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Annisquam Singing Pines: Riverfront Splendor

Vacation home near Wingaersheek Beach in Gloucester

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Photo gallery for Annisquam Singing Pines: Riverfront Splendor

Terrace/patio
TV
Fridge, microwave, stovetop, dishwasher
Terrace/patio
TV

Reviews

9.0 out of 10
Wonderful

Entire home

5 bedrooms2 bathrooms2418 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Pet friendly
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Gloucester, MA
  • Place, Good Harbor Beach
    ‪9 min drive‬
  • Place, Wingaersheek Beach
    ‪12 min drive‬
  • Place, TD Garden
    ‪59 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪62 min drive‬

Room options

About the neighborhood

Gloucester

On river.Within 2 miles (3 km) of this Gloucester vacation home, you'll find Northeast Hospital Corporation - Addison Gilbert Campus and Dogtown. Cape Ann Museum and Sargent House Museum are also within 3 miles (5 km).
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What's nearby

  • Maritime Gloucester - 7 min drive - 2.9 miles
  • Good Harbor Beach - 9 min drive - 4.7 miles
  • Wingaersheek Beach - 12 min drive - 6.2 miles
  • Boston Harbor - 58 min drive - 39.8 miles
  • TD Garden - 59 min drive - 40.9 miles

Getting around

  • Gloucester Station - 11 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 27 min drive

Restaurants

  • ‪Dunkin' - ‬4 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪The Open Door Food Pantry - ‬5 min drive
  • ‪Chipotle Mexican Grill - ‬6 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. No fire pits allowed.

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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • On a river
  • On the waterfront

Safety features

  • 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
Information provided by the property may be translated using automated translation tools

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.

Property Registration Number C0164051070

Property is also known as

Vrbo Property
8
Annisquam Singing Pines Private riverfront setting tidal dock.

Frequently asked questions

How close is Annisquam Singing Pines: Riverfront Splendor to the airport?

This vacation home is 15.9 mi (27-min drive) away from the Beverly, MA (BVY-Beverly Municipal) airport, the closest popular airport to the property.

Does Annisquam Singing Pines: Riverfront Splendor have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Annisquam Singing Pines: Riverfront Splendor to the beach?

This vacation home is 4 mi (15-min drive) from Good Harbor Beach and 5.7 mi (20-min drive) from Wingaersheek Beach. Don't forget your sunscreen!

Does Annisquam Singing Pines: Riverfront Splendor offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Annisquam Singing Pines: Riverfront Splendor?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Annisquam Singing Pines: Riverfront Splendor?

Free parking is not available at this vacation home.

Does Annisquam Singing Pines: Riverfront Splendor have a pool?

This vacation home does not have a pool.

Does Annisquam Singing Pines: Riverfront Splendor have a spa?

There are no spa services available at this vacation home.

How close is Annisquam Singing Pines: Riverfront Splendor to downtown Gloucester?

This vacation home is 2.1 mi away from Gloucester.

Annisquam Singing Pines: Riverfront Splendor Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 7 out of 13 reviews
Rating 8 - Good. 5 out of 13 reviews
Rating 6 - Okay. 1 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

9.4/10

Cleanliness

Reviews

Verified

6/10 Okay

Robert Q.

Liked: Cleanliness, location
Disliked: Check-in, communication
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!!!
Stayed 14 nights in Sep 2025
From a partner site

8/10 Good

Cheryl A.

Relaxing on the Annisquam

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing sunsets. Beautiful water views. Watching the boats pass by was very relaxing.House was very comfortable and large enough to accommodate friends and family.Kitchen and Upstairs bathroom could use a little updating.Wish we could have stayed longer!!Hope to be back next summer!
From a partner site

10/10 Excellent

heather w.

fantastic waterfront views of the salt marsh and Annisquam river

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We adored the location, the wrap around porches, the lawn, the dock, the kayaking, the VIEWS which changed every hour of the day like a moving painting. We would definitely stay again. Just a bit disappointed by the beds, pillows, couches, lack of lighting for reading, and stove/oven (silly toaster too!) Furnishings either pretty tired or if new, pretty uncomfy. But in the long run, we would choose it again. Very restorative vacation for us. Hardly ever left the premises.
Verified

10/10 Excellent

Sheri G.

Liked: Cleanliness, check-in, communication, location

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!
Stayed 5 nights in Sep 2021
From a partner site

8/10 Good

heather w.

beautiful location on the Annisquam

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our favorite things about this home is it's location and view of the Annisquam with a constant parade of boats going by, access to the water for kayaking and swimming, the change of tides presenting an ever changing view of the marsh, the wrap around porch with indoor, screened in and open air sections and the lawn and dock. Our family returned this year for the second time and enjoyed the house even more.
From a partner site

8/10 Good

Nancy B.

Location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property has the perfect location for our family. Screened porch and outdoor porch. Beautiful lawn, dock and parking. The views and sunset incredible. The overall house could use some updating, but that did not bother us. We could love to come back again.
From a partner site

10/10 Excellent

Karen N.

Awesome Weekend

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Annisquam Singing Pines was perfect for our daughter’s wedding weekend! The lighting in various rooms was gorgeous for pictures! We had ample space for dressing, relaxing, and playing before the wedding. We all agreed that the lime green counter tops added to the charm of the house. Would definitely recommend or stay again!
From a partner site

8/10 Good

Elizabeth E.

Gloucester get-away

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location
From a partner site

8/10 Good

Karen P.

Singing Pines

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely location atop a steep bluff to watch the boaters glide by, a dock to moor our raft, and calm low tide for morning swims. The house has old world charm and, while not updated, had plenty of floor space inside and outside on the three porches. We did ask for and received an A/C unit for the bottom floor after being surprised that it is not standard with the property; fans only downstairs. Made the short trip to Rockport for steamed lobsters which we ate on the back porch. The grass was long and bugs were out so bug spray is recommended. Overall, a great first north shore experience.
Stayed 4 nights in Jul 2018
From a partner site

10/10 Excellent

A guest from ,

Perfect Location with a wonderful view

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is old but extremely well equipped. The view is the most amazing I ever had. There is a lot of space for a group of eight with places to sit and rest.
Archival

10/10 Excellent

The Bates Cottage-Singing Pines

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This historic home has been beautifully maintained. It is filled with all the charm and history of an old house but has all the modern conveniences. The sunsets over the dock were spectacular. Many places to just sit and wonder at the surroundings. The rental agency went well above expectation--a tote bag of necessities plus a bottle of wine with 2 Singing Pine Glasses. Very easy check in and out with great website. Would highly recommend for a large get together. Beds were very comfortable and the grill was perfect for a late day cookout. Not to be missed the next time in the Gloucester area. Great restaurants in Gloucester and Rockport--especially Rudders, the Gloucester House and My Place by the Sea in Bearskin Neck.
Archival

10/10 Excellent

Todd A.

Annjsquam Singing Pines stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay was quite pleasant. The house was immaculate. Everything was in its proper place and ready for us to spend relaxing two week vacation. Since this was our second year at Annisquam Singing pines the improvements from the previous year were greatly appreciated.
Verified

10/10 Excellent

Amy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Sep 2025

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