Entire home·Private host

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for "Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Fridge, microwave, oven, stovetop
Property grounds
1 bedroom, iron/ironing board, free WiFi, bed sheets
Beach
Miscellaneous

Reviews

9.8 out of 10

Exceptional

Entire home

1 bedroom1 bathroomSleeps 346.5 sq m

Popular amenities

  • Parking available
  • Barbecue grill
  • Air conditioning
  • Kitchen
  • Outdoor space
  • Free WiFi

Explore the area

Map
Gloucester, MA
  • Rocky Neck Art Colony
    2 min walk
  • The Gorton Theatre
    6 min walk
  • Niles Beach
    12 min walk
  • Beverly, MA (BVY-Beverly Municipal)
    28 min drive

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Enjoy the ambiance of a New England Seaside Getaway, without the crowds!

Quick Note: We have a two night minimum stay Sunday through Thursday, and a five night minimum for any rentals that include Friday and or Saturday night.

This lovely, romantic townhouse sits near the water with fantastic views of Gloucester Harbor, especially from the middle and rooftop decks.

Located on a quiet side street in the seaside neighborhood of Rocky Neck, a peninsula that hangs out into Gloucester Harbor. The house is on a very private, and quiet street which ends at the water where there is a boat ramp (about 80 feet from the property). Here, you can launch your kayak, canoe, or paddle-board (nothing larger).

Rocky Neck is a fun, festive art colony with many active music-filled restaurants and art galleries. The Gloucester Stage Company is a 7 minute walk. There is a small beach around the corner for swimming, and Good Harbor Beach, one of the top beaches on the North Shore, is just 7 minutes away by car.

This townhouse is the front unit of a two-family house. I’ve been renting the rear townhouse for over 30 years. Visit https://www.vrbo.com/181237 to see the reviews (Ranked “Exceptional” with a rating of 9.8/10, and over 60 reviews).

Second Floor Bedroom
• Queen-sized bed with a TempurPedic mattress
• Second floor deck and roof deck access are off the bedroom.
• Black-out curtains
• Plenty of storage space in bedroom closet and bureau.

Bathroom
• Second floor, off bedroom
• Tub/shower combo.
• It has been upgraded in the past year with beautiful accents.
• Bathroom has space for your essentials.

Kitchen
• Recently updated with a new fridge, microwave, and toaster oven as well as other conveniences, including a Keurig or coffeemaker.
• All the pots, pans, and dishes you may need are there, including non-breakables for decks!
• Sun deck just outside kitchen door with table, 4 chairs and umbrella.


General Info
• There are three choice locations to relax and eat outside at the Captain's Lookout: on the pretty sun deck off the kitchen/living room, at the middle deck off the bedroom, or on the roof deck where the views are fantastic!
• High quality linens for bed and bath.
• There are a few antique furnishings and/or artwork in the house, some collected by "the captain", in her worldwide travels! Most of the artwork in the downstairs is by Rocky Neck Artists!

Parking
• Private parking for your one car. (Shared with the other unit - room for 2 cars total).

Miscellaneous
• Easily sleeps two but can accommodate 3-4 (family or good friends), with full-size sleep sofa.
• The whole unit has central AC, plus there’s a ceiling fan in the bedroom. The sea breezes from Gloucester Harbor often create a lovely freshness to the place, so you can turn off the AC and open the windows to let in the breeze!
• New Samsung Smart TV with multiple cable channels. Premium channels not included, but Netflix, Prime, etc. is easily accessed. Roku is available, please enquire.
• There is a two burner gas grill on the sun deck by the kitchen, and if you need something bigger, there is a four burner gas grill at the back of the building, Grilling tools are provided.
• There is a laundromat about a ½ mile away and cleaning supplies are provided in the townhouse, if needed.
• This is a safe and friendly area where people often don't even lock doors! But I prefer that you lock anyway. There is an outdoor key box.

It is a great getaway for a couple or single person to enjoy the summer in this lovely area. Gloucester and Cape Ann abound with many cultural and recreational activities. In Gloucester, enjoy whale watching, large sailboat cruises and many cultural activities and events from Saint Peter's Fiesta in late June to the Tall Ships Parade and Mayor's Cup Race over Labor Day. Nearby in Rockport you can browse around Bear Skin Neck, view incredible scenery including "Motif #1", explore Halibut Point State Park, attend a concert at the Rockport Music-Shalin Liu Performance Center or a dance performance at Windhover in Rockport. There are plenty things to do on Cape Ann!

Times to some destinations:
Rocky Neck Art Colony - 3-4 min walk
Niles Beach - 12 min walk
Maritime Gloucester - 5 min drive
Cape Ann Museum - 6 min drive
Good Harbor Beach - 7 min drive
Boston Logan International Airport (BOS) – 56 min drive
Beverly Regional Airport (BVY) – 24 min drive

And as always, the beauty of nature and all its opportunities for exercise and recreation, still abound.

This is available for:
June through October with reduced rates for stays of over 7 days. Also available as a winter rental (see Craig's list).

Keywords: Townhouse, Water Views, New Listing
During your stay at this vacation home, you're just a quick walk from Rocky Neck Art Colony. The vacation home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, patio, and Smart TV
  • Free WiFi (speed: 500+ Mbps (good for 6+ people or 10+ devices))
  • Steps from Rocky Neck Art Colony and 3 minutes by foot from Ten Pound Lighthouse
This vacation home offers its guests barbecue grills. The front desk is open around the clock.

