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. With its charming 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!
• 2 queen beds, 1 twin air mattress (w/comfy foam topper and mattress cover.)
• Centrally located between Good Harbor and Niles beaches (18 min walk)
• 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 are just a short drive away.
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. Maximum Stay: 14 nights 4 Guests
Property manager
Linda Amero, Owner
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space
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WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
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.
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
This property does not have any lifts
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.
Gloucester, MA
What's nearby
Good Harbor Beach - 16 min walk - 1.4 km
Maritime Gloucester - 3 min drive - 2.3 km
Hammond Castle - 8 min drive - 6.9 km
Half Moon Beach - 13 min drive - 4.1 km
Wingaersheek Beach - 19 min drive - 10.8 km
Getting around
Gloucester Station - 8 min drive
Beverly, MA (BVY-Beverly Municipal) - 22 min drive
Restaurants
Seaport Grille - 15 min walk
Crow's Nest - 14 min walk
Downtown Gloucester - 3 min drive
Zeke's Place - 5 min walk
Pratty's CAV - 9 min walk
Frequently asked questions
Is Romantic Summerwind Cottage, Scenic Harbor View w/Deck! pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Romantic Summerwind Cottage, Scenic Harbor View w/Deck! ?
Check-in begins at 3:00 PM.
What time is check-out at Romantic Summerwind Cottage, Scenic Harbor View w/Deck! ?
Checkout is at 10:00 AM.
Where is Romantic Summerwind Cottage, Scenic Harbor View w/Deck! located?
Located in the heart of Gloucester, this holiday home is within 1 mi (2 km) of Massachusetts Bay and Good Harbor Beach. The Gorton Theatre and Schooner Adventure are also within 1 mile (2 km). Gloucester Station is 30 minutes by foot.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
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!).
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!
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.
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.
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.
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.
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.
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.
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.
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.
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)
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!!
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!
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
We spent a week touring Cape Ann and this property was a perfect location for our vacation. House was clean, very well appointed, comfortable, and located with a beautiful view of the Harbor from the outdoor deck and from inside. This was a perfect location base camp for daily excursions all over Cape Ann and Cape Cod. We enjoyed this house and highly recommend this property.
We truly enjoyed our week in Gloucester. All of the suggestions about where to eat and places to visit. Our favorite beach was Long Beach and our favorite activity was the sunset schooner sail. We will definitely stay here again!
Another fabulous stay that did not disappoint! Linda and Hank are attentive and enthusiastic hosts who have dedicated themselves to making our stay outstanding!!
This is a characterful and beautifully (and newly) renovated unit. It is very well equipped, has very nice furnishings, and the decor is extremely nice (a lot of care has been put into the character and appearance of this unit).
The owners live next door and were very prompt with help and supplies. The information provided is clear and gives very helpful tips for enjoying your trip.
The view from the deck is wonderful: a clear sight of the harbor with many ships coming and going.
It's a very short drive to the downtown area, and we had lots of great day trips (both walking and driving) to nearby locations.
We had a great stay and strongly recommend this unit.
Had not been to this part of the country other than Boston and we genuinely loved our time in Glouchester. Authentic and super friendly. The cottage while outside of downtown by a 5 minute drive was really lovely and there are some places you can walk to. We like that is was super quiet and quaint. And it is nice to have the owners next door. Really comfy and quintessential Mass. Slept very well and everything as was shown. Highly recommend.
Also recommend walking to Duckworth's for lunch ( and note they have some incredible meal take outs for dinners if you prefer to mix things up). Very high quality and even some nice little gifts that I purchased.
We also loved the Rocky Neck area for evenings to walk around, grab an ice cream. Rockport was our other favorite town and only a 10 minute drive. And the little beach up from Rocky Neck was super easy to get to and never crowded.
Weather was perfect. Even though it says 71 and "rainy". It rarely if ever rained and that was in the evenings. The 71 here feels like 81 elsewhere.
Will for sure be back in future.
Our stay at “Summerwind Cottage” was perfect in every way. Linda and Hank are wonderful hosts that have provided everything needed. The house was very clean, nicely furnished and came with a well-equipped kitchen. Linda also had meal making essentials for our use (spices, condiments, etc)
They provided a list of local restaurants and other places of things to do or find for needs. Virgillio’s Bakery St. Joseph Sandwich on a St. Joseph roll in Gloucester was just terrific (and great pastries). Also loved Farnham’s in Essex and The Barnacle in Marblehead for seafood.
The view of the harbor and its activity was great. Photos in the listing and descriptions represent the house accurately.
All in all, it was a great place to mark our 50th wedding anniversary.
My husband and I and two old friends spent 4 nights at this beautiful quiet cottage overlooking the
We had a wonderful time at this cottage over looking the port from a spacious deck. The cottage was spotless clean and accommodating. Linda the owner was next door and very nice. We'd return anytime.
This apartment was wonderful! Very clean and incredibliy well built. Sofas/beds were quite comforable, as was the entire space. Just a few minute drive into Gloucester (which we loved walking around), 30m to Salem. We spent an entire day exploring Cape Ann, including Rockport and Halibut Point , which is quite the gem. Linda was very helpful with recommendations and reservation quite easy. Was more $ than we typically spend/night but worth it and would ablsolutely stay here again!
sue h.
Stayed 3 nights in Oct 2022
About the host
Hosted by Linda Amero, Owner
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
Premier Host
They consistently provide great experiences for their guests