Entire home
Clean Waterfront Classic Cottage with Private Beach
Photo gallery for Clean Waterfront Classic Cottage with Private Beach





Reviews
9.8 out of 10
Exceptional
4 bedrooms 1 bathroom Sleeps 7
Popular amenities
Explore the area
Gloucester, MA
- Hammond Castle
- Good Harbor Beach9 min drive
- Wingaersheek Beach12 min drive
- Boston, MA (BOS-Logan Intl.)51 min drive
Rooms & beds
4 bedrooms (sleeps 7)
Downstairs Single
1 Single Bed
Upstairs Bunk #1
1 Single Bunk Bed
Upstairs Bunk #2
1 Single Bunk Bed
Upstairs Double
1 Double Bed
1 bathroom
Downstairs Bathroom
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Garden
Dining area
About this property
Clean Waterfront Classic Cottage with Private Beach
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 <1000 sq ft. The upstairs bedroom walls do not go to the ceiling and there is little overall privacy.
- 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 <1000 sq ft. The upstairs bedroom walls do not go to the ceiling and there is little overall privacy.
- 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.
Add dates for prices
Amenities
Kitchen
Pet-friendly
Free WiFi
Air conditioning
Laundry
Outdoor space
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
- Ocean view
- Kitchen
- Washer
- Dryer
9.8 out of 10, (37 reviews)
House Rules
Check in after 4:00 PM
Check out before 10:00 AM
Children
Adults only
Events
No events allowed
Pets
Pets allowed
Additional $50 cleaning fee applies.
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0254421070
About the area
Gloucester
Located in Gloucester, this holiday home is on the beach. The area's natural beauty can be seen at Good Harbor Beach and Wingaersheek Beach. Maritime Gloucester and Schooner Adventure are also worth visiting. Spend some time exploring the area's activities, including power boating, wildlife walks and whale watching.
Gloucester, MA
What's nearby
- Maritime Gloucester - 7 min drive - 5.3 km
- Capt Bill & Sons Whale Watch - 7 min drive - 5.3 km
- Half Moon Beach - 7 min drive - 5.3 km
- Good Harbor Beach - 9 min drive - 7.5 km
- Wingaersheek Beach - 12 min drive - 8.9 km
Getting around
Restaurants
- McDonald's - 6 min drive
- Starbucks - 7 min drive
- Dunkin' - 5 min drive
- George's Coffee Shop - 5 min drive
- Mile Marker One Restaurant - 7 min drive
Frequently asked questions
About the host
Your host

Tell us how we can improve our siteShare feedback