House in Gloucester, MA
7 guests · 4 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
Location x3! This classic, cozy, waterfront cottage that sits on a private beach overlooking the Annisquam River in Gloucester, MA (45 min drive north of Boston). Nine foot tides provide for a dynamic scenery and activities with a back drop of marshes, Wingaersheek beach, and the quaint seaside village of Annisquam. At low tide, the beach is immediately accessible via a staircase and walkway. At high tide, water rises all the way under the house. All this can be experienced on a full wrap-around deck with a screened in porch and ample seating for dining, sunbathing, and lounging.
The home itself is a former duck hunting cottage sitting waterside atop stilts. The interior has a vintage feel with wood, bright colors, and ample natural light throughout. Provided are all the necessities for your perfect New England vacation - beach chairs, beach towels, and more. High tide water reaches under the deck with a parade of boats, beaches, and crystal clear blue water in full view. Beach, fish, swim, float, unwind, and have fun!
Our family has rented our home to countless families, couples, and travelers for many summer seasons. Here is what past guests have had to say:
"This seaside cottage is pure magic. It is everything it appears to be in the photos, is super comfortable, and with an amazing location right on the water where boats pass and birds fish and the air is fresh. We had a memorable happy time here with our young boys and their grandparents. Totally hope to come back, and definitely recommend to people seeking quiet comfort by the seashore." - Stephanie
“Jean’s place is awesome! The location/view is incredible. Sitting on the porch, sipping coffee in the mornings and wine in the evening was so relaxing. Was able to go kayaking in the Harbor out front. The house is adorable and perfectly furnished. You won't be disappointed! Thanks Jean.” - Mike
"Our family loved our stay at Jean’s place. The home is unique, charming and everything you’d expect from the photos. The views from the porch are tranquil and will consume your whole day! Jean was a fabulous host and very much made us feel at home. Gloucester is a great little town... make sure you also get to Rockport! 5 out of 5 and would recommend it for couples and families!" - Bill
Seasonally, the peak summer months are July and August when the sun is out and the weather trends around 80. June and September often are equally as beautiful but have a higher chance of colder/rainy weather. May and October can be on the cooler side, but are when the house is most cozy with the heat and fire place on.
Children are welcome, but must be vigilantly watched at all times due to the house’s waterfront location. Pets are family too and are welcome for an additional $100 fee (for cleaning service), provided they are well trained and are good with other dogs as there are many in the neighborhood. Coming by boat? We can accommodate vessels up to 15 feet on our half tide mooring or otherwise refer you to a mooring with the local yacht club.
For activities, Cape Ann is a top summer destination with a variety of dining, outdoors, and sightseeing options. The closest major beaches are Wingaersheek and Good Harbor. We are also happy to recommend to you our favorite spots around town.
THIS HOUSE IS NOT FOR EVERYONE. Please note the following if you are going to book:
- This is an old house without creature comforts (no AC, dishwasher, laundry, only one bathroom).
- It is - As with being near a beach/marsh in any New England town, there are greenhead flies and midges/gnats outdoors
- It can get hot in the summer. With an ocean breeze it tends to be ~10 degrees cooler than the mainland. There are tons of windows and fans for circulation. The ocean is steps away for a nice dip. But if you can't sleep with all the windows open or without AC, please do not book with us.
The home itself is a former duck hunting cottage sitting waterside atop stilts. The interior has a vintage feel with wood, bright colors, and ample natural light throughout. Provided are all the necessities for your perfect New England vacation - beach chairs, beach towels, and more. High tide water reaches under the deck with a parade of boats, beaches, and crystal clear blue water in full view. Beach, fish, swim, float, unwind, and have fun!
