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Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck

Waterfront holiday home with kitchen and patio

Photo gallery for Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck

Bright dining room
7 Steps up to deck entrance.
Outdoor dining
Large, comfortable deck with Weber gas grill.
Scenic harbor view

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4102.2 sq m

Popular amenities

  • Parking available
  • Kitchen
  • Dryer
  • Washer
  • Barbecue grill
  • Outdoor space

Explore the area

View map
  • Place, Good Harbor Beach
  • Place, Maritime Gloucester
  • Place, Wingaersheek Beach
  • Airport, Boston, MA (BOS-Logan Intl.)

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Single 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
Garden
Dining area

About this property

Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck

Escape to the ROMANTIC SUMMERWIND COTTAGE and enjoy the scenic view of Gloucester harbor. Relax, unwind, and dine in style on the spacious deck while taking in the magical sunsets. Spacious living, delightful decor and quality amenities... you'll have all the comforts of home. Book your stay today and experience the ultimate coastal getaway and the magic of Cape Ann!

Despite its central location, the Summerwind Cottage is situated in a quiet area, allowing you to relax and unwind in peace. And if you have any questions or concerns, the friendly owners live next door and are always available to help.

Pet-free property.
Children 13 yrs. and over welcome.
5 Guests max

• 2 queen beds and 1 full pullout sofa bed (sleeps 5)

• Lots of buzzy restaurants and live music

• 32 Min. from Salem (18 mi.)

• Centrally located between Good Harbor and Niles
beaches

• Short 5-minute drive to downtown shopping and
restaurants (20 min walk)

• You'll also be just minutes away from the Rocky
Neck Art Colony galleries and its funky restaurants,
right on the harbor.

• The picturesque town of Rockport and the train to
Boston and Salem are just a short drive away.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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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

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
Property Registration Number C0033061070

We should mention

A car is recommended for transport to and from this property

About the area

Gloucester

Located in Gloucester, this holiday home is in the city centre and on the waterfront. The area's natural beauty can be seen at Good Harbor Beach and Cape Ann. Schooner Adventure and Maritime Gloucester are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Gloucester, MA

What's nearby

  • Good Harbor Beach - 16 min walk - 1.4 km
  • Rocky Neck Art Colony - 18 min walk - 1.5 km
  • Maritime Gloucester - 2 min drive - 1.8 km
  • Half Moon Beach - 4 min drive - 3.6 km
  • Wingaersheek Beach - 12 min drive - 11.8 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬18 min walk
  • ‪Seaport Grille - ‬16 min walk
  • ‪Source Bakery - ‬3 min drive
  • ‪Dunkin' - ‬2 min drive
  • ‪Crow's Nest - ‬14 min walk

Frequently asked questions

Is Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 10:00 AM.

Where is Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck located?

Located in the heart of 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.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

9.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 128 out of 135 reviews
Rating 8 - Good. 7 out of 135 reviews
Rating 6 - Okay. 0 out of 135 reviews
Rating 4 - Poor. 0 out of 135 reviews
Rating 2 - Terrible. 0 out of 135 reviews

Reviews

10/10 Excellent

Glenda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Properly was very well kept and comfortable. Host was very nice and accommodating. We had a great time.
Stayed 5 nights in Sep 2025

10/10 Excellent

Anna F., Clarksville, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location and Peaceful Stay

Great Hospitality from the Hosts. Quiet.
Stayed 7 nights in Jun 2023

10/10 Excellent

Kristin A., Trumbull, CT

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location

We couldn’t have been happier with our stay!! We had a family wedding & this was the perfect place to stay!! The porch offers a gorgeous view of the harbor & we look forward to returning to explore the area. Linda is a wonderful host & super welcoming!!
Stayed 4 nights in Sep 2023

10/10 Excellent

Christina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This seaside cottage was perfect. The kitchen was well stocked with pots/pans, condiments, and coffee necessities. Everything was very clean, well kept, and comfortable. The host was quick to communicate and was very invested in making our stay the best it could be. The driveway is challenging to enter/exit but not unusual for the area - just take your time and have a spotter!
Stayed 3 nights in Oct 2025

10/10 Excellent

Daniel T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

30th Anniversary

Beautiful and peaceful!!!! And the owner was absolutely incredible,
Stayed 4 nights in Oct 2024

10/10 Excellent

Holly K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

A great, comfortable & clean place. Very convenient to lots of restaurants and day trips to places like Rockport and Newburyport. Near lots of beaches and scenic drives. Owner is terrific, very accommodating and nice. Definitely recommend it.
Stayed 4 nights in May 2021

10/10 Excellent

Glenda B.

