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

Gloucester/Annisquam Getaway: Beach-Biking-Nature Trails-Kayaking

Bedrooms 3
Space 1,100 sq. ft.
Property type apartment
Minimum Stay 1 - 7 nights


About the property

3 Bedrooms, Sleeps 6, Close To Beach

Perfectly located turn of the century Bayview home is nestled between Annisquam Village and Lanesville… a short walk to Plum Cove Beach, 5 minute walk to the Greenbelt hiking trails in Dog Town, a mile from Halibut Point in Rockport and minutes away from some of the best kayaking in the area.

Here's a glimpse of beautiful Gloucester.

This Cape Ann getaway is a large updated open living space with one bedroom on the first floor (queen bed) and two bedrooms upstairs on the second floor: 1 queen and 2 twin bed (and views of the ocean).

Spacious open concept kitchen, living and dining area opens to the large private deck that offers ocean peeks. Home is light and airy with great livable space... the perfect getaway. The Willow Rest - just down the road - is a must for breakfast and lunch. The Market and Lobsta Land restaurants are minutes away for dinner on the water.

So much to do... boating, whale watching, fishing, swimming at breath taking beaches, and sea kayaking, biking, hiking, a vibrant art community and not to be missed sunsets over Ipswich Bay or on the beach at Plum Cove. Minutes to Rockport, and easily accessible by commuter rail from Boston. Boston & Salem MA -- less than an hour away.

Summer changeover day is Saturday.

Smoke and pet-free. Parking for two cars.

Check-in 3pm, Checkout 11am

Gloucester, founded in 1623, is America's oldest seaport. It is the quintessential New England town. Among the many maritime activities offered by Gloucester are: world class whale-watching expeditions, lighthouse tours, stunning destination beaches, the Gloucester Schooner Adventure, the Cape Ann Historical Museum, fishing and boating opportunities in abundance, the best seafood restaurants, and a lively nightlife rich with live music and theatre. Gloucester is also the home to National Geographic’s “Wicked Tuna”.

And.....Conde Nast says Gloucester and Cape Ann is a must see:

More Details


Gloucester Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 2
Building Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1100 sq. ft.
House Rules:
  • Max. occupancy: 6
  • Minimum Age Limit for Renters
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View
  • Near The Ocean
  • Ocean View
  • Water View
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 - toilet , combination tub/shower
  • Towels and basic toiletries provided
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 2 twin/ single
    Bedroom 3 - 1 queen
  • Linens supplied
  • Books
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Stereo
  • Television
  • Toys ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • Long-term Renters Welcome
  • wheelchair inaccessible
  • churches
  • cinemas
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • hiking
  • kayaking
  • mountain biking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
100% refund if canceled 45 days before arrival date. Check-in 3pm, Checkout 11am.


Wonderful! 4.8/5 -
(10 traveler reviews)

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Gloucester/Annisquam Getaway: Beach-Biking-Nature Trails-Kayaking
average rating of 4.8 based on 10 reviews


  • 5 of 5

Beautiful home. Great location. Would definitely rent again!

  • Submitted: Oct 29, 2017
  • Stayed: October 2017
  • Source: HomeAway
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  • 5 of 5

Lovely apartment, recently redone, Great location near Plum Cove beach. Goucester is a fun place to kick back. Would rent this apartment again, in fact, we are planning our return...

  • Submitted: Jun 23, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Great time!

  • 5 of 5

We had a dad's weekend away/50th birthday party, staying here while also doing a charter fishing trip. The untt was really nice (even better then the photos), the host was very friendly ad helpful (and even gave a bottle of wine to the birthday boy). The rental was clean and bright, the kitchen very functional, and in all it was a great experience. I'd highly recommend this rental!

  • Submitted: May 21, 2017
  • Stayed: May 2017
  • Source: HomeAway
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1 0

A pleasant stay

  • 4 of 5

A very pleasant, clean apartment, well equipped and maintained. I would recommend this property. Also, a terrific lobster house two miles driving toward Rockport; and a sandy beach about a 1/2 mile away. (It would help to point which direction to the beach).

Two drawbacks: only one bathroom, and the upper bedroom is atop a narrow spiral staircase. This upper bedroom is suitable for kids.

But the first floor is spacious with a generous kitchen and eating area.

Overall a very good location.

  • Submitted: Jun 21, 2016
  • Stayed: June 2016
  • Source: VRBO, from HomeAway
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Perfect Winter Break

  • 5 of 5

The perfect winter break! With views of the ocean and access to the town and many walks, my family and I had a lovely weeklong stay in this spacious yet cozy home. Our host responded very promptly and the photos and description of the accommodation were extremely accurate. Everything was clean and comfortable.

  • Submitted: Jan 8, 2015
  • Stayed: December 2014
  • Source: VRBO, from HomeAway
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Weekend get away

  • 5 of 5

Staying in this spacious apartment was a joy! The fully equipped kitchen, open floor plan, cozy bedrooms and skylights provided the perfect spot to return after a day at the beach, sight seeing or just sitting on the deck watching the sun set with a cool glass of a favorite drink. Will come back.

  • Submitted: Oct 30, 2014
  • Stayed: August 2014
  • Source: VRBO, from HomeAway
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Regina Ryan
Member since: 2014
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
February 23, 2018

About Regina Ryan

Jim's a sculptor and teaches in the arts department @ a Boston university. Regina is an entrepreneur who spends her time helping others get their businesses started.

Regina Ryan purchased this apartment in 2013

Why Regina Ryan chose Gloucester

We love Gloucester and live here because of all the great and fun things to do, the people, and the serenity the area offers.

What makes this apartment unique

Upon booking we will email you a unique electronic entry code for the front door lock for easy self check-in.


Nearest Airport
42 Miles
Boston Logan
Nearest Train
3 Miles
Rockport Purple line - Gloucester stop
Nearest Motorway
3 Miles
Rt 128
Nearest Beach
1 Miles
Plum Cove Beach
Car: recommended

Whale Watching, deep sea fishing, Home to "Wicked Tuna", Fishbox Derby, Farmers Markets, St. Perter's Festival, Harvard cruises. More info:


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $59
Cleaning $150

Bookings made 45 days or less prior to Arrival must be paid in full when booking
and are non-refundable 45 days prior to arrival.

A cleaning service fee of $150 and damage insurance will be added to the quote.
Check-in 3pm, Checkout 11am. Turnover day is Saturday during the summer season

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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