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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Prime Gloucester Property - Overlooking Harbor with Private Pool

Bedrooms 2
Property type apartment
Minimum Stay 2 - 7 nights


About the property

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

More Details

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 traveler experience.

Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
November 21, 2017

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!


Gloucester Apartment Accommodation and Amenities

Property Type:
  • apartment
  • Guests provide their own meals
House Rules:
  • Check-in: 2:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 6
  • Min. age of primary renter: 24
  • Children welcome ...
  • Parties/events allowed ...
  • Pets considered ...
  • Smoking allowed ...
  • Wifi Access shared on arrival Quiet Time: 11pm - 7am. *Please minimize lil' kids' "happy feet" until 6am as best as possible*
  • POOL RULES: Separate Agreement. Signed in person when pool is open (early June - mid Sept)
  • Pick up after your pet(s). Separate bucket will be at your door for collection.
Location Type:
  • Ocean View ...
  • Water View ...
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Parking Off Street ...
  • Towels Provided ...
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 2
  • 2 Bedrooms, Sleeps 6
  • Queen size Beds (2) each with private bathroom, Twin or Single Beds (1) in the master bedroom with a queen bed, Sleep Sofa or Futons (1) single futons, inflatable double bed, extra large couch
  • Books
  • DVD Player
  • Games ...
  • Satellite / Cable
  • Television ...
  • Video Library ...
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Water Sports Gear ...
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool ...
  • 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:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • golf
  • mountain biking
  • pier fishing
  • rock climbing
  • sailing
  • scuba diving or snorkeling
  • snorkeling/diving
  • surf fishing
  • swimming
Manicured garden landscape. Homegrown vegetable garden in summer.


Wonderful! 4.8/5 -
(98 traveler reviews)

83% Complete
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1% Complete
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Prime Gloucester Property - Overlooking Harbor with Private Pool
average rating of 4.785714 based on 98 reviews

Beautiful Location & Lovely Hosts

  • 5 of 5

Rebecca's home was the perfect place for our weekend on Cape Ann. Close to all points of interest and perched on a hill overlooking the harbor - the view is incredible and a walk to Good Harbor Beach was the best way to start the day. The apartment is charming with all the amenities we needed during our stay. Rebecca & Dot were lovely and well organized - lots of great advice on must sees. Overall, a wonderful weekend. Thank you for having us!

  • Submitted: Nov 1, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Great location with stunning autumn views!

  • 4 of 5

This property was perfect for our stay in Gloucester. We enjoyed the warm welcome by your lovely labs. The location of your home is stunning and we enjoyed being able to walk by the golf course to Bass Rocks and the proximity to town. The beds were so comfortable and the quilts so beautiful. The kitchen was equipped very well. Thank you Dot and Rebecca for being so welcoming and making your home available for rent. I am sure we will be back.

  • Submitted: Oct 31, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Outstanding home and hosts

  • 5 of 5

Thanks you so much to Dot and Rebecca for such a warm welcome to their beautiful apartment overlooking Gloucester Bay. We were happily reminded of a Ghost and Mrs. Muir cottage. After two weeks on a lovely road trip through New England foliage it was like coming home. Two comfy bedrooms, a huge bathtub (after showers only on the road ....whatever happened to bathtubs?) a gorgeous, well equipped kitchen, and cozy chairs looking out over a stunning garden to the boat-filled sea and town spires.

Happy labs met us too. Dot's quilts are beautiful works of art. Rebecca's travel information set us on our path through scenic byways and beautiful towns. We will most certainly be back - in any season!

Warmest regards,

Verna Hall

  • Submitted: Oct 20, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
Owner's Response: Verna is my first guest where I played an active role as Travel Agent to plan her experience of peak New England fall foliage season, complete with covered bridges, rural routes and quaint seaside villages through Western MA, VT, NH and back to Cape Ann, MA. She re-arranged much of her first plans based upon my suggestions and was not disappointed (good weather helped too). But she knew from the outset that her time with us would be her "home stay" after so many short stops and hops. Well, we and our Labs were that, and more... Feelings were mutual all around. Can't wait to have Verna back again Autumn 2018! Rebecca & Dot
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3 0

Beautiful view!

  • 4 of 5

Our family enjoyed our stay with Dot, Rebecca and also the pups! The house has a relaxed comfy feel, well stocked and equipped for a short or long stay.. It was easy to find and we had no problem finding our way around the town from there. We used the suggestions provided for restaurants and we were very satisfied with each place.

  • Submitted: Oct 1, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: BJ and her family are prime example of why our property is such a great pet friendly property for folks traveling together and wanting to experience New England in Sept/Oct but with separate bedrooms and private baths (2BR/2BA). We try to help ensure our guests make the most of what to see, eat and enjoy nearby through our personal recommendations and suggestions. There is so much to experience, learn, explore and enjoy here in Gloucester and Rockport! AND We rent year round!
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0 0

Great location and hospitality!

  • 5 of 5

We were visiting for a wedding and wish we could have spent more time here. Great apartment with a lovely view. We had everything we needed and the host made us feel very welcome. We would highly recommend staying here and hope to return in the near future.

  • Submitted: Sep 26, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: This was a whirl-wind weekend wedding for Pam. I confess I never actually met her in person. I was working late; she was traveling or up early. But we communicated in detail to help her plan her stay and coordinate her arrival(s) with her family members. So sorry she didn't get to rest and enjoy our rental more. If the small amount of time she spent staying at our property gives any indication, we offer great hospitality on an amazing property. We look forward to them coming back, relaxing and enjoying all that Gloucester and Cape Ann can offer.
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Overall Perfect!

