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Beautiful Oceanfront Home in Estate Setting, Gloucester

Photo gallery for Beautiful Oceanfront Home in Estate Setting, Gloucester

Great Room
Great Room (Another View)
Great Room leading to Stairs
Dining Area
Autumn Meal

Reviews

10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 92500 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Kitchen

Explore the area

Map
Gloucester, MA
  • Cape Ann
    ‪13 min drive‬
  • Good Harbor Beach
    ‪18 min drive‬
  • Wingaersheek Beach
    ‪21 min drive‬
  • Beverly, MA (BVY-Beverly Municipal)
    ‪25 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

Bedroom 3

3 Twin Beds

Bedroom 4

2 Twin Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Beautiful Oceanfront Home in Estate Setting, Gloucester

A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, with access to two private sandy beaches, 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 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, fire pit, 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. Four 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.

Property manager

Karen
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
All travelers are required to state group information and reason for stay.

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number C0122771070

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Gloucester

Located in Gloucester, this vacation home is on the beach. The area's natural beauty can be seen at Good Harbor Beach and Cape Ann. Traveling with kids? Consider Maritime Gloucester and Schooner Adventure. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Map
Gloucester, MA

What's nearby

  • Halibut Point State Park - 5 min drive - 4.7 km
  • Shalin Liu Performance Center - 10 min drive - 9.9 km
  • Cape Ann - 13 min drive - 11.5 km
  • Good Harbor Beach - 18 min drive - 9.9 km
  • Wingaersheek Beach - 21 min drive - 12.6 km

Getting around

  • West Gloucester Station - 11 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 25 min drive

Restaurants

  • ‪Starbucks - ‬9 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Holy Cow Ice Cream Café - ‬8 min drive
  • ‪George's Coffee Shop - ‬7 min drive
  • ‪Fish Shack Restaurant - ‬10 min drive

Frequently asked questions

Is Beautiful Oceanfront Home in Estate Setting, Gloucester pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Beautiful Oceanfront Home in Estate Setting, Gloucester?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful Oceanfront Home in Estate Setting, Gloucester?

Check-out is at 10:00 AM.

Where is Beautiful Oceanfront Home in Estate Setting, Gloucester located?

Nestled on the beach, this Gloucester vacation home is within 3 mi (5 km) of Plum Cove Beach, Halibut Point Reservation, and Paper House. Good Harbor Beach and Pavilion Beach are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 56 out of 56 reviews
Rating 8 - Good. 0 out of 56 reviews
Rating 6 - Okay. 0 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Tracey G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heaven

So very welcoming for kids of all ages but especially ones! Plenty of toys and games for both little and big kids: Legos, board games and kayaks (sm, med and larger) to name a few. We’ll be coming back for our 5th or 6th time in August 2025!
Stayed 7 nights in Aug 2024

10/10 Excellent

Doreen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another year, another fabulous vacation

We have been annual renters at this property for several years now, and once again my family and I had a fabulous stay. We enjoyed several sunny beach days and two rainy days. The house is equipped with everything you could possibly need for both types of weather. It has a variety of indoor and outdoor games and beach supplies, including chairs, umbrellas, and kayaks. My husband is the chef of the family, so he appreciates the well-stocked kitchen; he only packs his knives and spices when we vacation here. New this year was more comfortable outdoor seating. A curved couch on the deck provided a cozy spot for reading and birdwatching, while the table seating and swinging hammock and chairs under the deck offered a shady spot to enjoy the ocean breezes. This house has become our annual family getaway, and we plan on returning next year to create more wonderful memories.
Stayed 7 nights in Jul 2024

10/10 Excellent

Brian T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great visit to Gloucester

Very nice property on the west side of Gloucester with ocean view and glorious sunsets. The house was great for 4 of us (2 adults, 2 kids 4 and 7). Air conditioning worked great and kept us cool. All the appliances worked great including laundry and dishwasher and fridge/freezer. I love having a toaster oven! We used the kayaks and paddleboards on the water. Overall a great house and we would come back for sure.
Stayed 7 nights in Jun 2024

10/10 Excellent

Peggy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything A Vacation House Should Be

Each year as a family we gather for a week of summer vacation together. This year we hit the jackpot! Highlights of this beautiful rental include: magnificent water views, sunsets, a garage full of outdoor toys for young and old, 2 sandy beaches within a short walk, a great room with ample seating for all, a deck with comfortable seating, a gas outdoor fireplace, toys galore inside the house, ping pong table and rec room large enough for all and a responsive owner who graciously left us lovely welcoming gifts. We truly felt at home!
Stayed 8 nights in Jun 2024

10/10 Excellent

Genevieve M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

My favorite house on North Shore!

