Name: 5 Br Private Vacation Home Vacation Rental In Gloucester, Massachusetts
Address: USA

5 Br Private Vacation Home Vacation Rental In Gloucester, Massachusetts

Updated on Jul 20, 2026

Annisquam Singing Pines: Riverfront Splendor

Type	Private vacation home
Bedrooms	5
Bathrooms	2
House Rules	Pets allowed Children allowed: ages 0-17 Smoking is not permitted No events allowed
Max Occupancy	10
Property Id	1079351

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.

Located in Gloucester, this vacation home is on the waterfront. Hammond Castle is a notable landmark, and the area's natural beauty can be seen at Good Harbor Beach and Wingaersheek Beach. Maritime Gloucester and Rocky Neck Art Colony are also worth visiting.

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Policy

Pet policy

Pets allowed
Service animals are welcome, and are exempt from fees

Check out time

10:00 AM

Check in policy

Check-in time starts at 4:00 pm
Minimum check-in age: 25

Payment policy

Localcurrency: USD

Check out policy

Check-out before 10:00 am

Check in start time

4:00 PM

Check in instructions

Information provided by the property may be translated using automated translation tools
You will receive an email from the host with check-in and check-out instructions

Special instructions

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Onsite parties or group events are strictly prohibited
Property registration number c0164051070
Safety features at this property include a fire extinguisher
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
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

Children and extra bed policy

- Children are welcome.

Amenities

Popular amenities

Ac
Barbecue
Free parking
Internet
Kitchen
Laundry
Microwave
No smoking
Outdoor space
Tv
Washer

Property amenities

Pets:
- Pet friendly
Safety:
- Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
- Fire extinguisher
- Smoke detector installed (host has indicated there is a smoke detector on the property)
Bedroom:
- 5 bedrooms
- Bed sheets provided
General:
- Unit size: 2418 sq ft (225 sq m)
Kitchen:
- Coffee/tea maker
- Cookware/dishes/utensils
- Dishwasher
- Microwave
- Refrigerator
- Stovetop
- Toaster
Laundry:
- Laundry facilities
- Washing machine
Parking:
- Onsite parking
Internet:
- WiFi available
Outdoors:
- Barbecue grill
- Garden
Bathrooms:
- 2 bathrooms
Workspaces:
- Desk
Entertainment:
- TV with cable/satellite service
Climate Control:
- Air conditioning
Location Highlights:
- On the river
- On the waterfront
Suitability/accessibility:
- Smoke-free property

5 Br Private Vacation Home Vacation Rental In Gloucester, Massachusetts

Annisquam Singing Pines: Riverfront Splendor

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