Rockport, MA, United States

Rare Waterfront Luxury Penthouse|Bearskin Neck

☀ Oceanview waterfront deck with outdoor seating ☀ 3rd-floor penthouse walk-up (stairs, no elevator) ☀ 1 bedroom + 2 full-size sleeper sofas ☀ Renovated modern bathroom with spacious tiled shower ☀ Modern kitchen with large island seating for 6 ☀ Central AC for hot summer days ☀ Hi-Speed WiFi, 2 Smart TVs & Sonos speaker ☀ Washer/dryer in unit ☀ Rare California King bed ☀ Steps from downtown Rockport & Shalin Liu Theater

5 guests
1 bedroom
1 bathroom

Good to know

Absolutely stunning penthouse retreat in the heart of downtown Rockport, offering sweeping views of Sandy Bay and the charm of one of New England’s most iconic seaside towns. Perched above the village, this private third-floor apartment features a large exclusive deck overlooking the ocean, perfect for morning coffee, sunset drinks, or simply taking in the coastal breeze. Inside, you'll enjoy modern comforts like central AC, high-speed WiFi, and a 65" HDTV with cable and streaming access, all within a bright and airy space designed for a relaxing coastal stay. Please note: This is a third-floor penthouse walk-up (about 36 stairs total) with no elevator, typical of historic New England homes. The stairs are somewhat narrow and steep, so the space is not be ideal for guests with mobility limitations or small children—but the views at the top are well worth it. Next to Shalin Liu Performance Center 10-minute drive to downtown Gloucester Experience this coastal penthouse escape with us and learn more below. ☆☆ KITCHEN & LIVING ROOM ☆☆ Step up to your penthouse and take in the beautiful views of Sandy Bay from this bright and welcoming living space. The spacious kitchen features quartz countertops, a large center island, upscale appliances, and ocean views from the sink, making it a great place to gather while cooking or enjoying a glass of wine. The kitchen is stocked with cookware, dishes, and utensils for casual vacation cooking, and the open layout flows directly into the living area and out to the private oceanfront deck. The living room includes two modern sleeper sofas, allowing the home to accommodate additional guests. The space also features a 65" HDTV with cable and the ability to log into your favorite streaming services, creating a comfortable lounge space for relaxing after a day exploring Rockport. ☆☆ BEDROOM ☆☆ The bedroom is a peaceful, light-filled retreat featuring a California King bed and views overlooking downtown Rockport. The room is cozy and thoughtfully arranged, with closet and dresser space for unpacking and settling in during your stay. ☆☆ BATHROOM ☆☆ The modern bathroom features radiant heated floors and a large tiled walk-in shower, creating a spa-like experience after a day by the ocean. The bathroom is thoughtfully stocked with essentials for your stay. Just outside the bathroom is a laundry closet with washer and dryer, making longer stays convenient and comfortable. ☆☆ PRIVATE OCEAN VIEW DECK ☆☆ You’ll likely spend most of your time on the private deck overlooking Sandy Bay, enjoying the fresh ocean air and panoramic coastal views. It’s the perfect spot for coffee in the morning or relaxing in the evening after exploring town. Exterior stairs from the deck lead down toward the beach and downtown area. As with many coastal homes, the deck stairs vary slightly in height, so please use the handrail and watch your step. From the property you can easily walk to Rockport’s shops, restaurants, galleries, beaches, and the famous Bearskin Neck area. ★☆ Book Today & Let Us Take Care Of You at The Rockport Penthouse! ☆★

House Rules

- No smoking ANYTHING inside and no candles please. - Quiet hours will be strictly enforced as our neighbors have our contact if they need it. - Rental Agreement is required to be signed after reservation has been confirmed. Failure to comply will result in the cancellation of reservation. *Damage Protection included - we have included a $28 charge in your total quote that covers your purchase of $1500 of "all risk" damage protection coverage on the rental property. This protection is purchased in lieu of a cash damage deposit. Coverage details are spelled out in the rental agreement. *Booking age should be 21 * Quiet hours are from 10pm-8am. $500 fine will apply for excessive noise during these hours. PENALTIES: • Smoking $250 • Pets $250 • Parties or events $250 • Extra Person beyond the number of guest reserved is subject to $25 per person per night • Damages - subject to cost of the item for repair or replacement.

Other Details to Note

*Per HOA guidelines we require weekly stays. No penalty for early departure - inquire for special rate for this. • This is a penthouse (top floor) unit in a historic building that does not have an elevator. You must be able to climb stairs. Not suitable for young children or elderly with mobility issues • Check-in is anytime after 4:00 PM • Check-out is 11:00 AM or earlier • No early check-in or late check out • Quiet hours is from 10:00 PM to 8:00 AM

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • Hammock
  • Outdoor seating

Family

  • Babysitter recommendations

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • Hammock
  • Outdoor seating

Family

  • Babysitter recommendations

Kitchen and dining

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Location features

  • Beach access
  • Laundromat nearby
  • Private entrance Separate street or building entrance
  • Waterfront

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Clothing storage

Bathroom

  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Ceiling fan
  • Portable fans

Services

  • Cleaning before checkout

Parking and facilities

  • Free parking on premises
  • Paid parking off premises
  • Free street parking

Entertainment

  • Sound system

Accessibility and Availability

Neighborhood

Right in the heart of picturesque downtown Rockport this is a penthouse unit directly next to the famous Shalin Liu performing arts venue. Walk out the door and explore all the shops, restaurants, and galleries Rockport has to offer.

Guest Access

You'll have access to the entire penthouse and deck. Please remember that you're staying in a building with other apartments below you. Treat the space and neighbors with respect. If any problems arise, we will do our best to take action ASAP.

Reviews

Katelyn
November 2025 · Airbnb
The views from Rachel’s place were incredible and the town was so beautiful to walk around! Rachel is an amazing host. She is very kind and responded quickly to any questions I had. I would highly recommend this place to anyone for a relaxing beautiful coastal stay.
Norvie
November 2025 · Airbnb
We loved the stay, it was right on the beach essentially so it was a great view from the property. Rockport is very peaceful and we felt safe at all times. Everyone was really nice and helpful as we were newcomers. Will definitely recommend this place and rockport in general for vacations.
Casey
November 2025 · Airbnb
The condo is beautiful and has amazing views of the water. Everything you need is within walking distance. Rachel was great to work with. She provided easy to follow instructions and still reached out to make sure we knew how to find the place and that we were able to get in.
Amy
October 2025 · Direct booking
This is the second time we have stayed at Rachel's place - we absolutely love it! The views are spectacular, and it is a wonderful location! Rachel provides excellent communication. We will be back again for a third visit next year!
Sandra
September 2025 · Airbnb
We found the perfect place to stay at Rachel’s. We spend much time in the apartment, and the lovely decor and breathtaking view make it a pleasant experience. The location is perfect for shopping and long walks. Neighbors are quiet. Rachel was helpful in reserving future bookings at the apartment. Rockport is a special town!
Lori
August 2025 · Airbnb
We had a wonderful stay. The view from the kitchen/living room was fabulous, and we spent a lot of time out on the deck reading and relaxing. Was great to be right in town, able to walk to everything. Most days we were able to park right outside using the meter. I only wish we could have stayed longer! It's a lovely spot.

Find us

We are a 10-15 minute walk to the train station to Boston, Gloucester, Salem, etc. There are also taxis/ubers available. Everything in Rockport is easy walking distance to the apartment!

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Approximate location. Full address will be provided on booking.