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Beautiful Oceanfront Home in Estate Setting in Gloucester, near Annisquam

Bedrooms 4
Space sq. ft.
Property type house
Minimum Stay 3 - 7 nights


About the property

House, 4 Bedrooms, 2 Baths, (Sleeps 9)

A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, with access to two private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door. This fully furnished, newly renovated home has four bedrooms, two full bathrooms, hardwood floors, central air conditioning, a large deck with magnificent water views, an outdoor shower and a large yard. Only 150 yards away from two private sandy beaches, this sunny bright house also has access to two tennis courts that overlook the ocean, a play and swing area and acres of land to explore--allowing for lots of fun and relaxation for all!

The house opens to an open plan living room with fifteen foot ceilings, a huge brick fireplace and cozy furnishings with a flat screen TV and dining area surrounded by glass patio doors that lead to a wraparound deck. The open kitchen has two separate sinks (great for more than one cook), granite counters and a breakfast bar. Two bedrooms are on this level: one master king with glorious views on the water side and a flat screen TV, and a second room with two twin beds, as well as a full deluxe bath. On the ground floor there are two twin bedded rooms, a full bath and laundry room, and a young adult/children's play area with full size Stiga ping pong table, a flat screen TV, and a door leading to the yard, two hanging swings, hammock and outdoor shower. The house has high speed internet access, three flat screen TVs, gas grill, charcoal grill, ping pong table and a fully appointed kitchen with every amenity. Tennis on private courts is available free of charge. Four new kayaks available for use as well: Ocean Kayak Malibu Two (two seater), Ocean Kayak Frenzy (single) & two Lifetime Wave Youth Kayak with paddles and life vests. Two brand new Wavestorm paddle boards available, too.

Last but not least, this contemporary home is part of a 50+ acre family estate that dates back to the 1860s. The house looks out onto Ipswich Bay and has great views of sunsets across the water as well as views of Crane's Beach, Plum Island, the New Hampshire coast and Mount Agamenticus Conservation Region in Maine. In addition to the private sandy beaches on the estate, the Gloucester area has many long sandy beaches to explore--some of which are great for surfing, skim boarding, scuba diving, snorkeling and nighttime fishing or stargazing. There are nearby quarries, including one in Halibut Point State Park, which makes for a great kayaking destination on calm days. Finally, downtown Gloucester and Rockport are close at hand with their many wonderful restaurants, boutiques, nautical history and antique stores.

The views and beauty of this oceanside estate are memorable and extraordinary, and difficult to capture in words. It is a place to rebuild, refresh and discover deep pleasure among the flora, fauna and surrounding oceanic habitat. Just a peaceful paradise, and never a dull moment.

More Details

Member since: 2012
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
March 28, 2017

About Karen

We are extremely customer-driven owners and will always strive to make your stay at our home comfortable, peaceful and carefree.

Karen purchased this house in 1995

Why Karen chose Merrimack Valley & Essex County

Our location has an incredible and intimate yet panoramic view of Ipswich Bay. The setting of our contemporary home is very private although it is part of a large family estate (complete with rocky shoreline, woods, fields and nature trails), which dates back to the 1860s.

Gloucester is known for its beautiful ocean views, artist colonies, quaint villages and local shopping. There are many restaurants, galleries, museums, shops and bakeries to explore along with whale watches, hiking, boating and swimming. In addition, Gloucester is only an hour train ride to the sophisticated city life of Boston and all that it offers. It is easily accessible to other historic New England locales...Rockport, Portsmouth, Kennebunkport, Portland and the Casco Bay Islands, Ogunquit, Acadia National Park, Newburyport/Plum Island, the Mystic Seaport, the Cog Railway, Kancamagus Highway, Stowe, the National Seashore Park on Cape Cod, Provincetown, Providence, etc. Finally, Gloucester is not a sleepy summer resort town; its scenic beauty, active fishing industry and renowned arts community are always humming beneath the surface which makes for a vibrant, eclectic and memorable experience any time of year.

What makes this house unique

We strive to always keep things ship-shape, comfortable and in great working order. We do our best to provide lots of pleasant diversions such as kayaks, paddle boards, beach chairs, umbrellas, beach and yard games, books and board games, every kitchen utensil possibly needed for a joyous gastronomic experience, alongside all the major modern conveniences.