Our family has rented our home to countless families, couples, and travelers for many summer seasons. Here is what past guests have had to say:
"This seaside cottage is pure magic. It is everything it appears to be in the photos, is super comfortable, and with an amazing location right on the water where boats pass and birds fish and the air is fresh. We had a memorable happy time here with our young boys and their grandparents. Totally hope to come back, and definitely recommend to people seeking quiet comfort by the seashore." - Stephanie
“Jean’s place is awesome! The location/view is incredible. Sitting on the porch, sipping coffee in the mornings and wine in the evening was so relaxing. Was able to go kayaking in the Harbor out front. The house is adorable and perfectly furnished. You won't be disappointed! Thanks Jean.” - Mike
"Our family loved our stay at Jean’s place. The home is unique, charming and everything you’d expect from the photos. The views from the porch are tranquil and will consume your whole day! Jean was a fabulous host and very much made us feel at home. Gloucester is a great little town... make sure you also get to Rockport! 5 out of 5 and would recommend it for couples and families!" - Bill
Seasonally, the peak summer months are July and August when the sun is out and the weather trends around 80. June and September often are equally as beautiful but have a higher chance of colder/rainy weather. May and October can be on the cooler side, but are when the house is most cozy with the heat and fire place on.
Children are welcome, but must be vigilantly watched at all times due to the house’s waterfront location. Pets are family too and are welcome for an additional $100 fee (for cleaning service), provided they are well trained and are good with other dogs as there are many in the neighborhood. Coming by boat? We can accommodate vessels up to 15 feet on our half tide mooring or otherwise refer you to a mooring with the local yacht club.
For activities, Cape Ann is a top summer destination with a variety of dining, outdoors, and sightseeing options. The closest major beaches are Wingaersheek and Good Harbor. We are also happy to recommend to you our favorite spots around town.
THIS HOUSE IS NOT FOR EVERYONE. Please note the following if you are going to book:
- This is an old house without creature comforts (no AC, dishwasher, laundry, only one bathroom).
- It is - As with being near a beach/marsh in any New England town, there are greenhead flies and midges/gnats outdoors
- It can get hot in the summer. With an ocean breeze it tends to be ~10 degrees cooler than the mainland. There are tons of windows and fans for circulation. The ocean is steps away for a nice dip. But if you can't sleep with all the windows open or without AC, please do not book with us.
Amenities at Clean Waterfront Classic Cottage with Private Beach
Non-smoking
Pets allowed
Map of Gloucester, MA
Ratings and reviews
10 / 10Outstanding·Sep 2025
We arrived at the cottage as the sun was setting and found the scene from the front porch to be beautiful and peaceful. The cottage is very well and accurately described in its VRBO listing. This is a comfortably furnished quaint but small space, not for everyone, but if your vacation objective includes decompressing and simply chilling-out for extended periods of time we would highly recommend it. Following our first full day of witnessing the dramatic tidal change, the point of our 10-day trip quickly became not to leave this little point of land on the Annisquam River. To that end deliveries from Whole Foods, Sebastian’s pizza, take out from Lobsta Land and steamed lobsters from Market Basket helped us achieve our objective. A day trip to Rockport, a great whale watching venture and long walks on nearby Wingaersheek Beach accounted for our departures from the cottage. Jean and Austen were excellent hosts who made us feel most welcome and were always available to answer any questions.
10 / 10Outstanding·Aug 2025
It was fabulous waking up each morning to the gentle sounds of waves! Location was great with easy access to other day trip events.
10 / 10Outstanding·Aug 2025
Fourth times a charm! Perfect location, charming house and ideal week. So appreciate the quick communication and comfort of this place. Booked already for next year
6 / 10Average·Sep 2021
Lovely view from porch. Can hear Wingaersheek ocean waves on quiet early morning. Austen very responsive and helpful.
Very cramped quarters, steep stairs, stubborn latches/key--not suitable for seniors.
Cleanliness did not meet expectations; e.g., cellophane wrappers, candy and dirt between downstairs bed and wall.
The jewel is the view.
$$$$
Top rated by guests
9.7Outstanding
(26 Ratings)
"We arrived at the cottage as the sun was setting and found the scene from the front porch to be beautiful and peaceful. The cottage is very well and accurately described in its VRBO listing. This is a..."
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