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

Cape Ann, Annisquam panoramic ocean views from every room.

Bedrooms 4
Space 1,700 sq. ft.
Property type house
Minimum Stay 7 nights


About the property

4 bedrooms, 2 full bathrooms, Sleeps 8-11.

This shingled house sits atop a rocky hill overlooking picturesque Diamond Cove, in Annisquam. Our house has postcard seascape views from both porches and every room in the house. Our guests enjoy beach privileges and swimming in Diamond Cove (100 ft walk from the porch) and at nearby Squam Rock Beach, a 10 minute walk down quiet residential streets. Within walking and biking distance is Annisquam Village center. The large west-facing covered porch overlooks Ipswich Bay, providing stunning sunsets over the Bay. Enjoy breakfast on the open east-facing porch.

Outdoor parking for 5 vehicles is provided.

The rental week is Saturday-to-Saturday only - no exceptions!

This house may not be appropriate for folks with mobility issues as we are at the top of a hill and the bathrooms and bedrooms are on the second storey.

Rental is for private residential, noncommercial use only.

We never entertain offers for less than our posted rates.

Our cancellation terms are provided below:

In the event that the Renter cancels the reservation for any reason, a $100.00 cancellation fee will be

charged. If the cancellation occurs at least sixty (60) days prior to the Check-In Date and the Owner is

unable to re-rent the Rental Property by the Renter's Check-In Date, the Renter will be liable for fifty

(50%) percent of the Rent. If the cancellation occurs less than sixty (60) days of the Check-In Date,

all monies paid by Renter will be forfeited if the Rental Property is not re-rented by the Check-In Date.

Owner will make all reasonable efforts to re-rent the Rental Property by the Check-In Date. If the

property is re-rented at a rate less than the Rent, any refund amounts will be reduced by the Rent, less the amount for which the Rental Property is re-rented. In all cases, the $100 cancellation fee will be charged.

More Details


Gloucester House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1700 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 9:00 AM
  • Max. occupancy: 11
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets considered ...
  • Non smoking only ...
Location Type:
  • Beach
  • Near The Ocean
  • Ocean View ...
  • Water View
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Air Conditioning ...
  • Basic Soaps
  • Broadband Access
  • Clothes Dryer ...
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Paper Towels
  • Parking Off Street ...
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Grill
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower , jetted tub , Jetted Tub & Shower
    Bathroom 2 - toilet , shower , Walk-in Shower
  • All bathrooms are on the second floor.
  • 4 Bedrooms, Sleeps 11
  • Master - 1 king , 1 sleep sofa /futon , Sleeps 4, Cable Television
    Captain's Room - 1 queen , Sleeps 2
    Twin Room - 2 twin/ single , Sleeps 2
    Pineapple Room - 1 king , Sleeps 2
  • Four comfortable bedrooms with an ocean view from every room. All bedrooms are on the second floor. Living room couch can accommodate an extra adult if necessary, a total of 11 is possible.
  • Books ...
  • DVD Player
  • Games ...
  • Games for Kids
  • Piano
  • Radio
  • Satellite / Cable ...
  • Television ...
  • Beach Towels
  • Deck / Patio ...
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda ...
  • Terrace
  • Unscreened Porch / Veranda
  • Walkway to Water
  • Wood Deck
  • 8 garden chairs
  • unsuitable for elderly or infirm
  • wheelchair inaccessible ...
Pool / Spa:
  • Jacuzzi
  • bay/sound
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • mountain biking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Clothes washer & dryer is located in upstairs hallway.


Excellent! 4.7/5 -
(17 traveler reviews)

82% Complete
11% Complete
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5% Complete
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Cape Ann, Annisquam panoramic ocean views from every room.
average rating of 4.7058825 based on 17 reviews

Time-weathered home on Steep Mountain

  • 2 of 5

The first impression a visitor receives is staring up a steep slope of granite steps to access the property - both front and back entrances. It is difficult to appreciate the beauty of the seascape when your first daunting challenge is to haul your luggage and groceries up these steep slopes. Upon entry, you next learn that the bathrooms are up yet another steep slope of creaking stairs. Had the house measured up in every other way, you could almost forgive the challenge of reaching the summit. However, the house is rather drab and some of the kitchen items have accumulated years of grime. Despite this two-star review, the views from both porches do offer the beauty that is promised. You will want to spend each waking moment outside, even if the clean, white, sparkling photo of the front porch and chairs leaves something to be desired in real life, as nothing is exactly clean, white and sparkling anymore. Still, it's a great place to watch the sunset. I just wish the advertisement were a little more truthful about the stairs. The five of us are no longer spring chickens, but by no means feeble. The stairs were a challenge for even the spry-est among us. Between rusty knees and aching backs, some of us did not fare very well. Instead of leaving on Saturday morning, we cut our visit short and left on Wednesday. A telephone call to the owner to advise him that we were leaving early and to inquire about trash removal, as we would not be there for pick-up day, went unanswered. That was disconcerting. We did the best we could and placed the trash in the cans, but couldn't leave them out for pick-up. The place has many things to recommend itself, but unfortunately, it did not meet our expectations for the price. We have rented vacations homes in the past and paid less for much, much more.

