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Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck

Photo gallery for Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck

A dining area with a wooden table, chairs, a bench with cushions, a wall-mounted painting, a decorative cabinet with plates, and a chandelier.
Outdoor dining
Outdoor dining
A white wooden structure with a zigzag pattern, a staircase, and flower boxes.
Outdoor dining

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
Perched along the water, this 2-bedroom vacation home accommodates 5 guests with 1 bathroom. It features 1 separate living room and offers access to games. Enjoy activities like fishing, mountain biking, and swimming nearby, while the outdoor spaces include a patio, porch, and deck with water views. Visit attractions like Schooner Adventure and The Gorton Theatre.

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Laundry made easy
    One of the few properties with an in-unit washer and dryer.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Good Harbor Beach
2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
Gloucester, MA
  • Place, Good Harbor Beach
    ‪18 min walk‬
  • Place, Cape Ann Museum
    ‪2 min drive‬
  • Place, Niles Beach
    ‪3 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪62 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Number of living rooms
Garden
Dining area

About this property

Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck

Welcome to Summerwind Cottage! Wake up to harbor views, enjoy coffee or sunset cocktails on a spacious private deck, and walk everywhere from this bright, coastal retreat in the heart of Gloucester.

This thoughtfully furnished two-bedroom home offers a relaxed seaside feel with comfortable living spaces, natural light, and a large deck overlooking the harbor — a guest favorite for dining, lounging, and taking in the view. Located just minutes from downtown Gloucester, you can easily walk to restaurants, shops, galleries, and the waterfront, with beaches only a short drive away.

The home sleeps up to five guests comfortably with two bedrooms and a full sofa bed, making it ideal for couples, friends, or a small family looking for a peaceful coastal getaway. Two off-street parking spaces are included — a rare and valuable amenity in this location.

Whether you’re here for summer beach days, fall foliage, arts and culture, or a relaxing coastal escape, this home offers the perfect balance of convenience, comfort, and calm.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 13–17
Children over 13 yrs. (including any visitors)
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Events

No events allowed
Absolutely no partying. Quiet neighborhood.
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Outside smoking only

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels
Remove personal items and take out the rubbish
Turn off the lights
Place used towels in tub
Failure to complete these may result in a negative review from the host.
Maximum Stay: 14 Nights Absolutely not a party house. Please take conversation inside after 10pm.
CLOSE UMBRELLAS when not in use. Refrain from using grill on windy days.

Important information

You need to know

Property Registration Number 0033061070
Property # 953745
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
Note from host: Absolutely no partying. Quiet neighborhood.
Long-term renters welcome
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
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Gloucester

Located on the waterfront, this holiday home is in East Gloucester, a neighbourhood in Gloucester. The area's natural beauty can be seen at Good Harbor Beach and Cape Ann. Schooner Adventure and Rocky Neck Art Colony are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking and cycling.
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Map
Gloucester, MA

What's nearby

  • Good Harbor Beach - 18 min walk - 1.5 km
  • Cape Ann Museum - 2 min drive - 1.5 km
  • Capt Bill & Sons Whale Watch - 3 min drive - 1.8 km
  • Rocky Neck Art Colony - 3 min drive - 2.2 km
  • Niles Beach - 3 min drive - 2.9 km

Getting around

  • Gloucester Station - 8 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 22 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Dunkin' - ‬18 min walk
  • ‪Chipotle Mexican Grill - ‬4 min drive
  • ‪The Lobster of Gloucester - ‬3 min walk
  • ‪Seaport Grille - ‬16 min walk

Frequently asked questions

Is Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck?

As of 24 Aug 2026, prices found for a 1-night stay for 2 adults at Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck on 20 Sept 2026 start from AU$1,997, 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 Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck?

On-site parking is available at the property.

What time is check-in at Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck?

Check-in begins at 3:00 PM.

What time is check-out at Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck?

Checkout is at 10:00 AM.

Where is Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck located?

Located in East Gloucester, this holiday home is within 1 mi (2 km) of Massachusetts Bay and Good Harbor Beach. Schooner Adventure and Rocky Neck Art Colony are also within 1 mile (2 km). Gloucester Station is 30 minutes by foot.

About the host

Hosted by Linda Amero, Owner

Host profile image
We love making our guests feel right at home and are always happy to help ensure a comfortable, memorable stay. Hank and I grew up on Cape Ann and have lived in Gloucester most of our lives—we wouldn’t have it any other way. We live right next door, so help is close by if needed, while always respecting your privacy.

Linda is a musician and artist, and Hank is a retired woodworker and lifelong rock-and-roll fan with plenty of great stories. We delight in sharing local tips on Gloucester and nearby Salem, just a short drive away—especially popular in the fall.

Why they chose this property

Summerwind Cottage offers an unbeatable location. Just minutes from Good Harbor, Long Beach, and Niles Beach (about 5 minutes by car in either direction), with downtown Gloucester, Rocky Neck Art Colony, and waterfront dining close by. Rockport is only 7 minutes away, the Boston train is across town, and Salem is an easy 20 minutes by car or train. Enjoy a quiet setting that’s still right in the middle of it all.

What makes this property unique

Open living space and lovely large deck with scenic harbor view - facing west for viewing of our magnificent sunsets. 15 walk to Good Harbor Beach footbridge (Gloucester's crown jewel.) Close to all the restaurants. Quiet neighborhood yet very close and convenient to all activities.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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