Entire home

Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck

Waterfront vacation home with kitchen and patio

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Beach nearby, sun loungers, beach towels - Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck (Gloucester)
Fridge, microwave, oven, stovetop - Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck (Gloucester)
Interior - Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck (Gloucester)
Outdoor dining - Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck (Gloucester)
Marina - Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck (Gloucester)
Escape to the Summerwind Cottage and enjoy Gloucester harbor views from the spacious deck. With 2 queen beds, a twin air mattress, and charming decor, you'll unwind in style near Good Harbor and Niles beaches. You're just minutes away from downtown shopping and restaurants as well as Rocky Neck Art Colony galleries.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 41100 sq ft

Popular amenities

  • Kitchen
  • Parking available
  • Washer
  • Dryer
  • Barbecue grill
  • Air conditioning

Add dates for prices

About this property

Entire place

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

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.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Limited onsite parking (max 1 space)

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 7 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator (single-level property)
  • Single level property
  • Smoking not allowed
  • Note from host: outside smoking only

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

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

General

  • At least 80% lighting from LEDs
  • Double-glazed windows
  • Energy-saving switches in guestrooms
  • Garden
  • Unit size: 1,100 square feet
  • Water-efficient toilets

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 30

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

Check-out instructions

The host requires you complete the following before checking out:
Gather used towels
Remove personal items and take out the trash
Turn off the lights
Place used towels in tub
Failure to complete these may result in a negative review from the host.

Rules

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.

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children over 13 yrs. (including any visitors)

Events

No events allowed
Absolutely no partying. Quiet neighborhood.

Smoking

Smoking is not permitted
Outside smoking only

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
Onsite parties or group events are strictly prohibited
Note from host: Absolutely no partying. Quiet neighborhood.
Long-term renters welcome
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 and a first aid kit
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
Property Registration Number C0033061070

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Romantic Summerwind Cottage Scenic Harbor View W/large Deck
Romantic Summerwind Cottage Scenic Harbor View W/large Deck
Romantic Summerwind Cottage Scenic Harbor View W/large Deck
Romantic “Summerwind Cottage” Scenic Harbor View w/Large Deck
Aug 1 8 Open! Romantic Cottage Scenic Harbor View W/large Deck
Aug 29 sep 4! Romantic Cottage Scenic Harbor View W/large Deck

About the neighborhood

Map
Gloucester, MA

What's nearby

  • Good Harbor Beach - 16 min walk - 0.9 miles
  • Rocky Neck Art Colony - 18 min walk - 1.0 mile
  • Maritime Gloucester - 2 min drive - 1.2 miles
  • Half Moon Beach - 4 min drive - 2.3 miles
  • Wingaersheek Beach - 12 min drive - 7.3 miles

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?

Check-out is at 10:00 AM.

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

Located in the heart of Gloucester, this vacation 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 mi (2 km). Gloucester Station is 30 minutes by foot.

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Romantic Summerwind Cottage, Scenic Harbor View w/Large Deck Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

9.0/10

Property conditions & facilities

Reviews

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

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

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 traveler

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

10/10 Excellent

Dusty S.

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

First Girls Trip

My best friend, her daughter, and I had our first girls trip to the charming cottage on the bay. The space was perfect for the three of us and had everything we needed for our trip. At the end of our days in Salem it was nice to sit out on the deck and watch the sunset. Linda provided exceptionally good communication and accommodations to our extra needs. We were sad to leave.
Stayed 3 nights in Sep 2023

10/10 Excellent

Nathalie D.

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

Great rental!

We loved the warm welcome we had from the owner, Linda. The house was clean and perfectly provisioned with everything we needed. We were well located to visit Boston (via train) and surrounding areas. We loved our stay! I highly recommend this home. Nathalie and friends (Canada & Switzerland)
Stayed 4 nights in Sep 2023

10/10 Excellent

Rute F.

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

Perfect!

We enjoyed our stay here. The house was clean and had everything we needed. Linda was very attentive to us and made sure we had everything we needed. Sunsets were memorable!
Stayed 7 nights in Aug 2023

10/10 Excellent

Marie-Claude P.

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

Le bonheur

Même si le soleil n’a pas été au rendez-vous, la semaine a été merveilleuse. Très agréable de marcher jusqu’à Beach Harbor ( ma-gni-fi-que!!!) ou jusqu’au centre-ville, profiter de Boston et aller fouiner du côté de Rockport. Ce n’était pas mon premier voyage c’est Mme Amero et ce n’est certainement pas le dernier:) Marie-Claude
Stayed 7 nights in Aug 2023