Singing Pines

United States / Massachusetts / Gloucester

Singing Pines is a five bedroom home in Gloucester, Massachusetts.

up to 5
up to 10
Min. Nights


Situated in an acre of Gloucester’s waterfront land with its own dock and beach, this is truly a wonderful vacation home for all the family (or two families as it can accommodate up to 10 guests). 


5 Bedrooms, 2 Bathrooms

Sleeps 10 Guests

Air Conditioning



Parking for 2 cars

Gas Grill

Outdoor furniture

iPod Dock Station

Board games

Formal dining room

DVD player

Private dock

Linens and towels

Washer / Dryer


Fully equipped kitchen


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

Staff and Services

Complimentary welcome items: one mini bottle of dish soap, one single-use dishwasher detergent packet or pod, one kitchen sponge, one laundry detergent packet or pod, one trash bag, one full roll of toilet paper per bathroom, one box of tissues per bathroom, travel-sized bars of soap in each bathroom and one full roll of paper towels in the kitchen

Staff and Services (at additional cost)

Mid-stay cleaning is available for additional charge

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)


Travel Dates Bedrooms Min. Night Stay Nightly Rates
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 vacation specialist at time of booking.

Check In Times

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

Minimum Stay Details

Home is available for rental April - November Minimum stay 1 week with Saturday arrivals

Exclusive Offers

Now is the time to book your dream villa vacation! Now through January 31st, we’re upping the ante when you book your world-class villa getaway. We are giving you the choice to receive up to a $2,000 in a Villas of Distinction Visa® Prepaid Card - OR - up to $2,000 Destination Dollars to elevate your villa vacation experience. That’s right…we’ll give you up to a $2,000 Villas of Distinction Visa Prepaid Card to use your way. Or, enjoy up to $2,000 Destination Dollars for a privately chartered sunset cruise, in-villa spa treatment, airport transportation – and more - all perfectly planned by your personalized concierge. 

The choices are endless – and all yours

Here’s how you can earn your Villas of Distinction Visa Prepaid Card - OR - Destination Dollars:

Amount SpentBonus Amount
$5,000 - $15,000$150
$15,000 - $25,000$250
$25,001 - $35,000$350
$35,001 - $50,000$500
$50,001 - $75,000$750
$75,001 - $100,000$1,000
$100,001 +$2,000

Offer valid for new bookings made between 1/14/21 – 1/22/21 for travel from now to 12/31/21. Amount is based on the base villa cost only. Minimum booking value applies. Villas of Distinction Visa Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors client. Client mailing address must be provided. Destination Dollars are valid for select pre-paid services only. Services offered are subject to availability. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.


*Please contact us for availability.


Villa information may change without notice and should be confirmed with our vacation specialist.