☆ Waterfront home overlooking Ipswich Bay in Annisquam ☆ Expansive patio with breathtaking ocean views ☆ On a 55 rolling acre estate of meadows, forest, marshgrass and rocky granite shoreline ☆ The estate has walking paths that connect residents to various estate amenities, including two private beaches, a playground, and tennis court ☆ The estate home has 2 separate structures giving you plenty of space ☆ Board games and beach essentials included (towels, chairs, and an umbrella) ☆ Outdoor shower ☆ BBQ grill (gas and grill equipment included) ☆ Private workspace ☆ Piano ☆ In-unit washer and dryer
Location: ☆ 5-minute walk to a private white-sand crescent beach ☆ 5-minute walk to a private flat mica beach ☆ 5-minute drive to The Cove Cafe ☆ 10-minute drive to Halibut Point State Park ☆ 15-minute drive to downtown Gloucester & Rockport (lots of restaurants, museums, galleries, and whale-watching!)
Guest Access ☆ The entire home and grounds are yours to explore ☆ The beach and tennis courts are shared with other homes on the Bayview Estate - all related to one another. ☆ A lockbox with a key for you to use during your stay (instructions will be sent before check-in) ☆ You will receive a text with a link to Breezeway digital guidebook which contains helpful info for the home as well as food/local recommendations for Gloucester
Parking ☆ Private driveway can comfortably fit multiple cars
The 2 separate structures are: Main house - Center home with two floors Monkey house - Apartment above garage with monkey decor, all one level
Kitchen and Dining:
First Kitchen ☆ Fully stocked kitchen with cookware, dishes, toaster, microwave, drip coffee maker (with coffee and supplies), blender, stove kettle, and other essentials ☆ Dining room with long elegant table seating 10 people and ocean views
Second Kitchen ☆ Fully stocked kitchen with cookware, dishes, toaster, microwave, drip coffee maker (with coffee and supplies), blender, stove kettle, and other essentials ☆ Small dining room seating 4
Living Room
☆ First Living Room ☆ Shared space with dining area ☆ Comfortable seating ☆ Small hidden TV with streaming ☆ Indoor Wood fireplace ☆ Ocean views ☆ Built in window nook ☆ Boardgames
Second Living Room ☆ TV with streaming ☆ Comfortable seating ☆ Splitter AC units ☆ Board games
Bedrooms
Bedroom 1 (Main house loft bedroom) ☆ (currently being renovated, photos coming soon) ☆ King bed ☆ Clothes storage
Bedroom 2 (Main house/ main level) ☆ King bed ☆ Beautiful ocean views ☆ Work desk ☆ Built in window nook ☆ Ceiling fan ☆ Clothes storage
Bedroom 3 (Monkey house/ above garage) ☆ Queen bed ☆ Window AC unit ☆ Clothes storage
Bedroom 4 (Monkey house/ above garage) ☆ Two bunk beds (sleeps 4) ☆ Window AC unit ☆ Clothes storage
Bathrooms ☆ Each house has a hairdryer ☆ Bathroom essentials included ☆ Main house bathroom on the main level has a step in shower and large vanity ☆ Main house half bath on main level ☆ Monkey house bathroom has a step in shower and separate bathtub
Outdoor Living ☆ Expansive brick patio with breathtaking ocean views, outdoor dining set, sun loungers and extra seating ☆ Walkable to 2 beaches, a playground, and tennis court (first come first serve basis) ☆ BBQ grill (gas and grill equipment included) ☆ Spacious yard around the house ☆ Outdoor games available
Baby & Family-Friendly Amenities ☆ Pack ’n play/Travel crib ☆ High chair ☆ Baby bath ☆ Kids games, books, and toys
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Gloucester
Gloucester is home to this holiday home. The area's natural beauty can be seen at Good Harbor Beach and Wingaersheek Beach. Maritime Gloucester and Schooner Adventure are also worth visiting.
Beverly, MA (BVY-Beverly Municipal) - 31 min drive
Restaurants
Starbucks - 9 min drive
Chipotle Mexican Grill - 8 min drive
Common Crow Natural Market - 10 min drive
Salt Water Grille - 7 min drive
Talise - 4 min drive
Frequently asked questions
Is Oceanside Estate: Main House & Apt w/beach access pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Oceanside Estate: Main House & Apt w/beach access?
As of 11 Jun 2026, prices found for a 1-night stay for 2 adults at Oceanside Estate: Main House & Apt w/beach access on 10 Oct 2026 start from £950, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Oceanside Estate: Main House & Apt w/beach access?
On-site parking is available at the property.
What time is check-in at Oceanside Estate: Main House & Apt w/beach access?
Check-in begins at 3:00 PM.
What time is check-out at Oceanside Estate: Main House & Apt w/beach access?
Checkout is at 10:00 AM.
Where is Oceanside Estate: Main House & Apt w/beach access located?
Situated in Gloucester, this holiday home is 0.7 mi (1.1 km) from Plum Cove Beach and within 3 miles (5 km) of Halibut Point Reservation and Paper House. Halibut Point State Park and Dogtown are also within 3 miles (5 km).