Entire apartment

Prime Gloucester Property - Overlooking Harbor With Private Pool

Star Rating
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4.7 / 5Exceptional
74 reviews


  • Pool
  • Kitchen
  • Air Conditioning
  • Pet Friendly


What's nearby

  • Popular Location
    Good Harbor Beach
    14 min walk
  • Popular Location
    The Gorton Theatre
    18 min walk
  • Popular Location
    Maritime Gloucester
    3 min drive
  • Airport
    Boston, MA (BOS-Logan Intl.)
    47 min drive

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  • Prime Gloucester Property - Overlooking Harbor With Private Pool

    Room Amenities

    • 1200 sq ft
    • 2 bedrooms
    • 2 bathrooms
    • Sleeps 6
    More details

About this area


This apartment is located in Gloucester. Schooner Adventure and Ten Pound Lighthouse are local landmarks, and the area's natural beauty can be seen at Cape Ann and Good Harbor Beach. Wolf Hollow and Long Hill are also worth visiting.

What's nearby

  • Popular Location
    Good Harbor Beach - 14 min walk
  • Popular Location
    The Gorton Theatre - 18 min walk
  • Popular Location
    Maritime Gloucester - 3 min drive
  • Popular Location
    Stage Fort Park - 5 min drive
  • Popular Location
    Dogtown - 9 min drive

Getting around

  • Gloucester Station - 4 min drive
  • Boston, MA (BOS-Logan Intl.) - 47 min drive

About this property

Prime Gloucester Property - Overlooking Harbor With Private Pool

Historic apartments in Gloucester
Private pool, garden landscape, panoramic views of Gloucester harbor AND less than 1-mile walk to Good Harbor Beach. TWO-WEEK MAXIMUM STAY WE ARE VERY PET FRIENDLY PROPERTY = WE HAVE 3 LABS This 2BR apartment comfortably accommodates four on vacation or in town for a graduation weekend, college visits, but it’s also a perfect getaway for anyone looking for a small slice of Heaven on Cape Ann during the off season. Past guests repeatedly say this apartment is bigger in person and the space looks just like the pictures online. Several said this property is the very best VRBO/HomeAway accommodation they have ever rented. They also write about how cozy and comfy the apartment is, many feel right at home, right away. Just read our stellar reviews. This apartment is on the second floor of our house, where we live, with our amazing views of Gloucester's Inner Harbor. Within this apartment, there are two bedrooms each with its own private bathroom. The master bedroom has a queen bed and a twin bed and a hidden trundle bed for young children with a full bathroom with soaking tub. The second bedroom, off of the living area, has a queen bed and a bathroom with a shower stall. Each bedroom is ideal for couples traveling together, but the twin & trundle bed make it flexible for up to 6 people. The living room couch is extra long and comfy for sleeping but it is not a sleep-sofa. The apartment has its own separate entrance and our guests tell they feel they have a lot of privacy while staying with us, even though we share the same house. There is off-street parking for up to 3 cars. The open living-dining space has a dining room table that can seat 4, flat screen TV with basic cable, WiFi, a comfy sofa with coffee table, two over-sized chairs, and a breakfast bar with 4 stools at the kitchen counter. The well-equipped kitchen has an oven/stove, fridge with freezer, coffeemaker, microwave, dishwasher, toaster, and full set of dishes, pots & pans, flatware and many utensils. If anything is missing, just let us know. We’re right downstairs! I am Rebecca and manage this property. I live on the first floor below this apartment with my retired mother, Dot, (aka 'Gloucester Quilter') who quilts and gardens at home. One of us is always on hand to attend to any question or concern. We are very knowledgeable about how best to experience the North Shore and day trips in our region and towns across New England. PLEASE submit a property inquiry through this portal for a personalized quote. We will reply with a quote along with our comprehensive, 6-page, visitors guide which includes heaps of local do's and don'ts. RATES AND DATES Our rates are up to date. Keywords: Cape Ann, Gloucester, Good Harbor Beach, Artists, Rocky Neck, Eastern Point, Restaurants, Pets OK
Air-conditioned accommodations at this apartment offer private pools and DVD players. Rooms open to patios. Accommodations offer separate living rooms. Kitchens offer refrigerators, stovetops, microwaves, and separate dining areas.
Bathrooms include shower/tub combinations and hair dryers. Additionally, rooms include coffee/tea makers and irons/ironing boards.
This apartment features a garden.
This apartment is a smoke-free property.
The recreational activities listed below are available either on site or nearby; fees may apply.

