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Prime Gloucester Property - Overlooking Harbor with Private Pool

Gloucester, MA, USA
  • Apartment1200 sqft
  • Bedrooms2
  • Sleeps6
  • Bathrooms2
  • Half Baths0
  • Mininum Stay2 - 7 nights

Apartment, 2 Bedrooms , 2 Baths, (Sleeps 2-6)

Private pool, garden landscape, panoramic views of Gloucester harbor AND less than 1-mile walk to Good Harbor Beach.



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.


Our rates up to date.

Keywords: Cape Ann, Gloucester, Good Harbor Beach, Artists, Rocky Neck, Eastern Point, Restaurants, Pets OK


Rebecca Borden

Member Since 2011
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 19, 2018
About Rebecca Borden

My mother has owned in this property since 2000. I moved back home in 2009 to help support her. We decided to join VRBO in Nov'11 after we had such a positive experience renting ourselves through VBRO. We have enjoyed hosting some great guests from all over the country and internationally! This apartment is an 'in-law' apartment on the second floor of the house where we live on the first floor. We love sharing our property, pool (in summer) and landscape with our guests. As our reviews confirm, we have had many happy guests. We do not rent for extended stays because, while we have had many amazing visitors, we did have a few bad apples . We are cautious about sharing our property with incompatible 'neighbors' for extended stays. Those are our terms and we hope you respect our perspective. As a policy, we do not give out our address for privacy and security reasons. We live here along with our neighbors in one of the best kept secret locations on Cape Ann. We feel our online reviews speak for themselves.

Rebecca Borden purchased this Apartment in 2000

Why Rebecca Borden chose Gloucester

Gloucester and Cape Ann are an hour from Boston. We have amazing beaches, rich history and cultural legacy and award winning restaurants. You can easily take a day trip to Boston by commuter rail and come back and see a glorious sunset over the harbor.

What makes this Apartment unique

We love sharing our views, pool and property with guests. Gloucester is such a great area to visit and vacation!


    • Internet
    • Pets Welcome
    • Air Conditioning
    • Swimming pool
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV


      • 2 Bedrooms, Sleeps 6
      • Bedroom 1
        1 queen, With a private bathroom with a shower stall
      • Bedroom 2
        1 queen, 1 twin/ single, 1 child bed, Master bedroom w private bathroom. Trundle bed under twin
      • Each bedroom has a private bathroom. The couch in the living room is excellent for sleeping but it is not a sleep-sofa.


      • 2 Bathrooms
      • Bathroom 1
        toilet, shower
      • Bathroom 2
        toilet, combination tub/shower, tub

        Location Type

          • Ocean View
            Overlooking Gloucester Harbor with sunset views
          • Water View
            Amazing views of Gloucester's inner harbor


              • Away From It All
              • Budget
              • Family
              • Historic
              • Romantic
              • Tourist Attractions


                  • Guests provide their own meals


                      • Air Conditioning
                        Window units in bedrooms and living area during the summer months
                      • Clothes Dryer
                        There is a sunny clothes line to dry towels and wet suits
                      • Hair Dryer
                      • Iron & Board
                      • Linens Provided
                        Sheets, bedding, towels, beach towels
                      • Living Room
                        Sunny views of Gloucester's inner harbor.
                      • Parking
                        Off street parking for up to 3 cars
                      • Parking Off Street
                        Up to 3 off-street parking spaces
                      • Towels Provided
                        Bath and beach Towel service NOT provided
                      • Wireless Internet
                        on private, secure network


                          • Microwave
                          • Coffee Maker
                          • Dishes & Utensils
                          • Dishwasher
                          • Kitchen
                          • Cooking Utensils
                          • Oven
                          • Pantry Items
                          • Refrigerator
                          • Stove
                          • Toaster


                              • Child's Highchair
                              • Dining
                                Table can seat six. Breakfast bar in kitchen with stools
                              • Dining Area
                              • comfy seating for 6 people


                                  • Books
                                    Ecclectic collection of books across many genres.
                                  • DVD Player
                                  • Games
                                    Board games, puzzles and cards
                                  • Satellite / Cable
                                  • Television
                                    Flat screen TV
                                  • Video Library
                                    small selection of DVDs for children and adults


                                      • Deck / Patio
                                      • Lawn / Garden
                                        Manicured garden landscape. Homegrown vegetable garden with herbs in summer. Chairs on rocks to enjoy the view in the sunsets or morning light.
                                      • Outdoor Grill
                                      • Water Sports Gear
                                        Boggie boards, goggles and swim toys


                                          • smoking allowed
                                            Outside Smoking ONLY
                                          • wheelchair inaccessible

                                            Pool / Spa

                                              • Private Pool
                                                Fenced and located on property. Guests must agree to and sign our Pool Rules upon arrival.