  • 5 of 5

What a fun place, the views of the harbor from the living room and from the beautiful grounds just outstanding. Great sunsets. The owners, Rebecca and Dot were very hospitable and nice, making sure we were comfortable, they were so good with my four year old grandkids. Letting them play with their super friendly labs. The pool was great super clean and even warm enough to swim.

We took Rebecca's advice on restaurants in Gloucester, all turned out super. The rooms were clean and comfortable, the kitchen supplied with everything you would need. There is so much to see and do in Gloucester that we didn't get out of town.Raye and I and my daughter's family are looking forward to our return.

Thank you Rebecca and Dot for helping us to have a wonderful time

  • Submitted: Sep 20, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: We loved how Bob and his family were able to take advantage of everything we have to offer as a summer vacation venue: family friendly, private pool, beaches nearly, pet friendly and recommendations on where to eat and where to visit! He has already signed up for next summer - love that!
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Duckworth's Bistrot
"Our favorite place to go for that special occasion. Fine dining. Reservations required. Menu..."
North Shore Arts Association
The Studio Resaurant
Rocky Neck Art Colony
"Open early spring to late fall. Vibrant cultural center."
Niles Beach
"Public beach on Gloucester's inner harbor. Excellent sunset views."
Capt Joe & Sons Inc
"Fresh lobster wholeseller. Owned by Frankie and JoeyC 100% authentic Gloucester exprience. H..."
The Elks at Bass Rocks Event Venue
"Nearby function facility overlooking the Atlantic Ocean"
Beauport, Sleeper-McCann House Museum
"Historic New England property"
Gloucester Stage Company
"Live theatrical performances in the summer months. Founded by Isreal Horowitz, a local resid..."
Good Harbor Beach
"Voted Best Beach in New England. Parking $25 in summer. Dogs allowed off leash on EVEN DAYS..."
Cape Ann Coffees
"A favorite of the locals. Eat in or drive through. Pastries soups salads and sandwiches. Hou..."
Stones Pub & Eatery
"Local favorite. Family friendly. Almost all menu options are $10. All food made on site."
Surfside Subs and Pizza
"Excellent thin crust 18" pizza. Also sold by slice."
Latitude 43
"Excellent seafood dishes and fresh sushi. Deck dining in summer. $$$"
7 Seas Whale Watch
"Guaranteed whale siting. They go out twice a day (8:30a and 1:30p). Look for online coupons. "
Yankee Fleet
"The outfitter will take you deep sea fishing full or half day trips. Rent a rod and get your..."
Beauport Hotel
"Oceanfront luxury hotel which is a popular wedding venue. Roof deck pool. Fine dining restua..."
Ravenswood Park
"Public open space with trails and carriage roads. Pet friendly."
Stage Fort Park
"Public park with Gloucester's visitor center, a historic landmark called "Tablet Rock" and H..."
Cape Ann Museum
Gloucester Train Station
"Commuter rail line to Boston. $4 parking and you can buy tickets on the train. Approx 1hr to..."
Stop & Shop
Common Crow Natural Market
"Comprehensive organic food market. $$$"
Steve Connolly
"Full fish market. Cash only. Closed on weekends."
Thai Choice Restaurant
"Better than average Thai restaurant"
Jalapeno's Mexican Restaurant
"Standard fare Mexican food. Meh. Go to Taco Lupitas"
The Gloucester House Restaurant
"Avoid this place. It's only good for buses of tourists or cheap banquet events."
Azorean Restaurant
"For some new flavors and dishes, try this place. Spicy and full flavored food."
Cape Ann Brewing Co
"Local brewery. Very family friendly venue. Harborside deck dining. Beer is excellent - they'..."
Market Basket
"New England supermarket chain with economic prices and product. "
Lobsta Land
"Seasonal: April to November. Make reservations. Full flavor menu with lots of seafood option..."
Causeway Restaurant
"This venue is a 100% "quantity over quality" greasy spoon,"
Tacos Lupita
"Fresh handmade Mexican dishes under $10."
Halibut Point State Park
"State park overlooking the ocean with a quarry, trails and an observation tower. Great for f..."
The Lobster Pool
"Eat lobster and clams on picnic tables overlooking the ocean. Excellent sunset views. BYOB."
Bearskin Neck
Top Dog
"Hot dog joint that offers some of the best fried clams on the North Shore. Seasonal."
My Place by the Sea
"Overpriced restaurant with unoriginal menu but has great view. Doesn't live up to the hype. ..."
Emerson Inn by the Sea
"Historic Inn was recently fully renovated. Excellent tavern with a full porch and lawn overl..."
Ithaki Mediterranean Cuisine
"Elegant Greek restaurant with authentic dishes and preparations. $$$"
Salt Kitchen and Rum Bar
"Mixology cocktails and creative dishes from locally grown products. Fun and fresh. $$$"
"Not recommended. Totally overpriced. Poor customer service."
Zeke's Place
"Local favorite. All bread and things like cornedbeef hash are made by hand on site."
Cape Pond Ice Co Inc
"Historic ice house on Gloucester's inner harbor. Take a tour and learn more about the histor..."
Gloucester Stage Company
"Live theatrical performances in the summer months. Founded by Isreal Horowitz, a local resid..."
Bass Rocks Golf Club
Nearest Airport
35 Miles
Boston [BOS] Logan International Airport
Nearest Golf
0.4 Miles
Bass Rocks Golf Club
Nearest Train
5 Miles
Gloucester Commuter Rail to Boston
Nearest Motorway
0.5 Miles
Rt 128
Nearest Restaurant
0.5 Miles
Duckworth's Bistro (best dinner on Cape Ann)
Nearest Beach
0.7 Miles
Good Harbor Beach

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


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Taxes and Cleaning Fee $50
Pet Fee $50

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.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.