This was our second time at this home, and it was just as wonderful as we remember. From the moment we walked in we felt relaxed. The owner communicates wonderfully with all the information needed, and every amenity we could want was there. Nothing but the best here!!!
Stayed 8 nights in Jun 2024

10/10 Excellent

Rachel R., Boston

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for families, amazing views

The layout of the house is perfect for families, with the primary bedroom, second bedroom and full bath on the main (upper) floor and the remaining two bedrooms and second bathroom downstairs. The primary bedroom, living room, and deck all have amazing views. We enjoyed catching sunset every night. There is a great game room with ping pong and TV downstairs, and the house is fully stocked with linens, towels, and all the beach gear you could want. The house is a very short walk to the private beach that is perfect for a quick kayak or paddle board session. The hosts gave very thorough instructions and were available throughout our stay. They could not have made our stay any easier. Overall a great house in a great location with great hosts.
Stayed 7 nights in Aug 2023

10/10 Excellent

Doreen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oasis at the Ocean

Over the years my family and I have returned to this same property several times, which I think says it all when you go looking for a vacation property. The location of the property is unique and very special. Bird watching & frogs croaking are just 2 of the natural features besides the awesome ocean views and safe swimming areas. It is quiet & peaceful however it is close to everything you might need, be it grocery store of dinner out. The owners are so easy to communicate with and quickly address any questions or concerns you might have. The house is LOADED with games, yard & swim activities, kitchen items, comfy seating and plenty of room for all in a 4 bedroom/2 bath house. Even rainy days are fun! You will not be disappointed in any way with a to stay at this property.
Stayed 7 nights in Jul 2023

10/10 Excellent

Genevieve M., Austin, TX

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly the place I have been looking for!

I have spent many weeks in Gloucester during the Fourth of July week. I try to get a new home each time, and this one was my absolute favorite! The home is located on a very quiet and peaceful piece of land that provided the serenity and tranquility I needed. The home had everything I could possibly need, including perfect views, comfortable beds, and beautiful surroundings. Very convenient location in regards to nearby shopping and restaurants, but I rarely wanted to leave the deck. I highly recommend this place!!!
Stayed 7 nights in Jul 2023

10/10 Excellent

Sara G., West Palm Beach

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location, well-equipped, comfortable home

The house was great - beautiful views, within minutes of 2 lovely private beaches, comfortable furniture, well equipped with towels, linens, beach supplies, nice central room for group gatherings, and very communicative host.
Stayed 7 nights in Aug 2022

10/10 Excellent

Rebecca R., Bethesda, MD

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Week in Gloucester

My family could not have enjoyed our stay more. The setting is picture perfect with a spectacular view. The house was incredibly comfortable and had everything we needed (and more). We enjoyed exploring the area and also just spending time relaxing at the house and at the beach just a two minute walk away. We went out to several delicious meals - all restaurants recommended by the hosts in our welcome letter. Karen and Ames so thoughtfully curate information about the house and area for their guests. We always felt incredibly well cared for and comfortable. Five stars all the way.
Stayed 7 nights in Aug 2022

10/10 Excellent

Janet G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home and estate area

Thoroughly enjoyed Pondover from the beautiful views to the lovely grounds. The beach was fun with our grand daughter and sunsets were a highlight.
Stayed 7 nights in Aug 2022

10/10 Excellent

Benjamin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful spot

This is a beautiful, sunny home in a stunning setting. Karen is an incredibly responsive, helpful host.
Stayed 7 nights in Jul 2022

10/10 Excellent

Angela M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing vacation home

Our hosts, Karen & Ames have everything well thought out, well stocked & organized! We have a large family with grandkids aged 2-10. This is a perfect family home! You only need to bring your groceries & your swimsuits! We had perfect weather so we were at the beach everyday! Lots to do in any weather-they have lots of games, ping pong, hammock swings, bikes etc! The views from the deck make ‘sitting’ a favored activity 😊 All the previous reviews (which go back for years) say it all, over and over! Wonderful summer stay.
Stayed 7 nights in Jul 2022

10/10 Excellent

Brice D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place!

We stayed here with our family of four and another family of four. The house was beautiful, very clean and nicely decorated. Everything we needed for our stay was provided, including sheets, towels, and everything we needed for cooking inside and outside on the gas or charcoal grills. The layout was perfect for our group -- putting the kids downstairs with their own TV, ping pong table, game closet, etc. It was an easy walk to the beach, where we had a fantastic time on the included paddle boards and kayaks. They also had plenty of chairs and umbrellas for us to use, complete with carts to get all of this equipment to and from the beach easily. The kids and adults all had a blast out on the water, paddling around, checking out all of the hermit crabs, crabs, lobsters, etc. The one beach has a nice sandy area to lounge in all day long, while the other side has a great shallow, flat area to play in when the tide is out. To add to all of this, the owners were very helpful and responsive with any of our questions. Would definitely recommend this place!
Stayed 7 nights in Jun 2022

10/10 Excellent

rebecca p.

Liked: Check-in, communication, location, listing accuracy

amazing sunset views

we loved staying at pondover. the location was incredible with multiple water views. i never wanted to go anywhere else. the views from the extremely comfortable deck were just dreamy. but i did drag myself several times down to the beautiful private beach. the house had everything we needed. we cannot thank karen and ames enough for our incredible week at pondover.
Stayed 7 nights in Sep 2021

10/10 Excellent

meg c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Summer Vacation

Wonderfully spacious and comfortable home in a truly lovely spot! Close to everything while being in a private setting.
Stayed 7 nights in Aug 2021

10/10 Excellent

Margaret G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fireworks!

