Entire home
Annisquam Singing Pines: Riverfront Splendor
Photo gallery for Annisquam Singing Pines: Riverfront Splendor





Reviews
9.0 out of 10
Wonderful
5 bedrooms2 bathroomsSleeps 102418 sq ft
Popular amenities
Explore the area

Gloucester, MA
- Place, Northeast Hospital Corporation - Addison Gilbert Campus2 min drive
- Place, Good Harbor Beach7 min drive
- Place, Wingaersheek Beach12 min drive
- Airport, Boston, MA (BOS-Logan Intl.)48 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 2
1 Queen Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Double Bed
Primary Bedroom
1 King Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
Garden
About this property
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.
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.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
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
On-site parties or group events are strictly prohibited
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
Property Registration Number C0164051070
About the area
Gloucester
Located in Gloucester, this holiday home is on the waterfront. Dogtown and Sargent House Museum are local landmarks, and some of the area's attractions include Maritime Gloucester and Rocky Neck Art Colony. Essex Shipbuilding Museum and Cogswell's Grant are also worth visiting.

Gloucester, MA
What's nearby
- Northeast Hospital Corporation - Addison Gilbert Campus - 2 min drive - 1.4 km
- Good Harbor Beach - 7 min drive - 7.5 km
- Wingaersheek Beach - 12 min drive - 8.9 km
- TD Garden - 46 min drive - 62.1 km
- New England Aquarium - 47 min drive - 63.9 km
Getting around
Restaurants
- McDonald's - 5 min drive
- Dunkin' - 4 min drive
- Starbucks - 6 min drive
- George's Coffee Shop - 4 min drive
- The Open Door Food Pantry - 5 min drive
Frequently asked questions
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.4/10
Cleanliness
7.4/10
Check-in
7.4/10
Communication
10/10
Location
7.4/10
Listing accuracy
Reviews
Verified
17 Sept, 2025
Liked: Cleanliness, location
Disliked: Check-in, communication
Stayed 14 nights in Sep 2025
From a partner site
8/10 Good
Cheryl A.
7 Sept, 2019
Relaxing on the Annisquam
Cheryl A.
From a partner site
10/10 Excellent
heather w.
3 Oct, 2020
fantastic waterfront views of the salt marsh and Annisquam river
heather w.
Verified
10/10 Excellent
Sheri G.
8 Oct, 2021
Liked: Cleanliness, check-in, communication, location
A beautiful location
Sheri G.
Stayed 5 nights in Sep 2021
From a partner site
8/10 Good
heather w.
29 Sept, 2021
beautiful location on the Annisquam
heather w.
From a partner site
8/10 Good
Nancy B.
26 Aug, 2021
Location
Nancy B.
From a partner site
10/10 Excellent
Karen N.
7 Aug, 2019
Awesome Weekend
Karen N.
From a partner site
8/10 Good
Elizabeth E.
5 Aug, 2019
Gloucester get-away
Elizabeth E.
From a partner site
8/10 Good
Karen P.
4 Aug, 2018
Singing Pines
Karen P.
Stayed 4 nights in Jul 2018
From a partner site
10/10 Excellent
A guest from ,
20 Jun, 2018
Perfect Location with a wonderful view
A guest from ,
Archival
10/10 Excellent
6 Oct, 2017
The Bates Cottage-Singing Pines
Archival
10/10 Excellent
Todd A.
2 Aug, 2017
Annjsquam Singing Pines stay
Todd A.
Verified
10/10 Excellent
Amy D.
20 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy D.
Stayed 2 nights in Sep 2025
About the host
Hosted by Atlantic Vacation Homes
Atlantic Vacation Homes is the premier vacation home rental & real estate company on Boston's North Shore, with over 30 years of creating dream vacations for our guests. Situated a little more than a half-hour’s drive from downtown Boston, the North Shore is the ideal spot for an east coast vacation. We specialize in coastal vacation rentals for families, large groups, and anyone else who wants a beach vacation in Massachusetts.
Premier Host
They consistently provide great experiences for their guests
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