House in Gloucester, MA
11 guests · 4 bedrooms · 2 baths
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
Top-tier experienceA high end property in this area
About this house rental
This charming shingled house, built in 1917 and respectfully renovated in recent years, sits atop a rocky hill overlooking picturesque Diamond Cove, in Annisquam. The house has postcard seascape views of Ipswich Bay from both porches and from every room in the house. Guests enjoy beach privileges and swimming in Diamond Cove (short walk from the porch) and at nearby Squam Rock Beach, a 10 minute walk down quiet residential streets. Annisquam Village center is within walking and biking distance.
Please note: this house may not be appropriate for folks with mobility issues or difficulty with stairs, as a walk from the parking area up a gentle, rustic hill and porch stairs is required; both bathrooms and bedrooms are on the second floor. The breathtaking scenery makes it worthwhile.
Outdoor parking for 5 vehicles is provided.
The rental week is Saturday-to-Saturday only - no exceptions!
Rental is for private residential, noncommercial use only.
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.
Please note: this house may not be appropriate for folks with mobility issues or difficulty with stairs, as a walk from the parking area up a gentle, rustic hill and porch stairs is required; both bathrooms and bedrooms are on the second floor. The breathtaking scenery makes it worthwhile.
Outdoor parking for 5 vehicles is provided.
The rental week is Saturday-to-Saturday only - no exceptions!
Rental is for private residential, noncommercial use only.
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.
Amenities
Free Parking
Air conditioning
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Hot tub/Jacuzzi
Parking Available
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Patio
Garden
Kettle
Oven
Stove
Laundry services
Fireplace
Bath or shower
Outdoor Cooking
Sofa bed
Ironing facilities
Towels
Linens
Dining table
Hairdryer
Map of Gloucester, MA
Ratings and reviews
Summary of reviewsBeautiful views, comfortable rooms, well-stocked kitchen, and friendly neighborhood. Perfect for family gatherings!
10 / 10Outstanding·Jul 2026
This is a nice property in a quiet neighborhood with plenty of room. We traveled with 11 people and never felt crowded. Property is on top of a hill so you’ll get some exercise coming and going, but the views alone are worth the effort. Every sunset was an event!The nearby sandy beach is worth the 10 minute walk. The rocky beach which is very close by was not so useful to us but the park bench above it was a nice place to sit and enjoy the views while walking the dogs. Pet friendly. House was clean, beds comfortable, 2 bathrooms one with a shower, one with a hot tub/shower. Kitchen is well stocked with pots pans utensils etc. tv on first and second floor. WiFi access. Large gas grill on porch as well as lots of porch furniture and a hammock. Air conditioning kept the place comfortable. There is a gas fireplace which we did not use but would be nice for a fall visit. Laundry facilities on the second floor. 10-15 min drive to stores, Good Harbor, Long Beach Gloucester. Communication with host was excellent. Would recommend this property.
10 / 10Outstanding·Jul 2026
Wonderful house with everything we needed! Highly recommend, we would stay again in a blink. Loved the view from the porch, the kitchen was fantastic, the beds so comfortable. It was the perfect place for our family.
10 / 10Outstanding·Jul 2026
This home was delightful- a huge wraparound covered porch from which to view the sunset, another deck on which to eat dinner outside, views from everywhere, and in a great neighborhood for walking. It was outfitted with most everything you'd need. we were able to watch fireworks from both sides of the house without ever leaving home!
6 / 10Average·Aug 2025
Great location, view and wonderful old beachhouse. the climb up was brutal - I definitely got my steps in!! It would have been nice if the house was less cluttered. So many trinkets and Knick knacks made it a bit claustrophobic. The kitchen woujd be so lovely if you cleaned it out and put back 1/4 of the stuff. Master bedroom was amazing! I gave our stay three stars because it was very dirty. The kitchen sink drains were slimy and disgusting and we arrived to a large bouquet of almost dead flowers. I’m highly allergic to flowers as is one of the other guests. It made for an uncomfortable couple of days until the pollen dissipated. I encourage you to perhaps pay closer attention to the job your cleaner is doing. It’s a lovely old home but does need some love and attention.
$$$$
Top rated by guests
9.6Outstanding
(47 Ratings)
Beautiful views, comfortable rooms, well-stocked kitchen, and friendly neighborhood. Perfect for family gatherings!
From real guest reviews summarized by AIDon't miss out! Price and availability may change