Lovely 2 Bedroom home. The owners put so much thought into making this an exceptional place to stay!

We could not have been more pleased with this VRBO- about the best we have ever stayed at! The owners put so much thought into making this home beautiful and comfortable and were so pleasant to work with! Loved the deck overlooking Gloucester harbor! Very well stocked home and very comfortable beds! Will definitely be staying here again!
Stayed 7 nights in Jun 2018

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

The home felt like home! Ir was super clean, centrally located. Well air conditioned. It was a great getaway, and relaxing on the deck watching the boats go in and out was great!
Stayed 7 nights in Aug 2022

10/10 Excellent

Lynda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful host; beautiful cottage

The cottage was very clean and well organized, including a well stocked kitchen. Linda's artistic touch made the environment warm and aesthetically pleasing. Our host was spectacular sharing informations and tips about places to eat and things to do in the area. Highly recommend.
Stayed 3 nights in May 2021

10/10 Excellent

Ginny L.

Great place in Gloucester

Beautiful cottage in good location in Gloucester. Very clean, comfortable beds, everything you need in kitchen, great view of harbor. Owner nearby for any questions. Spent time in Rocky Neck . Recommend "The Studio" for really good food. Take the Water Shuttle to get great views of the inner harbor of Gloucester.
Stayed 7 nights in Aug 2017

10/10 Excellent

Cassie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time! Linda the host was awesome super friendly! The house was beautiful, same with the town!
Stayed 3 nights in Oct 2025

10/10 Excellent

Jennifer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place to stay with everything you’d need plus the warmest and most accommodating hosts! Convenient to commute to Salem and come back for lobsters on the water and a walk back to the rental.
Stayed 3 nights in Oct 2025

10/10 Excellent

Anne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice experience

The cottage is as advertised. So much care went into the art on the walls and the whole main room. It is a beautiful site. The kitchen had everything we needed. The patio was a joy as well. We enjoyed many of the restaurants that seem very close by
Stayed 12 nights in Jun 2025

10/10 Excellent

Kara H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage is lovely, spacious and nicely appointed. Great view of the harbor. The hosts were helpful and welcoming.
Stayed 3 nights in Jun 2025

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at the cottage. Overall location was easy to get in and out of town as we explored different parts of MA.
Stayed 5 nights in Jun 2025

8/10 Good

Meghan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Getaway

Lovely house, although a little difficult to get in and out of (the driveway is very narrow). Listing said there was a pull out sofa, but unless I’ve gotten so old I can’t understand how to work it, we couldn’t find the sleeper portion of the sofa. We enjoyed our stay anyway!
Stayed 3 nights in Oct 2024

10/10 Excellent

Brittany K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls trip

Everything was perfect. The home was so clean and had everything we needed, even extras like coffee and creamer for mornings on the beautiful deck. The sunset was incredible in the evenings. Linda was so kind and even stopped by to see if we needed anything. The area is beautiful and you HAVE to try the Chicken Vodka Pasta from The Lobster which is just a short walk away (we had it twice in 2 days - that’s how good!).
Stayed 3 nights in Oct 2024

10/10 Excellent

John H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Don’t miss this one!