  • Submitted: Sep 16, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Wow! Our first bad review. We wonder whether the reviewer actually read our listing. We clearly state that the house is located on the top of a hill and is accessed by stairs, and that the bathroom is on the second floor. In addition, we state explicitly that our house may not be appropriate for renters with mobility issues. We are very sorry that the reviewer didn’t understand that, but we don’t know how to be more clear. Every person has her own ideas about kitchen equipment. Our house is a minimally modernized turn of the 19th century beach house, retaining as much old charm as is consistent with modern standards. We do have a number of antique kitchen tools that we consider charming. Our professional house cleaner cleans everything in the kitchen every weekend, so it’s clean, it just didn’t meet this guest’s standards. If you look at our other reviews, you will find that most people agree with us. The reviewer states that they were distressed that they couldn’t reach us to tell us that they were leaving early. Who was that that we spoke with and told to not worry about the trash – that we would drive down from our home in Maine and pick it up ourselves?
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0 1

Beautiful scenery, convient location and well kept home

  • 5 of 5

This is a great place for a family vacation. Annisquam has been a spot for a many years where this group goes. Everyone agreed this was one of the best homes that has been rented. It is clean, well kept has ample space to relax in and amazing views of the water. A short walking distance to the beach and very convenient to everything around the area. It is everything the pictures present. So beautiful. A week to remember for sure.

  • Submitted: Jul 29, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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A Perfectly Lovely Place

  • 5 of 5

We loved so much about this place my description will no doubt miss things. The views, the sun rising and setting over the water, the beautiful porches, the precious old toy airplane and toy ice cream stand, the beaches, and for sure the old house, trees and gardens. You can feel the past, the generations of great times had, and yet everything modern you could ever need is provided. The hosts are helpful, available and gracious. We all left dreaming of and hoping for another visit next year.

  • Submitted: Jul 22, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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We never wanted to leave!

  • 5 of 5

This house was more than we could have ever imagined. The views from every room were spectacular. We had fantastic weather which did not hurt matters. It was a wonderful vacation and we made some beautiful memories.


Paula Leger

7/1/17 to 7/8/17

  • Submitted: Jul 19, 2017
  • Stayed: June 2017
  • Source: HomeAway
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Great House, Great Location

  • 5 of 5

It's a great older house with lots of charm. The views are simply amazing off the front and back decks. It was about a 10 min walk to lighthouse beach, but it was never crowded. The house is well appointed, pots for lobsters, grill, beach towels, etc. It even has central air which we didn't need, but is nice to have. The front porch was perfect for relaxing at the end of the day and watching the sunset, it makes this house really special.

  • Submitted: Jul 3, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Where do you live?

Great place to stay

  • 5 of 5

This is a really great place to stay. The location is right on the ocean. There is a rock beach practically at the doorstep and a wonderful sandy beach a short walk away - especially perfect for young children at low tide. The house itself is in excellent shape with an especially well equipped kitchen, plenty of good quality towels, enough hot water for everyone and fantastic views out of virtually every window. Good restaurants and shopping are only a few minutes away by car.

  • Submitted: Sep 9, 2016
  • Stayed: August 2016
  • Source: VRBO, from HomeAway
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John Gurley and Sarah Gurley-Green
Member since: 2006
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
February 13, 2018


Nearest Airport
36 Miles
Logan Airport in Boston
Nearest Train
4 Miles
Gloucester MA
Nearest Motorway
3 Miles
Route 128
Nearest Restaurant
1.5 Miles
Willow Rest
Nearest Beach
50 Metres
Diamond Cove
Car: recommended

Annisquam is a village within the City of Gloucester, Massachusetts. Our House faces West and looks over Ipswich Bay. There are terrific sunsets over the water from our spacious porch. Every room in the house has a water view!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $400

Varies by season
Variable Rates See Schedule

Payment terms: 50% on booking, balance plus $400 cleaning/damage refundable deposit 60 days prior to occupancy.

We only rent on a Saturday-to Saturday basis.

We never negotiate our rates.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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