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

Property manager

property manager

Rebecca Borden

Speaks English



Check-in time starts at 2:00 PM

Special check-in instructions

Guests will receive an email from the property manager with check-in and check-out instructions.


Check-out before 10:00 AM

Children and extra beds

  • Children are welcome.


  • Pets allowed
  • Restrictions apply
  • For more information contact the property at the number on the booking confirmation

Property payment types


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 are 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.
    Parties and events are allowed on site. 

We should mention

Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation. A car is recommended for transportation to and from this property.

Property amenities


  • Private pool


  • Internet access

Parking and transportation

  • Onsite parking


  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Toaster


  • 2 bedrooms
  • Bed sheets provided


  • 2 bathrooms
  • Shower/tub combination
  • Towels provided
  • Hair dryer

Living spaces

  • Living room
  • Dining room


  • TV with cable/satellite service
  • DVD player
  • Games
  • Books
  • Video library

Outdoor areas

  • Patio
  • Garden


  • Dryer


  • Air conditioning
  • Heating


  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Mountain biking nearby
  • Rock climbing nearby
  • Hiking/biking trails nearby
  • Whale watching nearby
  • Sailing nearby
  • Scuba diving nearby


  • Sleeps 6
  • Unit size: 1200 sq ft (111 sq m)

Nearby things to do




5 - Excellent
4 - Good
3 - Okay
2 - Mediocre
1 - Poor

5/5 Excellent

    Weekend home away from home

    We had a wonderful stay here! Our family of four enjoyed this property very much and the kids didn't want to leave. The place has a wonderful view from up on the hill and nice grounds to wander. It was November so the pool was closed but that would be a fun addition. A short hike through the woods brought us to a school playground. The place was very cozy with comforters and quilts on all the beds. The main living area was open and light and we were all able to snuggle in and watch a movie one night. The hosts were very friendly.

    5/5 Excellent

      Comfortable stay

      Easy check-in and check-out. Rebecca and Dot were very hospitable. House has gorgeous views and is very convenient to town and highways. Pups are lovely! I recommend it!

      5/5 Excellent

        A very cozy stay in Gloucester

        We were so comfortable in your home! The quietness of the environment and unique and clean old home added to a delightful weekend. We would recommend your great home to anyone traveling to your area. All the best.

        5/5 Excellent

          Amazing View of Inner Harbor

          This property was exceptionally charming, comfortable, relaxing, and Rebecca and Dot were so fun and helpful and wonderfully informative about the area and things to do, it was a million times better than staying in a hotel any day. It was really nice to have the dogs (Stella, Dash, and Chester, all cute as heck) around since we had to leave ours at home this time but it's nice to know we could bring her if she was doing better. If you like quilts you will be be in quilting heaven as Dot makes amazing quilts and pot holders, some of which are for sale. The view of the harbor cannot be beat, we plan on coming back hopefully year after next.

          5/5 Excellent


            Five of us comfortably at Rebecca's home over the long Columbus Day weekend for the annual Cape Ann Plein Air Competition, and we could not have chosen a better place. Rebecca and Dot were always at the ready, easy to reach, and so friendly and welcoming. The apartment was the full upper level of their house and had the most amazing harbor views as well as beautiful and whimsical gardens, Our two grandsons, aged 6 and 3, loved the freedom to climb the boulders in the yard and LOVED the three dogs. The house had everything we needed for cooking, beds were great, linens were provided. Perfect! All of us fell in love with Cape Ann's quaint charm and plan to come back next October for the Plein Air events and stay with Rebecca and Dot.

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