Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!

Top rated by guests
Great Room
Great Room leading to Stairs
Great Room (Another View)
Autumn Meal
Autumn Meal
review stars
10Outstanding
(61 Ratings)
"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!! Thoughtfu..."
Cindy T.
Don't miss out! Price and availability may change
10 / 10
Outstanding(61 Ratings)

House in Gloucester, MA

9 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

Amenities at Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!

Non-smoking
No pets allowed
Family friendly

Map of Gloucester, MA


Ratings and reviews

10 / 10
Outstanding(61 Ratings)
10 / 10Outstanding·Jul 2025
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.
10 / 10Outstanding·Jul 2025
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.
10 / 10Outstanding·Aug 2024
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!
5 / 10·Jun 2020
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.