Singing Pines

United States / Massachusetts / Gloucester

Imagine a summer of bliss, swimming from the dock at high tide, or from the sandy beach at low tide, when you stay at Singing Pines.

up to 5
up to 10
Min. Nights Upon Request


Easily paddle to one of the nearby islands or to Wingaersheek Beach for a day in the sand and surf.

Singing Pines is situated on over an acre of waterfront land and has lovely gathering spaces both inside and out. It was built as the waterfront vacation home of Governor Bates, who was the governor of Massachusetts at the turn of the 20th century.

On the huge lawn, you can have a friendly game of football or croquet (in the spirit of the era of the house), or sit in the shade on one of the screened or open porches and watch the river flow by. There are several peaceful spots around the property for guests to enjoy the lively boat activity on the river and take in the breathtaking sunsets.

Ground Floor:

Living Room: The living room has fabulous views of the lawn and river and also includes a flat screen TV. Original French doors from the living room take you to the large porch. AC units on will keep you cool during warm summer days.

Dining Room: The formal dining room seats up to 10.

Kitchen: The eat-in kitchen is bright, sunny and fully applianced (including the washer and dryer). A secondary porch, accessible from the kitchen, is perfect for al fresco meals. A butler's pantry connects the kitchen to the dining room.

Sun Room: The living room opens onto a pleasant enclosed sun room with views of the river and front lawn with plenty of comfortable seating.

Full Bathroom: This bathroom has a shower (no tub).

Screened Porch: You can sit in the large screened-in porch and enjoy the water views and gentle breezes off the river.

Second Floor:

Bedroom 1: The Master bedroom has a King bed, river views, and an AC unit.

Bedroom 2: This bedroom has a Queen bed, river views, and an AC unit.

Bedroom 3: This bedroom contains a Queen bed, a TV, and an AC unit.

Bedroom 4: This bedroom contains a double (Full) bed and an AC unit.

Bedroom 5: This bedroom contains a double (Full) bed and an AC unit.

Full Bathroom: This bathroom has both a tub and a shower.


The tidal dock was replaced in 2017 and has a ladder for use at high tide. You are welcome to bring a non-motorized watercraft to launch from the beach or dock. The beach at low tide is full of treasures and fun to explore. The large lawn is perfect for croquet or other games and two gas grills are available for cookouts.

There is parking for up to 8 cars.


5 Bedrooms, 2 Bathrooms

Sleeps 10 People

Near Golf Course

Free Wi-Fi

Near Tennis



Dining Area

Fully Equipped Kitchen


Al Fresco Dining

Boat Dock



Gas Grill

Flat Screen TV

Cable TV

Satellite TV


Bedroom Details

Bedroom 1: King bed
Bedrooms 2 & 3: Queen beds
Bedrooms 4 & 5: Double beds

Bathroom Details

There is one bathroom upstairs and one bathroom on ground floor

Location Details

Boston Logan International Airport (38 miles)
Easy access to Rockport, Essex, Manchester, Ipswich and other towns
Near Seaside and beaches, local shops, and exquisite restaurants
Halibut Point State Park (7 miles)
Vermont (222 miles)
Connecticut (169 miles)

Villa Notes

Home is available for rental April - November


Travel Dates Bedrooms Min. Night Stay Nightly Rates
April 01, 2024 - May 27, 2024
5 7 $1,035 *
May 28, 2024 - September 18, 2024
5 7 $1,315 *
September 19, 2024 - November 01, 2024
5 7 $1,035 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Check In Times

Check in: 3:00 PM - Check out: 10:00 AM

Tax Service Charge Details *

$300 fee charged once per booking

Security Deposit Details

$200 damage fee charged once per booking

Minimum Stay Details

Minimum stay 7 nights. Saturday-Saturday Only.

Accidental Damage Waiver

A $199 Accidental Damage Waiver applies to every reservation.


*Please contact us for availability.


Villa information may change without notice and should be confirmed with our villa rental specialists.