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Property Details

Updated: May 18, 2015
House, 4 Bedrooms, 2 Baths, 9 Sleeps

The kids will never forget the summer they walked to an island (nor

will adults who have a sense of wonder)!! Panoramic

views of the glittering Atlantic via wall-to-wall windows. Large

deck over the ocean. Walking distance to TWO beaches and even an


You can’t get better views than this!

--Glass enclosed sun room, designed by Harvard-affiliated

professor. Wall-to-wall windows showcase the glittering Atlantic

and a nearby island

--Upstairs deck offers more breath-taking views. Deck has patio

furniture, so take your lunch up there and enjoy!

--The ocean can be seen and heard from almost every room in the


Location, Location

--Within walking distance of TWO sandy beaches: Good Harbor Beach

and Long Beach

--At low tide, the waters of Good Harbor Beach part, and you can

walk to a nearby island. (It's amazing--to visualize this, imagine

Moses and the Red Sea.) Bring your shoes or lunch and discover the


--Lots of tidepools to keep the kids entertained (both on the island

and the shore).

--Walking distance to a wonderful local ice cream shop

The house has the following rooms:

--one large master bedroom with King bed and views of the ocean

--one small bedroom with Full/Double bed

--one small bedroom with Twin bed

--one guest room with Queen bed

--two bathrooms

--sun room, dining room, full kitchen, living room

More Details
  • Sleeps 9
  • 4 Bedrooms
  • 2 Bathrooms
  • Pets welcome

Recent Review

About the Owner

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Calendar last updated:
May 18, 2015

8 Reviews

based on 8 traveler reviews

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Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County
Warren, CT

So this place is amazing

  • 5 of 5
The views and the proximity are breath taking. You completely forget about your troubles listening to the rhythm of the ocean. The sunsets are beautiful, so are the sunrises. Best yet is the sandbar that appears at low tide so you can walk to the Island.
The house is quite comfortable, there is ample parking, and our every need was met. I also love the fact that the owners have a professional house manual that explains everything about the house and the area.
Good Harbor Beach is right down the road, an easy walk. We enjoyed watching people with their dogs playing on the beach in the winter, from the warm house. On a cold winter day, the solar gain in the sunroom brought the temps up to a whooping 80 Degrees!! Between the ocean sounds, the ocean view, the sunrises and sunsets, not to mention a crackling fire in the fireplace, this house just can't be more wonderful!
We had a wonderful visit and the owner is just a delight to work with and a great communicator, arranging a last minute vacation for our family. We highly recommend this rental.
  • Submitted: Feb 7, 2014
  • Stayed: Jan 2014
  • Source: VRBO, from HomeAway
Recommended for:  Pet-friendly, Girls Getaway, Families with Teenagers, Romantic Getaway
Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County
Birmingham, MI

Salt Island Beauty

  • 5 of 5
I longed for a vacation spot where the sounds of the surf hitting the shore could be heard. What a gem! Four Winds is a wonderful home with spectacular views and outstanding location. The sun room along with the deck off the master bedroom were the two stellar highlights of Four Winds. What more can be said of a place which met all my expectations and more. Good Harbor Beach is a short walk. It is a nice sandy area which is worth exploring. Rockport is close by and the music theater is fabulous so be sure to check out the summer concert schedule. I hope to have the opportunity to stay at Four Winds again.
  • Submitted: Nov 15, 2012
  • Stayed: Jun 2012
  • Source: VRBO, from HomeAway
Recommended for:  Adventure Seekers, Sightseeing, Families with Teenagers, Romantic Getaway
Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County

Oh, that sunroom!

  • 5 of 5
We were 6 women (extended family) looking for the perfect spot for a winter weekend getaway - and we certainly found it here. We were lucky to have warm February weather, making walks on the nearby beach very enjoyable. Thanks to the fabulous sunroom, we could be warm and comfy and still feel like we were outdoors. At this time of year, you could watch both sunrise and sunset from the same room.

We had plenty of space and the location is gorgeous. Four Winds would be a wonderful place to be in the summer, too, no doubt! Then we'd settle in on the spacious deck above the sunroom.......aah.
  • Submitted: Feb 23, 2012
  • Stayed: Feb 2012
  • Source: HomeAway
Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County

Four Winds is a "forever" vacation spot

Four Winds is a "forever" vacation spot
  • 5 of 5
There is something magical about a home by the ocean, and this lovely "cottage" does not disappoint. Nestled close to the rocky coast, the views are majestic, overlooking Salt Island, Good Harbor Beach, and the Atlantic. We spent most of our time in the sun room addition, with its huge windows and fine assortment of comfortable furnishings. The kitchen was incredibly well-stocked, and, with linens included, we didn't have to bring anything else with us except personal items. The back yard is, as billed, a bit precipitous ... but the front yard and the deck off the master bedroom gave us all the outdoor space we needed. Erica is a thoughtful host, providing lots of local information, details about living in the house, and lots of extras, including binoculars to view the ever-changing sea and its creatures. Payments were easy and we received our deposit back without delay. My only fear in writing this review? I don't want anyone to know about this slice of paradise so I don't have to fight for reservations next time.
  • Submitted: Apr 6, 2010
  • Stayed: Mar 2010
  • Source: HomeAway
Recommended for:  Age 55+, Sightseeing, People with Disabilities, Romantic Getaway
Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County
Baldwin City, Ks

Want a relaxing vacation?