Our house is well set up for active people, with two adult kayaks, two child kayaks, two paddle boards, plus many coves and much coastline to discover. The two private beaches are a three minute walk from our door with super easy access for all. One beach has lots of white sand and many areas to investigate, and the other beach is a tidal flat with warm water, perfect for lounging. There are acres of land around the 50+ acre estate which is dotted with houses, a swing set and play area, two tennis courts overlooking the ocean and lots of vantage points to explore, including a pier and an outer island attached by a granite causeway with lots of grassy, beachside trails. We have found that most everyone is delighted with the surroundings because of the openness of the land with its oceanside trails and the tremendous natural beauty it affords, allowing for peace and quiet and as much recreation as desired.


Gloucester House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Max. occupancy 9
  • non smoking only
  • pets not allowed
  • children welcome
Location Type:
  • Beach View
  • Beachfront
  • Ocean View
  • Oceanfront
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Covered Parking
  • Fireplace
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wood Fireplace
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Upstairs bathroom has a walk-in glass-enclosed shower with luxury shower fittings.
  • 4 Bedrooms, Sleeps 9
  • Bedroom 1 - 1 king , Master Bedroom with water view; full bath outside door.
    Bedroom 2 - 2 twin/ single , Next to Master Bedroom; full bath outside door.
    Bedroom 4 - 2 twin/ single , Downstairs next to Bedroom 3; full bath outside door.
    Bedroom 3 - 3 twin/ single , Downstairs w/ water view; rollaway twin; bath outside door.
  • King size bed (1), Twin or Single Beds (6), Baby Crib (1) + Rollaway Twin Bed (1). All twin beds can be pushed together easily to make a king bed.
  • Books
  • CD Player
  • DVD Player
  • Game Room
  • Games
  • Ping Pong Table
  • Satellite / Cable
  • Stereo
  • Television ...
  • Toys
  • VCR
  • Deck / Patio
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Tennis ...
  • Water Sports Gear ...
  • 10 garden chairs
  • 4 beach chairs
  • Long-term Renters Welcome
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • sledding
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • pier fishing
  • racquetball
  • rock climbing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Exceptional! 5/5 -
(17 traveler reviews)

Beautiful Oceanfront Home in Estate Setting in Gloucester, near Annisquam
average rating of 5.0 based on 17 reviews
Milton, MA

Everything you could ever want!!

  • 5 of 5

My husband and I, along with our daughters (almost 10 and 6 1/2), just spent the most fabulous week vacationing in this home! While our family is only 4, and the house sleeps 8, we were able to have a balanced week of family and friends visiting or felt perfectly comfortable just being a foursome.

The amenities within the house are beyond comparison. The fully stocked kitchen (gorgeous place settings and serving pieces, french press and regular coffee maker, high-end pans/pots, new grill, etc...) was perfect for my chef husband and brother-in-law to make amazing meals for us while we sat in beautiful indoor or outdoor dining settings, overlooking a phenomenal sunset! The views were indescribable! We also had a movie night in the living room that had the most comfortable couches.

The beds were also very comfortable; had high-quality sheeting, and down-comforters. I loved that there was an extra door between our daughters bedroom and the living room so we could get them to bed without closing their bedroom door.

And all that I've described is nothing when you start to talk about the two beaches, kayaks, and paddleboards. We had so much fun! The beaches were fully of discovery as well...horseshoe crabs, sea urchins, sea glass, and lots of little hermit crabs...hours were spent climbing the rocks. Each day the girls became more daring. And even going down to the beach, beyond using my own beach cart, there were new beach chairs, towels, sand toys, and a beach umbrella.

Then, when we would would come home in the afternoon, there were the perfect toys. Not only was there ping pong, but we played some old-fashioned board games (Life was a big hit) and Twister. The outdoor swings were a big hit too among the adults to sit and relax.

I could continue to gush...My family and I cannot wait to go back! Thank-you to Karen for thinking of everything!

  • Submitted: Sep 6, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Perfect spot for family time

  • 5 of 5

We spent a fabulous week at this home with our three young children in mid-June. The house is clean, comfortable, updated, and by far the best-stocked of any home we have rented in terms of kitchen supplies, books and toys, and beach/water equipment. The house was perfect for our family of five, with ample room to spread out, indoors and out. We fell in love with the calm sandy beach, just a few minutes walk away, and were thrilled with the quiet, private setting. The kids also adored bunny spotting each day in the yard! Karen was extremely nice and efficient to communicate with, and we will be returning to this home next summer -- the first rental we have ever returned to! I would recommend this property without hesitation.