On our last night at Pondover, we saw fireworks over the water, coming from a distant town. It seemed a very fitting way to celebrate our time there! My family and I really enjoyed staying at Karen and Ames comfortable, well-equipped and clean home. We spent a lot of time on the deck gazing at the ocean views and, when we weren't there, we were at one of the two private beaches that are just down the hill. Four of us loved using the paddle boards and I loved taking out a kayak. It was very convenient to find all the necessary beach related equipment right there - not just kayaks and paddle boards but also beach chairs, kick boards and umbrellas. I grew up not far away and I wanted to show my family charming Annisquam Village and the moving Fisherman's Memorial in Gloucester but mostly we just stayed put at Pondover. Why leave?
Stayed 7 nights in Aug 2021

10/10 Excellent

Jamie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing views

Karen's amazing hospitality matched the amazing views and location of this house. The kitchen was exceptionally well-equipped, and the house had plenty of beach towels and beach gear. We look forward to vacationing at this house again!
Stayed 7 nights in Jul 2021

10/10 Excellent

judy c., Cambridge, MA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in peaceful enchanting setting

All of our family, from 5 yrs. to 70 yrs., enjoyed staying in this beautiful home in an idyllic setting. Lovely water views and fields of purple salvia can be seen from the kitchen, living room, bedroom, and family room, and spectacular sunsets can been seen from the deck. Our young grandchildren spent most of their days clamming and swimming at the small beach within a short walk from the house. The teenagers loved going to Good Harbor beach, a short ride from the house, and did not even have time to use the many kayaks and paddle boards that were provided. Adults explored the woods and water surrounding the house and found many interesting neighborhoods around Cape Ann. Gloucester's historic harbor, restaurants, bookstore, children’s store, second-hand stores, parks with beaches and walking and biking trails were all a short distance from the house. Books and games, including a ping pong table, helped keep kids engaged at night. After many family vacations on the cape, this vacation was easier even with covid19 restrictions. Karen was an excellent and gracious hostess, providing detailed information about her home and surrounding area and was always available for questions. We would definitely like to return if we don’t buy a house in this area! Many thanks Karen for a wonderful family vacation.
Stayed 7 nights in Aug 2020

10/10 Excellent

Matthew S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home and area

Our group of five had a perfect stay at this beautiful home. I'd echo everything from the many other 5-star reviews: this property and the surrounding area are special. We would absolutely stay again.
Stayed 11 nights in Jun 2020

10/10 Excellent

Tracey G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heavenly!

7th time staying at this fabulous house! The views, the beaches and the people make this the highlight of our year! Thank you Karen and family for making your home an unbeatable experience for our family!
Stayed 14 nights in Jul 2019

10/10 Excellent

Peter G., Carbondale

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely spot.

Just about a perfect location and accomodations for a family with young children...
Stayed 7 nights in Jul 2019

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy to love, hard to leave!

My family loves vacationing in this well equipped home where opportunities for adventure and relaxation abound. The natural surroundings inspire all ages, grand children grow in independence, vocabulary and confidence as they explore the shoreline, cove, ocean and surrounding area. Reconnecting is important to our family and we are able to achieve this goal in this place as we play cook and read together and take in all the daily beauty from sunrise to sunset. We are very comfortable here, this was our 5th summer and look forward to repeating next summer.
Stayed 14 nights in Jul 2019

10/10 Excellent

jay O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic week at Pondover

Celebrated my granddaughter’s first Birthday at Pondover with her cousins, mom, dad, aunt and uncle. We couldn’t be more pleased with accommodations. Beautiful home on an estate with spectacular views of Ipswich Bay. Two great beaches a very short walk from the house. Great yard for the kids. Everything we needed in abundance both in the house and garage (bikes, kayaks, paddle boards, beach chairs & umbrellas, beach toys and a kite!) We hope to go back next year if Karen will have us (I haven’t seen her rating of her guests yet).
Stayed 7 nights in Jun 2019

10/10 Excellent

tom c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Three seasons by the Sea

To say that my family and I enjoyed our time in this wonderful home would be an understatement. This very comfortable house is filled with natural light and you feel immersed in the natural surroundings thanks to large windows and a very spacious deck. The "off" season months offer serenity and privacy while you explore the local trails or visit Rockport and Gloucester Harbor which are both very close. These communities are active year round and offer great restaurants, galleries and many things to do. Karen and Ames are very prompt and accommodating hosts and the property is full of options and equipment for outdoor activities like kayaking, bicycling and enjoying the beach. Everyone who visited us agreed that this is a special place and that we were fortunate to have the opportunity to experience it.

About the host

Hosted by Karen

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

Why they chose this property

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 property 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, four 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.

Languages:

English

Premier Host

They consistently provide great experiences for their guests