  • 5 of 5
My wife, two teenage daughters and I just spent a week the end of May '09 at Four Winds. The house was everything the owner said it was and more. Very clean and spacious with magnificent views. My wife enjoyed her coffee every morning on the deck taking in the beautiful view of the Atlantic and the sound of waves crashing onto the rocks below. The location was perfect for our day trips to Maine, New Hampshire, Vermont, Rhode Island, Plymouth and into Boston. The days we stayed at the house were relaxing with the local communities of Gloucester and Rockport a treasure to explore as well. The women loved the shops at the Rockport wharf and found some pretty good deals (shoes and clothes of course). If you want great lobster (prepared for you or for you to prepare) you've got to go to Roy Moore Lobster Co. also at the Rockport wharf. Friendly, very helpful service, good prices, excellent quality. You also have to try the ice cream at the Dairy Bar just about three blocks from the house. Fortunately (or unfortunately if you're diet conscious) you go past it every time you leave the house. But the price is right and the size of their servings is extremely generous. We will definitely rent this house again anytime we will be in the New England area and highly recommend it to any of you that might be considering a trip to this area. The owner was fantastic to work with - so nice and accomodating with all my questions by prompt email communications. I would echo the owner's warning about small children. If they are not well behaved or you're not watching them all the time, the trade off to this beautiful view is a sheer drop off just beyond the retaining wall.
  • Submitted: Jun 10, 2009
  • Stayed: May 2009
  • Source: HomeAway
Recommended for:  Age 55+, Girls Getaway, Sightseeing, Families with Teenagers, Romantic Getaway
Stunning views, wall-to-wall windows, 4BR oceanfront
Gloucester and Annisquam Merrimack Valley & Essex County
Hudson Valley, NY

Incredible vacation home with great ocean view!

  • 5 of 5
Our vacation in Gloucester was a splendid week, due mainly to this fabulous house. The house is situated on a quiet street, is clean, comfortable, charming, and has everything you need.

We were pleasantly surprised at how comfortable the beds, and other furniture is.

The view from the deck and from the large living room windows is breathtaking, you can see the ocean, just as far as the eye can see, and if that's not enough, there are binoculars. Lots of really cool bird activity to watch, too!

You will see lobstermen navigate their boats close to the shoreline to hoist up, unload and reset their lobster pots.

The house is only a few minutes drive time from the center of Gloucester were there are many excellent restaurants to choose from. There is super fresh seafood everywhere. Rockport is just a bit further, but still a nice drive. After dinner, make sure you save room for ice cream. There is an ice cream stand only a few blocks from the house. Ice cream lovers **DON'T** miss it!

The owners are honest and friendly to deal with, and this house delivers as advertised.

We look forward to vacationing at Four Winds again, and would recommend it to the most discriminating of travelers.
  • Submitted: Apr 5, 2009
  • Stayed: Jun 2008
  • Source: HomeAway
Recommended for:  Age 55+, Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, Families with Teenagers, Families with Young Children, Romantic Getaway


Activity and Interests

--Relax on one of two beaches in walking distance: Good Harbor Beach

or Long Beach. Wait for low tide and walk to an island!

--Walk to nearby local ice cream stand (amazing variety of fun


--Whale-watching, sea-kayaking


--Buy fresh lobster from fishermen and cook/eat at home (we provide

pots, cooking instructions, etc.)

--Dig for clams on beach, or explore the tidepools with the kids

--Shopping in adorable downtown area, both Gloucester and Rockport

--Lots of Sicilian pastry shops

--Take an easy bike ride along the shore roads, with views of local


--Visit nearby historical museums/sites or the Rocky Neck art colony

and see how the artists have painted Cape Ann's unique light.

Gloucester is a small fishing community (a lot of the taxi driver

are ex-fisherman!), beautifully situated along the Atlantic coast.


Rental rates


  • Nightly Rate: $250 - $250

    Weekly Rate: $1100 - $3400

    Monthly Rate: $0 - $0

  • $3400 per week in high season (July 1-Labor Day weekend)
    $1100 per week off season (Oct 1-May 15)
    Shoulder Season:
    $2200 per week in June,
    $1800 per week in Sept.
    Rates do not include $150 cleaning fee. $500 security
    deposit required.
    Note: Until confirmed, rates are subject to change without notice.
    Rents weekly, Saturday to Saturday. Exceptions only in off-season.
    Reservations accepted up to 1 year in advance.
Enter your travel dates
Updated: May 18, 2015


Property Type

  • house


  • Family
  • Romantic


  • pets considered

Location Type

  • Beach View


  • 2 Bathrooms
  • Bathroom 1
  • Bathroom 2


  • 4 Bedrooms, Sleeps 9
  • Bedroom 1
  • Bedroom 2
  • Bedroom 3
  • Bedroom 4


  • Amenities include: --Deck w/outdoor table and chairs --High speed wireless internet, cable TV, DVD player --Grill and patio furniture --Lobster pots, and lobster-eating apparatus --Beach towels, chairs, and beach toys --Beach-side spigot --Washer/dryer --Linens, towels & pillows --Full kitchen, w/coffee maker, toaster, pots and pans, and everything else

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