  • Submitted: Sep 3, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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1 0

Fun filled vacation week

  • 5 of 5

This was our first stay at the estate home vacationing a week in August, 2016. The house and the setting proved better than we even imagined. The beautiful views of the ocean, rocks and marsh from the expansive deck was so relaxing. The sunsets were stunning and a night of meteor showers were enjoyed by all. The home was clean and very well maintained. The air conditioning was a relief on a few of the days of high and humid temperatures. The living and dining/kitchen area is open, airy and perfect for visiting for our three-generation family. The game room was great for individual play with lots of blocks and toys and the ping pong table provided numerous hours of competitive rounds. The variety and interest of books was a huge hit for all, certainly for the grandchildren. The yard easily accommodated whiffle ball and other outdoor games. The playground and tennis court was an adventure with something of interest for everyone. We took numerous short walks to the beach morning, afternoon and evening. The grandkids loved searching for crabs and other sea creatures. The waves were a perfect size for younger children. For the adults, the water was wonderful for doing laps, floating and chilling in the water. Climbing the rocks and jumping off the dock provided endless entertainment. Everyone enjoyed the kayaks, most their first experience. Many thanks to the owners. Family memories are precious and we're planning on returning to this gem of a vacation home for many years to come.

  • Submitted: Aug 25, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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1 0

Beautiful location, owner's very responsive

  • 5 of 5

This is a magical spot with great ocean views and very short walk to a private beach. The owner's were very responsive to questions and requests. The house was clean and bright. We would recommend this property to friends and relatives.

The sunsets were spectacular!

The house is equidistant from Rockport and Gloucester which makes it easy to check out the restaurants and other sites.

  • Submitted: Aug 6, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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1 0

Favorite Summer Place

  • 5 of 5

My family has many wonderful memories in this Annisquam home over the span of 18 years. We have celebrated birthdays, a special anniversary and christenings in this wonderful home. My children, ages 16,14 and 12 have known this home all their lives and they are excited each year to return. They love the private estate property to explore. There are two separate private beaches that offer entertainment for hours on end. The natural rocks are great for climbing and exploring. They love to search for crabs, sand dollars, muscles and lobsters. The owners provide beach towels, chairs and kayaks. The kayaks are a huge hit!

The house is beautiful inside and out. It's comfortable and clean and very well equipped.

The views and sunsets are spectacular from the spacious deck.

The owners are very friendly and available to help in any way.

It's a short drive to Rockport to shop, eat or buy taffy at Tuck's. Gloucester Center and Rocky Neck offer shops and restaurants too.

We look forward to many more years of summertime in Annisquam!

  • Submitted: Nov 7, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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1 0
Northern California

Spacious property, beautiful views, private beach - perfect family vacation!

  • 5 of 5

This home is exactly as pictured and described, located in a safe, private compound, with a private beach. It is clean, updated and well maintained. Perfect for a large family, especially with small children. My kids loved the ping pong table and the many board games - they did not even use the tv! The beach is an easy, short walk for all ages and the beach cove was calm and uncrowded. We enjoyed it daily. The kitchen is large, well stocked and beautiful, and the deck has truly amazing sunset views of the ocean, with lots of comfortable seating. Having a yard, A/C, bbq, washer/dryer, beach chairs, outdoor shower, etc. made our stay carefree. This is not a party house - it is in a quiet neighborhood and many of the other residents were longtime owners. Exceptionally peaceful way to enjoy family time in Gloucester. Karen was very responsive and helpful, before, during and after our stay!

  • Submitted: Sep 10, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Rates & Availability

Gloucester House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Pre-Summer 2017
Mar 31 2017 - May 25 2017
3 night minimum stay
Summer 2017
May 26 2017 - Sep 9 2017
7 night minimum stay
Early Fall 2017
Sep 10 2017 - Nov 25 2017
3 night minimum stay
Fall/Winter 2017/2018
Nov 26 2017 - Dec 26 2017
3 night minimum stay
Winter/Early Spring 2018
Jan 2 2018 - Mar 30 2018
3 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $500

Our home is not available for weddings, receptions, after wedding parties or large functions.

We do not allow pets (or smoking) since some members of our family have severe allergies.

Labor Day rental is always a 9-day minimum.

Special rates are available for long-term winter rentals; please contact owner for details.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund
Enter dates for accurate pricing


Nearest Airport
37 Miles
Logan International Airport (BOS), Boston, MA
Nearest Barpub
4 Miles
Gloucester, MA
Nearest Ferry
37 Miles
60 Rowes Wharf, Boston, MA
Nearest Golf
7 Miles
Rockport Golf Club, Country Club Rd, Rockport, MA
Nearest Train
4 Miles
75 Railroad Avenue, Gloucester, MA
Nearest Motorway
3.5 Miles
Route 128
Nearest Restaurant
0.7 Miles
Annisquam location
Nearest Ski
90 Miles
Pats Peak, Henniker, NH
Nearest Beach
120 Metres
Two private beaches
Car: recommended


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