Property manager

Elizabeth Lewis

Languages

English

Property amenities

Internet

  • Free Wi-Fi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices)

Parking and transport

  • Wheelchair-accessible van parking available
  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Coffee/tea maker
  • Ice maker
  • Coffee grinder
  • Lobster/crab pot
  • Blender

Bedrooms

  • 1 bedroom
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Bath or shower
  • Hairdryer
  • Toilet paper
  • Soap
  • Shampoo
  • Towels provided

Entertainment

  • Smart TV with cable/satellite service

Outdoor areas

  • Patio
  • Barbecue
  • Outdoor furniture

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No lifts
  • 2 steps to reach property
  • Upper floors accessible by stairs only
  • Wheelchair-accessible van parking
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher

General

  • Double-glazed windows
  • Unit size: 500 sq ft (46.5 sq m)
  • Property does not allow children

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number C0243251070

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 9 out of 10 reviews" "
Rating 8 - Good. 1 out of 10 reviews" "
Rating 6 - Okay. 0 out of 10 reviews" "
Rating 4 - Poor. 0 out of 10 reviews" "
Rating 2 - Terrible. 0 out of 10 reviews" "

9.8/10

Cleanliness

Reviews

10/10 Excellent

Jennifer C.

Liked: Cleanliness
Stayed 4 nights in Oct 2024

10/10 Excellent

Erica Q.

Liked: Cleanliness
The best weekend!
We had so much fun!! This house was so so great the patio was the perfect place to relax and enjoy the sea air after a long day. Our trip was for Salem but I definitely want to go back this summer just for the house! This was such a seamless and lovely stay
Stayed 3 nights in Oct 2024

8/10 Good

Dawn A.

Liked: Cleanliness
What an adorable place!
Quick mother/daughter trip so that we could head into Salem and enjoy time. Adorable cottage style and perfect for 2 people. Futon worked for my teen. Parking is tight behind house if you have a large vehicle, this is not a "knock", just a point of awareness. Views and the rooftop access are a huge bonus. I did not locate any wifi, but we really didn't stay in - there is to much to see! I would stay there again and thanks to the host!
Stayed 2 nights in Oct 2024

10/10 Excellent

Emma S.

Liked: Cleanliness
Great stay!
We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful.
Stayed 2 nights in Oct 2024

10/10 Excellent

Marla S.

Liked: Cleanliness
Beautiful spot!
We had a lovely weekend stay at this Rocky Neck cottage. Most spectacular, unique. rooftop views of the harbor coupled with comfy bed, nice bathroom, well-equipped kitchen, and two additional porches for outdoor enjoyment. Peaceful and quiet, but a short drive to downtown Gloucester, we did a lot of local biking, eating, relaxing, and exploring. Thanks for a great stay! Highly recommend!
Stayed 2 nights in Oct 2024

10/10 Excellent

Kathy M.

Liked: Cleanliness
AIS national show in Rockport
Cozy and comfortable. Missing a tv remote and instructions for departure. Great location. Everything we needed 👍
Stayed 6 nights in Sep 2024

10/10 Excellent

Alan R.

Liked: Cleanliness
Great location and great host
My wife and I stayed for several days and the apartment was perfect for our needs. Everything in the apartment was spotless, fresh linens and soft towels. The multiple decks offer a variety of places to sit, read and listen to the ocean. The neighborhood was super safe and quiet; you could hear a pin drop at night and the breeze off the ocean was delightful. We enjoyed the local beaches, had dinner with friends at Tonnos and breakfast at the Source bakery. Rockport is a short drive and there are many other great shopping areas. Communication with the owner was easy and we had a lovely stay.
Stayed 4 nights in Aug 2024

10/10 Excellent

barbara d., Gastonia, nc

Liked: Cleanliness
Rocky Neck Townhouse
We stayed a week in this adorable, artsy townhouse, which has outdoor decks on three floors (top floor is a widow watch). It was perfect for kayaking, as the launch was 20 feet away. Also good for walking to restaurants, art shops and seafood markets. Comfortable and convenient.
Stayed 11 nights in Jul 2024

10/10 Excellent

Mary C.

Liked: Cleanliness
Captain’s Lookout definitely lived up to our expectations
This was the perfect respite for us. As an artist I have wanted to visit Rocky Neck to find inspiration for new work. This cute little townhouse was right in the heart of Rocky Neck and just the right size for two of us. The description and photos were an accurate depiction of the cozy cottage feel of this townhouse. We had breakfast on the porch in the morning. The bed and bath were upstairs with plenty of closet space for clothes and such. The bed was very comfortable. The bathroom clean and newly updated. The porch off of the bedroom has an upper level with great 360 views of the harbor and neighborhood. We could walk to the galleries and restaurants and the Cultural Center is right down the hill with exhibits and concerts on Thursday nights in the summer. I was able to set up and paint right up the street from where we were staying. The neighbors were all very nice. We had dinner on the outer deck at 51 Rocky Neck and lunch a few times at Duckworth’s. The North Shore Art Association was also a destination, a .75mile walk over the bridge. Gloucester was a short drive where we visited the Cape Ann Museum and had dinner at Tonno, one of our favorite spots whenever we come to Cape Ann. We also visited the Sleeper, McCann House up the street from the Rocky Neck area. We will definitely return to Rocky Neck and hope to stay at Captain’s Lookout on our next trip.
Stayed 3 nights in Jul 2024

10/10 Excellent

David K.

Liked: Cleanliness
Gorgeous Gloucester
Rocky Neck is a hidden gem- quaint neighborhood, gorgeous views, and a cozy, eclectic home away from home at Captain’s Lookout. Host left us a warm welcome and everything we needed for a wonderful stay. We attended the Prescott Park music festival in Portsmouth, explored Rockport, had seafood at Woodman’s in Essex, a sunset cruise on Gloucester’s Schooner Lannon. Morning walks past galleries and beaches, and quiet evenings on the porch made our seaside getaway a dream!
Stayed 2 nights in Jun 2024