Entire home

Cape Ann, Annisquam panoramic ocean views from every room.

Photo gallery for Cape Ann, Annisquam panoramic ocean views from every room.

Interior
Property grounds
Exterior
4 bedrooms, iron/ironing board, WiFi, bed sheets
TV, fireplace, DVD player, books
Reviews
9.6

Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 111700 sq ft

Popular amenities

  • Hot tubHot tubHot tub
  • DryerDryerDryer
  • FireplaceFireplaceFireplace
  • WasherWasherWasher
  • Barbecue grillBarbecue grillBarbecue grill
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Gloucester, MA
  • Popular LocationHalf Moon Beach13 min drive
  • Popular LocationGood Harbor Beach14 min drive
  • Popular LocationWingaersheek Beach16 min drive
  • AirportBoston, MA (BNH-Boston Harbor Seaplane Base)49 min drive

Most relevant reviews

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

John T. Gurley

Languages

English

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Spa tub

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car recommended
  • Limited onsite parking (max 5 spaces)

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Jetted bathtub
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property
  • Note from host: No smoking in the house or on the property.

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Whale watching nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • 1 unit
  • Garden
  • Unit size: 1,700 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 9:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: Pre-approval required.

Children and extra beds

Children are welcome
Note from host: We do not provide infant equipment or high chairs.

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
Onsite 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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C1927699302

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Cape Ann Annisquam Panoramic Ocean Views From Every Room
Cape Ann Annisquam panoramic ocean views from every room.

About the area

Gloucester

Located in Gloucester, this vacation 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 hiking/biking trails and cycling.

What's nearby

  • Plum Cove Beach - 3 min drive
  • Hammond Castle - 12 min drive
  • Half Moon Beach - 13 min drive
  • Good Harbor Beach - 14 min drive
  • Wingaersheek Beach - 16 min drive

Getting around

  • Gloucester Station - 8 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 25 min drive

Restaurants

  • Starbucks - 9 min drive
  • McDonald's - 8 min drive
  • Dunkin' - 10 min drive
  • Dunkin' - 8 min drive
  • Brothers Brew Coffee Shop - 11 min drive

Frequently asked questions

Is Cape Ann, Annisquam panoramic ocean views from every room. pet-friendly?

Yes, pets are allowed at this 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.?

Check-out is at 9:00 AM.

Where is Cape Ann, Annisquam panoramic ocean views from every room. located?

Situated by the sea, this vacation home is within 3 mi (5 km) of Plum Cove Beach, Dogtown, and Paper House. Halibut Point Reservation is 3 mi (4.8 km) away.

Reviews

9.6

Exceptional

Rating 10 - Excellent. 34 out of 41 reviews" "
Rating 8 - Good. 6 out of 41 reviews" "
Rating 6 - Okay. 0 out of 41 reviews" "
Rating 4 - Poor. 1 out of 41 reviews" "
Rating 2 - Terrible. 0 out of 41 reviews" "

9.0/10

Cleanliness

Reviews

10/10 Excellent

Polly C.

Liked: Cleanliness
Diamond by the Sea Annisquam
A rustic and charming cottage, high on the rocks with beautiful views. Cottage was clean. Beds were comfortable. Kitchen totally adequate. Location was perfect! Walkable neighborhood for grandkids and dog. Hodgkin's Cove Beach/Davis Neck & Lighthouse Beach were enjoyed. Breakfast deck for the sunrise and Porch for the sunset were amazing! The walk up the hill to the cottage was exercise indeed, but so worth the view when you got there. Be ready for some wind off of the ocean! Communication with the hosts was delightful. Thank you to John, Cally & Family for opening up your Diamond by the Sea. We hope to return!
Stayed 7 nights in Apr 2024

10/10 Excellent

Susan B.

Liked: Cleanliness
A Gem of a Place
A comfortable, roomy house with a spectacular view of the bay! We are return renters and feel lucky to be in such a friendly, quiet community close to so many fine restaurants and such superb entertainment, like Rockport Music Shalin Liu Performance Center. This house is a true gem.
Stayed 7 nights in Jul 2023

10/10 Excellent

Peter L.

Liked: Cleanliness
Five Diamond
Five Diamond lived up to its billing. Great cottage on an incredible site. Will be back next year.
Stayed 21 nights in Aug 2022

8/10 Good

Susan B.

Divine location and views
A wonderful, casual, sprawling "beachfront" house in Annisquam with extraordinary breezes and views. While the kitchen is sub-par and needs a through cleaning, the location and roominess more than compensate. We will return!
Stayed 7 nights in Jul 2022

10/10 Excellent

Damon P.

Liked: Cleanliness
Great Place!
Great place in a quiet, scenic neighborhood. Loved the decks - very relaxing! Its an old house for sure, but with tons of character, and has all the amenities you would want. We loved how it was decorated. Definitely recommend.
Stayed 7 nights in May 2022

10/10 Excellent

Tonya E.

Liked: Cleanliness
Amazing panoramic views!
Wonderful place for our family to gather! Beautiful views and walking distance to the ocean!!
Stayed 7 nights in Oct 2021

10/10 Excellent

Reeah D., new york, usa

Liked: Cleanliness
Beautiful location and home
The home and the location are beautiful. We enjoyed our stay immensely.
Stayed 7 nights in Sep 2021

10/10 Excellent

James H.

Liked: Cleanliness
xxx
Great views once you are able to climb the mountain from your car
Stayed 7 nights in Sep 2021

10/10 Excellent

Donald B., Milton, MA USA

Liked: Cleanliness
Good times in Annisquam
Beautiful views of Ipswich Bay, in a friendly and quiet Annisquam neighborhood. About a 12 minute walk to a Sandy beach, but an easy drive to Plum Cove, where you can drop off at a Town Beach. We had to adjust to not having a first floor bathroom, and stairs to the house are steep for the very young. We stayed the week prior to Labor Day, and never turned on the AC. The Kitchen is spacious and well stocked.
Stayed 7 nights in Aug 2021

10/10 Excellent

Sandra A.

Liked: Cleanliness
Wonderful post COVID family reunion.
I booked this special house during the trauma of COVID with the hopeful expectation that everyone would be vaccinated. And they were! When I was searching for a place large enough for 11 people, the house in Anisquam appeared and had one week available. The 4th of July was part of it. That night was magical - we had an expansive view of fireworks all along the coastline from 9pm until midnight. The house was a joy to be in from start to finish even though we arrived in the pouring rain. Each day proved different, a roller coaster ride of clouds one day, bright sun and a heat wave another day, and a hurricane on our last full day. We used the gas fireplace a few times and the AC at other times. The best was when we could just open all the windows and sit on the great porch and look at the sea and sky. For those who like to swim, Squam Rock Beach is a sandy expanse of clear water, perfect for families with children. The fun challenge is finding it. My greatest pleasure was being surrounded by all my family and to witness their pleasure with the house and the area. They loved the experience as did I. PS. There is enough space in the house and on the grounds to get away from everyone if you need some moments alone.
Stayed 7 nights in Jul 2021