and was quickly remedied after a quick call. Can’t wait to go back!