Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE

Expansive ocean views, beautiful perennial gardens, walkable trails leading to rocky coastline, safe beaches that are fun to explore in high and low tides. This place is a family favorite!! Thoughtful and tasteful decor. We always regret leaving! Host is super communicative.

We had a great stay at Pondover. The house was very well equipped and included lots of supplies. Lots of toys for kids and water activities. Fast internet. AC worked well. Overall a terrific property.

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!

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.

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.

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!

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!!!

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.

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.

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!!!