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Annisquam Singing Pines: Riverfront Splendor

Riverside holiday home in Gloucester with kitchen

Photo gallery for Annisquam Singing Pines: Riverfront Splendor

Welcome to Annisquam Singing Pines!
Aptly named, this home is nestled in the pines.
Aerial view of Annisquam Singing Pines (starred) and the river.
Relax in the screened porch, perfect for quiet mornings or evenings.
Unwind while enjoying the fresh air and water views.

Reviews

9.0 out of 10
Wonderful
5 bedrooms2 bathroomsSleeps 102418 sq ft

Popular amenities

  • Parking available
  • Washer
  • Barbecue grill
  • Pet-friendly
  • Kitchen
  • Outdoor space

Explore the area

View in a map
Gloucester, MA
  • Place, Northeast Hospital Corporation - Addison Gilbert Campus
    ‪2 min drive‬
  • Place, Good Harbor Beach
    ‪7 min drive‬
  • Place, Wingaersheek Beach
    ‪12 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.

Add dates for prices

Amenities

Kitchen
Washing machine
Pet-friendly
Air conditioning
Outdoor space
Water view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 Fishermen's Memorial Monument are local landmarks, and some of the area's attractions include Maritime Gloucester and Schooner Adventure. Essex Shipbuilding Museum and Long Hill are also worth visiting.
Map
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

  • Gloucester Station - 4 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 27 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Starbucks - ‬6 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Mile Marker One Restaurant - ‬7 min drive
  • ‪George's Coffee Shop - ‬4 min drive

Frequently asked questions

Is Annisquam Singing Pines: Riverfront Splendor pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Annisquam Singing Pines: Riverfront Splendor?

On-site parking is available at the property.

What time is check-in at Annisquam Singing Pines: Riverfront Splendor?

Check-in begins at 4:00 PM.

What time is check-out at Annisquam Singing Pines: Riverfront Splendor?

Checkout is at 10:00 AM.

Where is Annisquam Singing Pines: Riverfront Splendor located?

Situated on the waterfront, this holiday home is 1.2 mi (1.9 km) from Northeast Hospital Corporation - Addison Gilbert Campus and within 3 miles (5 km) of Dogtown and Gloucester Unitarian Universalist Church. Cape Ann Museum and Cape Ann Historical Museum are also within 3 miles (5 km).

About the host

Hosted by Atlantic Vacation Homes

Host profile image
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