Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
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

John Gurley and Sarah Gurley-Green
Member since: 2006
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
June 9, 2017


Gloucester House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1700 sq. ft.
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 09:00
  • 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.


Wonderful! 4.8/5 -
(13 traveler reviews)

84% Complete
15% Complete
0% Complete
0% Complete
0% Complete
Cape Ann, Annisquam panoramic ocean views from every room.
average rating of 4.8461537 based on 13 reviews

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: Jun 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
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: Aug 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Spectacular Honeymoon

  • 5 of 5

My wife and I had such a wonderful stay on Diamond Avenue for our honeymoon. A beautiful house, beautifully appointed. There is a spectacular view of Ipswich Bay, particularly on the 4th of July. If you are as fortunate as we were, there will be an amazing fireworks competition between 5 guys who live across the bay, and this will last for 2 hours. A short walk to anywhere in the village, and a short drive to the local public beaches and downtown Gloucester. Friendly neighbors; scads of cast iron cookware; comfortable sleeping; ocean sounds; ocean breeze. Cannot recommend this enough.

  • Submitted: Feb 28, 2016
  • Stayed: Jun 2015
  • Source: HomeAway
Did you find this review helpful?
0 0
Ottawa, Ontario

Worth the climb to the top of the hill.

  • 4 of 5

5 adults and 5 kids (3 thru 9) shared a picture perfect week at this beautiful location. Two full baths with showers meant no waiting. Laundry facilities very handy for large group. All bedrooms on the 2nd fl made it easy to keep noise down for those going to bed early.

Small rocky beach right in front is perfect at low tide, but cramped at high tide. Sandy beach visible in photos was not accessible to us, according to neighbor. Cottage owner had great info packet, but I was unable to locate anything re: sandy beach access. That said, there are more fabulous sandy beaches within a short drive than one could visit in a week.

Also recommend Family Night at Annisquam Yacht Club for anyone with guest privileges.

  • Submitted: Jul 29, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
Owner's Response: Gosh, I wish you would have called. I would have explained our sandy beach access to you.
Did you find this review helpful?
1 0

Lovely cottage that is better than the Vineyard

  • 5 of 5

Compact home with great views from rooms and special porch that seems to catch any available breezes. Great for family gatherings, though note that all toilets are upstairs, so if little kids or older guests you might want to be careful. Nice big dining table that could accommodate big family dinners with nice gas grill outside if you want to keep things cool. One lucky and very nice aspect of this home is the air condition that really works and is necessary on hot days. If possible I would rent again. A wonderful area with friendly neighbors. Enjoy.

  • Submitted: Jul 15, 2013
  • Stayed: Jun 2013
  • Source: HomeAway
Did you find this review helpful?
1 0
Bethesda, MD

Fantastic Home, Location, Owners.

  • 5 of 5

This was a fantastic home for rent for our family of 3 adults and 4 kids. The property is gorgeous, with wonderful views from practically every bedroom and 2 killer porches. Lightning storms are a wonder to behold. There are 2 entry points to rocky beaches ~1 block away, good for scrambling/tidepooling (bring water shoes). For sandy beaches, Plum Cove is a 5 min drive away and the bigger beaches of Wingaersheek, Good Harbor and Crane's beaches are about 15 min away.

The home has great amenities (new bathrooms, washer/dryer/dw/NG stove/refrig) which make it super convenient for a home away from home. Not why you go away, but certainly makes it more civilized!

Finally, the owners were fantastic. The recommended restaurants were also recommended by our local friends (and TripAdvisor).

We loved this quiet gem, which was located close to so many things for all of us to do (key since we had a 3,6,9, and 12 yo!).

The only thing to note is this house may not be the best if one in your party is handicapped - there's ~2 flights of walk/steps up to the home, as that's how it affords its great views. Our 3 yo and my 75 yo dad had NO problems navigating it, but not the best if you're in a walker/wheelchair. For everyone else, this is the perfect place!

  • Submitted: Aug 20, 2012
  • Stayed: Aug 2012
  • Source: HomeAway
Did you find this review helpful?
2 0


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

Gloucester House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall 2017
Sep 23 2017 - Nov 18 2017
7 night minimum stay
May 2018
May 5 2018 - May 25 2018
7 night minimum stay
June 2018
May 26 2018 - Jun 29 2018
7 night minimum stay
Summer 2018
Jun 30 2018 - Oct 5 2018
7 night minimum stay
Fall 2018
Oct 6 2018 - Nov 17 2018
Changeover Day: Saturday
7 night minimum stay
My Standard Rate

Changeover Day: Saturday
7 night minimum stay

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
Contact Owner

You might like these similar properties