Entire home
Charming New England Family Home; Harbor View
Gloucester vacation home with kitchen
Choose dates to view prices
Photo gallery for Charming New England Family Home; Harbor View





Popular amenities
- Free WiFi
- Air conditioning
- Parking available
- Kitchen
Explore the area

Gloucester, MA
- Stage Fort ParkPlace, Stage Fort Park2 min walk
- Half Moon BeachPlace, Half Moon Beach8 min walk
- Pavilion BeachPlace, Pavilion Beach10 min walk
- Beverly, MA (BVY-Beverly Municipal)Airport, Beverly, MA (BVY-Beverly Municipal)22 min drive
Room options
About the area
Gloucester
Seaside stay .Your stay at this Gloucester vacation home places you within a 10-minute walk of Stage Fort Park and Fishermen's Memorial Monument. Half Moon Beach and Cressy Beach are also within half a mile (1 km).
What's nearby
- Stage Fort Park - 2 min walk - 0.2 km
- Half Moon Beach - 8 min walk - 0.7 km
- Pavilion Beach - 10 min walk - 0.9 km
- Cape Ann Museum - 19 min walk - 1.7 km
- Maritime Gloucester - 20 min walk - 1.7 km
Getting around
- Gloucester Station - 17 min walk
- Beverly, MA (BVY-Beverly Municipal) - 25 min drive
Restaurants
- Dunkin' - 18 min walk
- The Open Door Food Pantry - 16 min walk
- George's Coffee Shop - 17 min walk
- Midori - 16 min walk
- Azorean - 17 min walk
About this property
Charming New England Family Home; Harbor View
Set directly across from the water and just steps from the iconic Fishermen’s Wives Memorial, this gracious Colonial offers a rare blend of history, comfort, and breathtaking scenery. With five bedrooms and 2 full baths across more than 2,000 square feet, the home invites families and friends to gather, relax, and savor everything the North Shore has to offer.
From the moment you arrive, the home feels welcoming and timeless. Mature landscaping frames the property, while wide porches and a sun-filled entry hint at leisurely mornings with coffee and ocean views. Inside, generous windows capture natural light and frame glimpses of the harbor, creating an ever-changing backdrop of sky, sea, and sailboats. The floor plan offers both spacious gathering areas and quiet corners — ideal for conversation, work, or curling up with a book after a day at the beach.
The bright sunroom and expansive back deck extend the living space outdoors, opening to a deep yard that invites lawn games, evening grilling, and relaxed summer nights. Whether you’re preparing meals in the kitchen, dining together, or unwinding in the living room, the home flows with an ease that makes entertaining simple and life here feel effortless.
Located in one of Gloucester’s most desirable neighborhoods, Harbor Watch at Kent Circle places you near beaches, harbor walks, restaurants, museums, and waterfront parks — yet offers the peace and privacy of a residential setting. Watch the sunrise over the harbor, stroll along the shoreline, or explore nearby Cape Ann attractions; everything you love about coastal Massachusetts is right at your doorstep.
Warm, inviting, and full of character, Harbor Watch at Kent Circle isn’t just a house — it ’s a place to gather, make memories, and experience the beauty of Gloucester’s seaside lifestyle.
From the moment you arrive, the home feels welcoming and timeless. Mature landscaping frames the property, while wide porches and a sun-filled entry hint at leisurely mornings with coffee and ocean views. Inside, generous windows capture natural light and frame glimpses of the harbor, creating an ever-changing backdrop of sky, sea, and sailboats. The floor plan offers both spacious gathering areas and quiet corners — ideal for conversation, work, or curling up with a book after a day at the beach.
The bright sunroom and expansive back deck extend the living space outdoors, opening to a deep yard that invites lawn games, evening grilling, and relaxed summer nights. Whether you’re preparing meals in the kitchen, dining together, or unwinding in the living room, the home flows with an ease that makes entertaining simple and life here feel effortless.
Located in one of Gloucester’s most desirable neighborhoods, Harbor Watch at Kent Circle places you near beaches, harbor walks, restaurants, museums, and waterfront parks — yet offers the peace and privacy of a residential setting. Watch the sunrise over the harbor, stroll along the shoreline, or explore nearby Cape Ann attractions; everything you love about coastal Massachusetts is right at your doorstep.
Warm, inviting, and full of character, Harbor Watch at Kent Circle isn’t just a house — it ’s a place to gather, make memories, and experience the beauty of Gloucester’s seaside lifestyle.
Similar properties

Brand new 3-bedroom house minutes to ocean in Gloucester
Gloucester
Brand new 3-bedroom house minutes to ocean in Gloucester
Gloucester
- Air conditioning

Centrally located charmer with expansive patio, board games, & central AC
Downtown Gloucester
Centrally located charmer with expansive patio, board games, & central AC
Downtown Gloucester
- Kitchen
- Air conditioning
- Outdoor Space
- Toys/Games
4.3 out of 5, Excellent, 18 reviews
4.3
Excellent
18 reviews

Waterway View; Steps to Ocean, Beach, Blvd, Park
Gloucester
Waterway View; Steps to Ocean, Beach, Blvd, Park
Gloucester
- Kitchen
- Washer
- Dryer
- Pet friendly

Cozy two bedroom house in the heart of Gloucester
Gloucester
Cozy two bedroom house in the heart of Gloucester
Gloucester
- Kitchen
- Washer
- Dryer
- Free WiFi
4.7 out of 5, Exceptional, 14 reviews
4.7
Exceptional
14 reviews

Bell View: Private tennis court and an in-law
East Gloucester
Bell View: Private tennis court and an in-law
East Gloucester
- Kitchen
- Washer
- Dryer
- Free WiFi

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
Gloucester
5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
Gloucester
- Ocean view
- Hot tub
- Kitchen
- Washer
5.0 out of 5, Exceptional, 13 reviews
5
Exceptional
13 reviews

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Rocky Neck
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Rocky Neck
- Kitchen
- Free WiFi
- Air conditioning
- Outdoor Space
4.9 out of 5, Exceptional, 23 reviews
4.9
Exceptional
23 reviews

Tidebend: River views and gracious comfort
Gloucester
Tidebend: River views and gracious comfort
Gloucester
- Kitchen
- Washer
- Pet friendly
- Air conditioning
5.0 out of 5, Exceptional, 1 review
5
Exceptional
1 review
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:30 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
Rules
NO Smoking. NO pets. NO parties/events.
Please put all trash in bags and put in large bins in front of deck. Bags are under kitchen sink.
Pets
- No pets allowed
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, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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.
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. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property Registration Number C0564391070
Property is also known as
orp5b736dex