Captain's Lookout | Roof Deck & Harbor Views | Apartment in Gloucester
1 Bedroom Apartment in Gloucester
Enjoy relaxing coastal living at Captain’s Lookout, a charming loft-style townhouse apartment located on Gloucester’s historic Rocky Neck, surrounded by the waters of Gloucester Harbor.
This private two-story apartment offers beautiful harbor views, sea breezes, and three separate outdoor spaces—including a rooftop deck with spectacular water views.
Perfect for couples, solo travelers, or a small group of up to three guests, the apartment combines classic Cape Ann charm with comfort, privacy, and walkable access to beaches, restaurants, galleries, and live music.
The space
This bright loft-style apartment features an open-concept living, dining, and kitchen area on the first floor, with a private upstairs bedroom and adjoining bath.
Enjoy water views from every level:
• Rooftop deck with spectacular water views, outdoor dining table and seating for four — perfect for cocktails, dinner, or stargazing
• Private “coffee deck” off the bedroom
• Ground-floor deck off the living area with outdoor table and seating for four
Sleeping arrangements:
• Upstairs bedroom with queen Tempur-Pedic mattress and adjoining bathroom
• Queen sleeper sofa in the living room
Please note that the upstairs bathroom is accessed through the bedroom, making the space best suited for couples or close friends rather than multiple couples or families with young children.
Amenities include:
• Quality linens and blackout shades
• Samsung 34" Smart TV with streaming access for your favorite services
• Keurig coffee maker
• Strong WiFi
• Beach chairs
• Private parking for one vehicle
• Central air conditioning and heat
• Ceiling fan and natural ocean breezes
• Gas grill
• Guest information book with local recommendations
Neighborhood highlights:
• A short walk to a small swimmable beach
• Small public launch area approximately 130 feet from the house for SUPs, kayaks, and canoes
• Easy access to scenic Wonson Cove, a peaceful and fun part of Gloucester Harbor
Wonson Cove is tidal, creating a unique coastal experience. At low tide you can walk out onto the flats, while mid-to-high tide is ideal for launching kayaks, canoes, and paddleboards.
• Walkable restaurants, galleries, and live music on Rocky Neck
• Nearby theater company and cultural events throughout Gloucester and Cape Ann
Gloucester and nearby Rockport offer whale watches, sailing excursions, beaches, hiking, art galleries, live music, and coastal New England charm throughout the summer season. Guests can explore Bearskin Neck, Halibut Point State Park, the Shalin Liu Performance Center, and seasonal events including Saint Peter’s Fiesta and the Gloucester Schooner Festival.
Parking:
• One private off-street parking space included
• Due to the narrow layout of this historic waterfront neighborhood, additional parking is not available directly on the street near the property
• Additional vehicles may park nearby on adjacent streets or in the free municipal parking lot approximately a 4-minute walk away
Laundry:
• The basement and laundry area are not part of the standard rental space
• Laundry access may be available for guests staying one week or longer upon request
• A nearby laundromat is located approximately ½ mile away (about a 3-minute drive)
Available June 6 through October 31.
Rental options:
• 3-night minimum for weekends
• 2-night minimum during weekdays
• Weekly rentals available at discounted rates
Captain's Lookout | Roof Deck & Harbor Views is located in Gloucester. Captain's Lookout | Roof Deck & Harbor Views provides accommodation, featuring Ocean View, Sports/Activities, Kitchen, among other amenities. This Apartment features Air Conditioner, Parking and TV to make your stay a comfortable one.
Captain's Lookout | Roof Deck & Harbor Views has 1 Bedroom , 1 Bathroom, and max occupancy of 3 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Gloucester has interesting places to visit. If you want to learn more about the Apartment in Gloucester, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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Soap
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Toilet paper
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1 bathroom
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Hair dryer
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Shampoo
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Towels provided
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Bathtub or shower
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Bed sheets provided
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1 bedroom
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Dining table
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Lobster/crab pot
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Stovetop
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Coffee grinder
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Electric kettle
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Oven
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Refrigerator
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Blender
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Microwave
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Cookware/dishes/utensils
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Near laundromat
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Near the beach
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Car recommended
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Onsite parking
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Wheelchair-accessible parking and van parking available
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No pets allowed
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Hardwood flooring in public areas
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2 stairs to reach property
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Area rugs in public areas
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No elevators
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Smoke-free property
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Upper floors accessible by stairs only
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1 on-site accessible parking spaces
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Wheelchair-accessible van parking
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Wheelchair-accessible parking
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Hiking nearby
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Whale watching nearby
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Ecotours nearby
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Windsurfing nearby
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Cycling nearby
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Hiking/biking trails nearby
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Birdwatching nearby
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Surfing/body boarding nearby
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Wildlife and game walks nearby
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Games
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Smart TV with cable/satellite service
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Property does not allow children
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Double-glazed windows
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English
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Near the bay
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Near the sea
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Iron/ironing board
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Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
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Outdoor furniture
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Barbecue grill
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Balcony
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Fire extinguisher
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c0243251070 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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
Reviews
FAQ's
Is this property pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the property have a swimming pool?
No, this Gloucester apartment does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in property?
Best-rates for the Gloucester apartment starts from $337 per night with includes View, Security/Safety, Wellness Facilities, Heating, Parking, Balcony/Terrace, Entertainment, Internet, Laundry, Air Conditioner, Oceanfront, Bedding/Linens, Barbecue/Outdoor Cooking, Ocean View, Sports/Activities, Kitchen, TV with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is property a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is not considered to be a family-friendly property. As reported by the owner or manager, the apartment has not specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the property wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Gloucester apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the property?
Based on the information reported by the owner or manager, the Gloucester apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for property?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