Excellent! Exactly as described. Clean, comfortable, decorated, great shower! True home away from home. Linda has done all the work for you. All great recommendations!
Stayed 4 nights in Oct 2024

10/10 Excellent

sylvia g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So fresh, so clean

This gem of a house had all the amenities that i need. The veiw was So Gorgeous, im already missing it. Also missing that fresh air, fresh fish. This was my first time to the east coast and im in love.
Stayed 3 nights in Oct 2024

8/10 Good

Linda D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute little house

The house was cute. I’ve stayed at several other houses using VRBO and this was my least favorite. The house was not easy for getting vehicles in and out of the area. The towels smelled moldy and the beds and bedding were uncomfortable.
Stayed 3 nights in Sep 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ideal getaway!

We felt comfortable the moment we entered Summerwind Cottage. Everything about the property was well planned, executed, and maintained. We loved sitting on the deck watching the activity in the marina, eating our meals, and seeing the sunsets. Our host made sure we had everything we needed. And we were delighted when we found Good Harbor Beach on our morning walk.
Stayed 7 nights in Sep 2024

10/10 Excellent

Frederick M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gloucester cottage with harbor view

Great rental. Extremely well decorated, comfortable furniture, well equipped kitchen. Nice bright windows. Extremely clean and well maintained. Great deck set up with view of part of the harbor. Really good seafood takeout a 3-minute walk away. 5-minute drive to downtown; parking is tight but we got parking easily 1-2 short blocks off Main Street. Great seafood restaurants and a nice Italian section too. Definitely would return and definitely recommend this property.
Stayed 7 nights in Jun 2024

10/10 Excellent

Joseph J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Little Bit of East Coast Paradise

My husband and I chose this VRBO as a getaway treat to celebrate our upcoming 50th wedding anniversary, and it delivered four days and five nights of splendid relaxation. The accommodations more than met our expectations, and we were able to forget about our troubles and enjoy each others company and our surroundings without any fear of being disappointed. Even the weather cooperated and allowed us to enjoy the balcony/deck in the evenings while taking in the blue water and colorful fishing vessels in the harbor. The proximity to excellent dining was another perk. Although we have visited Gloucester four times in the past, we discovered a few new haunts which offered the freshest and most delicious seafood to be found just about anywhere on the eastern seaboard, and we have tried many over the years. One restaurant and another purveyor of fresh seafood were within walking distance. Here are a few items that we truly appreciated: 1. Tasteful and comfortable decor. 2. Delightful artwork throughout. 3. A well-appointed kitchen with a Keurig!. All-Clad pans, and sharp knives. Ice cubes ready on arrival in the freezer. 4. Comfy mattresses and pillows. Reading lights next to the beds. 5. Thick, soft toilet paper. Really. 6. Linda, whose knowledge of the area and proximity and availability for questions was very helpful, especially when my husband couldn't get the washer started because he failed to close the door all of the way. Thanks, Linda.
Stayed 5 nights in Jun 2024

10/10 Excellent

cmcdanie74

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful cottage on the bay

We were really impressed with Summerwind cottage, it was beautifully decorated, and comfortable. Linda gave us great recommendation on what to do/see in the area. We can't wait to visit again.
Stayed 4 nights in Oct 2023

10/10 Excellent

Amanda A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute cottage with a View

We were there for a long, adults-only weekend to visit Salem and this cottage did not disappoint. Cottage is exactly as described and the owner Linda was very friendly, pleasant, and helpful! Can't wait to be back for another trip.
Stayed 3 nights in Oct 2023

About the host

Hosted by Linda Amero, Owner

Host profile image
We take great pleasure in making our guests feel right at home and are available to help in any way possible to assure a comfortable and memorable vacation. Hank and I grew up on Cape Ann and have lived in Gloucester for 30+ years... we wouldn't have it any other way! (Linda is a musician and artist, and Hank is a woodworker and avid boater.)

Why they chose this property

Summerwind Cottage offers the best location ever - situated close to Good Harbor Beach, Long Beach and Niles beach (5 min. by car in either direction.) Downtown shopping, Rocky Neck Art Colony and many waterfront restaurants are only moments away. Rockport is just 7 min down the road. Train to Boston is across town. Salem is 20 min by car or train. Quiet location yet right in the middle of the action.

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

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