                                                  • botanical garden
                                                  • festivals
                                                  • library
                                                  • live theater
                                                  • museums
                                                  • playground
                                                  • restaurants

                                                    Leisure Activities

                                                      • antiquing
                                                      • beachcombing
                                                      • bird watching
                                                      • boating
                                                      • photography
                                                      • scenic drives
                                                      • shelling
                                                      • sight seeing
                                                      • whale watching

                                                        Local Services & Businesses

                                                          • ATM/bank
                                                          • groceries
                                                          • hospital
                                                          • laundromat
                                                          • massage therapist

                                                            Sports & Adventure Activities

                                                              • pier fishing
                                                              • cycling
                                                              • equestrian events
                                                              • fishing
                                                              • golf
                                                              • mountain biking
                                                              • deepsea fishing
                                                              • rock climbing
                                                              • sailing
                                                              • scuba diving or snorkeling
                                                              • snorkeling/diving
                                                              • surf fishing
                                                              • swimming

                                                                House Rules

                                                                Check-in: 2:00 PM

                                                                Check-out: 10:00 AM

                                                                Cancellation Policy

                                                                100% refund if canceled at least 60 days before arrival date. 50% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                                104 Reviews


                                                                Latest reviews

                                                                A great weekend!

                                                                John K.Bristol, CT

                                                                We had a wonderful weekend. The view from our rooms was gorgeous. Rebecca and her Mom were so nice and accommodating. Everything about our stay was excellent.

                                                                Great view

                                                                Colorado Family Grand Junction, CO

                                                                Nice hosts, be aware you share the home with the owners, as stated in the description. No a problem as the entrance is separate from the owners living area. Great view, worth returning for the view. Rooms are spacious and kitchen is well appointed with plenty of equipment to make any meal and easy coffee maker.

                                                                So Perfect

                                                                sharon n.

                                                                Rebecca and Dot have thought of everything one would need.

                                                                The kitchen was so abundantly stocked with fine, quality glass ware and dishes.

                                                                The beds are very comfortable with quality linens and towels. We were so happy to have our dogs with us.

                                                                Rebecca and Dot are very cordial. We enjoyed our conversations with them.

                                                                Cozy retreat

                                                                Daniel O.Portage, WI

                                                                We enjoyed our stay at the Quilter’s cottage. We enjoyed the view of Gloucester harbor very much. We were there in December so did not get to enjoy the view from the top of the hill, but it did look inviting. We would definitely stay here again. Dot and Rebecca were very accommodating.

                                                                Beautiful property with exceptional hosts !!!!

                                                                Bruce W.

                                                                Beautiful property with exceptional hosts in a wonderful area by the sea.

                                                                Owner's Response:

                                                                Love that Bruce & Betsy are our 100th review! From the moment we met them, we knew we had met friends, not guests staying at our property. They chose to stay with us for a holiday get away with their son and his wife. They usually go to Southern Maine but opted for a Cape Ann instead. And they loved it - the food at local restaurants, our 3 Labs and the seacoast coupled with a small snow event. Even better, Betsy works at a quilt store and Dot's a full time quilter and I went to college near where they live so there was much to share! We tend to get fellow New England folk as guests during the winter months but we also very much enjoy welcoming people from all over the country to enjoy our property and our community during any season.

                                                                Beyond all expectations!

                                                                Christopher J.

                                                                Dot and Rebecca provide a very comfortable home away from home with a great deal of care to our needs. Communication from start to finish was excellent. The apartment was charming and cozy. The views were great. All in all we couldn't be more pleased with our stay.

                                                                Owner's Response:

                                                                Christopher is an American businessman and was traveling from Asia on is way back to Cape Ann to enjoy some lovely memories from his childhood. I love that he mentioned the level of communication I share with guests before they arrive and I truly want to make sure I can help every guest get the most our of their time here at our property, as well as our region and where ever they may be going next. When Christopher and his friends arrived, they had been through many time zones and just needed to sleep and relax. They found our property so comfortable they even bought some of Dot's quilts - which are handmade with lost of love. We're glad their going to a great home ~ Rebecca & Dot


                                                                Gloucester, MA, USA

                                                                Gloucester has some of the *best* whale watching in the world - operates May - Oct.

                                                                Rates & Availability

                                                                Additional information about rental rates

                                                                Cleaning Fee
                                                                Pet Fee

                                                                If you cancel more than a month before your rental, there is a $100 fee. If you cancel less than a month before your rental, there are no refunds. Special agreements can be arranged if there is severe weather.

                                                                104 Reviews
                                                                Wonderful 4.8/5
                                                                Premier Partner
                                                                Enter dates for accurate pricing
                                                                For booking assistance, call 888-640-7927

                                                                Property # 384968