AUG 20-23 OPEN! Romantic Summerwind Cottage, Scenic Harbor View w/Deck! Reviews, Deals & Photos 2025

Q: Is AUG 20-23 OPEN! Romantic Summerwind Cottage, Scenic Harbor View w/Deck! pet-friendly?

No, pets are not allowed at this property.

Q: Where is AUG 20-23 OPEN! 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. Schooner Adventure and Rocky Neck Art Colony are also within 1 mile (2 km). Gloucester Station is 30 minutes by foot.

About the area

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.

Visit our Gloucester travel guide

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10/10 Excellent

Daniel T.

28 Oct 2024

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

cmcdanie74

6 Nov 2023

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

Anna F., Clarksville, USA

18 Aug 2023

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

11 Sept 2023

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

Sissy H., Bryn Mawr

17 June 2021

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

Great location, very comfortable.

Great experience! Highly recommend

Stayed 4 nights in Jun 2021

10/10 Excellent

Regina B.

9 July 2019

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

Wonderful Vacation Spot

Our stay was great. Linda was a perfect host - nearby if needed but gave us our privacy. The house was lovely and just as depicted. Lots of things to do - many within walking distance. Hope to return!

Stayed 7 nights in Jun 2019

10/10 Excellent

Kristin E.

29 July 2023

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

Gloucester Getaway

Another fabulous stay that did not disappoint! Linda and Hank are attentive and enthusiastic hosts who have dedicated themselves to making our stay outstanding!!

Stayed 7 nights in Jul 2023

10/10 Excellent

Verified traveller

25 May 2022

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

Loved it!

Great location, easy check in charming home with great views. Loved being on the deck to watch the sunset!

Stayed 3 nights in May 2022

10/10 Excellent

Anita C.

16 June 2019

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

Cute little cottage

Linda was a great host —she gave us lots of helpful tips on things to do and see. The cottage is cozy: Comfortable bed and great water pressure in the shower. Thanks for a great stay.

Stayed 7 nights in Jun 2019

10/10 Excellent

Jim O.

14 Aug 2023

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

Wonderful Vacation Get-A-Way

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.

Stayed 7 nights in Aug 2023

10/10 Excellent

Holly K.

10 May 2021

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

Amanda A.

21 Oct 2023

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

Verified traveller

20 Sept 2024

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

Sherry K.

30 July 2023

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

Vermont Gang

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!

Stayed 7 nights in Jul 2023

10/10 Excellent

Glenda B.

15 July 2018

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

Rute F.

6 Sept 2023

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

Deborah V., Stoughton, MA USA

23 Sept 2021

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

Lovely Cottage

This was a wonderful place to stay and Linda and Hank were very gracious hosts. The cottage has everything you need plus the list of restaurants from Linda is a great guide. Be sure to take the walk to Good Harbor Beach. I will miss my morning walks!

Stayed 3 nights in Sep 2021

10/10 Excellent

Nathalie D.

15 Sept 2023

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

John R.

27 Aug 2022

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

Verified traveller

28 Aug 2019

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

What a wonderful place for a family vacation! The cottage is perfectly situated between the beautiful Good Harbor Beach and happening downtown Gloucester. The decor was chosen with great care to create a relaxing oasis. The amenities provided everything we needed. Thank you, Linda!

Stayed 7 nights in Aug 2019

10/10 Excellent

Glay W.

14 Sept 2022

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

Great time, once again

We stayed at Summerwind cottage 5 years ago and the wonderful time then was repeated with this stay. The cottage is just the right size for being a cozy retreat, it is well furnished with all the appliances and furnishings that we wanted The beds gave us great sleep and were very comfortable. The cottage is convenient to restaurants and local attractions as well a to sightseeing destinations

Stayed 5 nights in Sep 2022

10/10 Excellent

Lynda M.

11 May 2021

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

Brittany K.

20 Oct 2024

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

Ginny L.

19 Aug 2017

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

Suzanne O.

30 July 2022

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

A warm welcome to Gloucester

Exceptional property, as lovely as the owners. There is thought in every detail. Extensive information on local restaurants and activities made our week so enjoyable. Many thanks.

Stayed 7 nights in Jul 2022

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AUG 20-23 OPEN! Romantic Summerwind Cottage, Scenic Harbor View w/Deck!

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