You're never far from where you need to be with this convenient location.
4 bedrooms2 bathroomsSleeps 11
Popular amenities
Hot tub on site
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Gloucester, MA
Plum Cove Beach
Place, Plum Cove Beach
4 min drive
Good Harbor Beach
Place, Good Harbor Beach
13 min drive
Wingaersheek Beach
Place, Wingaersheek Beach
17 min drive
Boston, MA (BOS-Logan Intl.)
Airport, Boston, MA (BOS-Logan Intl.)
66 min drive
Rooms & beds
4 bedrooms (sleeps 11)
Captain's Room
1 Queen Bed
Master
1 King Bed and 1 Double Futon
Pineapple Room
1 King Bed
Twin Room
2 Single Beds
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet · Jetted bathtub
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
About this property
Cape Ann, Annisquam panoramic ocean views from every room.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
Gloucester
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
We do not provide infant equipment or high chairs.
default
Events
No events allowed
No parties with more than 25 guests.
default
Pets
Pets allowed
Pre-approval required.
default
Smoking
Smoking is not permitted
No smoking in the house or on the property.
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Failure to complete these may result in a negative review from the host.
Quiet Time
Our homeowner association asks that our renters refrain from making loud noises after 9:00pm and before 8:00am
Important information
You need to know
Property Registration Number C1927699302
Property # 134469
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Note from host: No parties with more than 25 guests.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Gloucester
Located in Gloucester, this holiday home is near the beach. The area's natural beauty can be seen at Good Harbor Beach and Cape Ann. Maritime Gloucester and Schooner Adventure are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
Beverly, MA (BVY-Beverly Municipal) - 25 min drive
Restaurants
Dunkin' - 8 min drive
McDonald's - 8 min drive
Dunkin' - 10 min drive
Starbucks - 10 min drive
Chipotle Mexican Grill - 9 min drive
Frequently asked questions
Is Cape Ann, Annisquam panoramic ocean views from every room. pet-friendly?
Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Cape Ann, Annisquam panoramic ocean views from every room.?
As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Cape Ann, Annisquam panoramic ocean views from every room. on 9 Nov 2026 start from £4,319, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Cape Ann, Annisquam panoramic ocean views from every room.?
On-site parking is available at the property.
What time is check-in at Cape Ann, Annisquam panoramic ocean views from every room.?
Check-in begins at 4:00 PM.
What time is check-out at Cape Ann, Annisquam panoramic ocean views from every room.?
Checkout is at 9:00 AM.
Where is Cape Ann, Annisquam panoramic ocean views from every room. located?
Situated by the sea, this holiday home is within 3 miles (5 km) of Plum Cove Beach, Dogtown and Halibut Point Reservation. Paper House is 3 mi (4.8 km) away.