Consider a stay at Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE and take advantage of a firepit, a garden, and a playground. Active travelers can enjoy bicycling, kayaking, and paddleboards at this vacation home. Free in-room WiFi is available to all guests, along with an arcade/game room and laundry facilities.
Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms2 bathrooms232 sq m
Popular amenities
Ocean view
Kitchen
Washer
Dryer
Free WiFi
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE
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 amenities
Beach
On the beach
Beach loungers
Beach towels
Ski
Cross-country skiing nearby
Internet
Available in the house: Free WiFi
Parking and transportation
Car recommended
Onsite parking options include a garage
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Refrigerator
Spices
Stovetop
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Bathtub or shower
Hair dryer
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Books
DVD player
Games
Smart TV with cable/satellite channels
Stereo
Video library
Outdoor areas
Charcoal grill
Fenced yard
Firepit
Garden
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Upper floors accessible by stairs only
Smoking not allowed
Services and conveniences
Iron/ironing board
Phone
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Near the marina
Near the ocean
Things to do
Arcade/game room
Bicycles
Kayak
Paddleboard
Table tennis
Tennis
Water sports equipment
Basketball nearby
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Ice skating nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Rock climbing nearby
Sailing nearby
Scuba diving nearby
Sledding nearby
Snorkeling nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Whale watching nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
All travelers are required to state group information and reason for stay.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
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
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 C0122771070
We should mention
This property does not have elevators
A car is recommended for transportation to and from this property
About the neighborhood
Located in Gloucester, this vacation home is near a water park and on the beach. Cape Ann Museum and Sargent House Museum are cultural highlights, and some of the area's attractions include Maritime Gloucester and Schooner Adventure. Traveling with kids? Consider Rocky Neck Art Colony and Essex Shipbuilding Museum. Take in the nearby slopes with cross-country skiing, or check out other outdoor activities such as ice skating and sledding. Visit our Gloucester travel guide
Is Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE?
Check-in begins at 4:00 PM.
What time is check-out at Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE?
Check-out is at 10:00 AM.
Where is Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE 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. Pavilion Beach and Back Beach are also within 6 mi (10 km).
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Beautiful Oceanfront Home in Estate Setting Gloucester — WINTER RENTAL AVAILABLE Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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!!!
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!
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!
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.
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.
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.
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.
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!!!
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.
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.
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.
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.
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!
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.
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?
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!
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.
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!
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.