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Harborside Retreat on Bearskin Neck

Photo gallery for Harborside Retreat on Bearskin Neck

Living Room: Bright space with nautical charm, leather couch, and dining for four! Perfect for relaxing!
Living Room: Relax in style with plush seating, vintage decor, and warm natural light!
Views of Bearskin neck and peeks of the Harbor from windows
Living Room: Sunlight dances through windows, inviting relaxation in stylish comfort and charm!
Bedroom 1 -Queen Bed

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4650 sq ft

Popular amenities

  • On beach
  • Onsite parking available
  • Kitchen
  • Air conditioning
  • Balcony
  • Free WiFi

Explore the area

View in a map
Rockport, MA
  • Place, Motif No 1
    ‪2 min walk‬
  • Place, Shalin Liu Performance Center
    ‪5 min walk‬
  • Place, Front Beach
    ‪8 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪69 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Harborside Retreat on Bearskin Neck

Wake up to beautiful harbor views at this private seaside retreat offers picturesque scenes of Rockport Harbor on iconic Bearskin Neck. Watch fishing boats drift by, enjoy sunrise coffee on your private patio, and experience the peaceful rhythm of coastal village life just outside your door.

Step outside to explore art galleries, boutiques, fresh seafood restaurants, and scenic beaches — all just moments away on foot. Whether you’re seeking a romantic escape, a relaxing coastal getaway, or a memorable stay by the water, The Waterline offers an unmatched Rockport experience.

Inside, historic maritime character meets modern comfort. Exposed beams and coastal charm create a warm atmosphere, while the thoughtfully designed space provides everything needed for a comfortable stay. Prepare meals in the full kitchen, unwind in the inviting living area, and fall asleep to the gentle sounds of the harbor.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor Space
Ocean view
Parking available

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
No Parties, or inviting any other guests. Strict!
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Pets

No pets allowed
No pets
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Smoking

Smoking is not permitted
No smoking in the house or outside the property.
Guest is required to sign a Rental Agreement. Security Deposit Required of $195. A cancellation fee applies.
Minimum age to rent is 25. NO Smoking. NO pets. NO parties/events. NO outside guests. Infants are counted as guests.
No Smoking, Pets, or extra guests shall be fined from security deposit at owners discretion.

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: No Parties, or inviting any other guests. Strict!
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, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property Registration Number C0136282520

About the neighborhood

Rockport

Located in Rockport, this apartment is in the city center and on the beach. Motif No 1 and Paper House are local landmarks, and the area's natural beauty can be seen at Halibut Point State Park and Thatcher Island National Wildlife Refuge. Schooner Adventure and Maritime Gloucester are also worth visiting. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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Map
Rockport, MA

What's nearby

  • Motif No 1 - 2 min walk - 0.2 km
  • Shalin Liu Performance Center - 5 min walk - 0.5 km
  • Front Beach - 8 min walk - 0.7 km
  • Back Beach - 13 min walk - 1.1 km
  • Cape Ann - 4 min drive - 2.9 km

Getting around

  • Rockport Station - 15 min walk
  • Beverly, MA (BVY-Beverly Municipal) - 27 min drive

Restaurants

  • ‪Dunkin' - ‬6 min drive
  • ‪Common Crow Natural Market - ‬5 min drive
  • ‪Brothers Brew - ‬3 min walk
  • ‪Sea Breeze Liquors - ‬6 min drive
  • ‪Talise - ‬13 min drive

Frequently asked questions

Is Harborside Retreat on Bearskin Neck pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Harborside Retreat on Bearskin Neck?

As of Apr 21, 2026, prices found for a 1-night stay for 2 adults at Harborside Retreat on Bearskin Neck on Jun 29, 2026 start from $451, 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?

Onsite parking is available at the property.

What time is check-in at Harborside Retreat on Bearskin Neck?

Check-in begins at 3:00 PM.

What time is check-out at Harborside Retreat on Bearskin Neck?

Check-out is at 11:00 AM.

Where is Harborside Retreat on Bearskin Neck located?

Located in Rockport, this beachfront apartment building is in the city center and within a 5-minute walk of Bradley Wharf, Rockport Art Association & Museum, and Motif No 1. Shalin Liu Performance Center and T Wharf are also within 5 minutes. Rockport Station is 15 minutes by foot.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 57 reviews
Rating 8 - Good. 7 out of 57 reviews
Rating 6 - Okay. 3 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

9.6/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

6/10 Okay

Trina C.

Liked: Cleanliness, check-in, communication
Disliked: Listing accuracy
The listing said waterfront. This is untrue. Plus parking is offsite and very difficult.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Ellyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Matt was a great host. The
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Michael P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful long weekend in the Waterline. We were able to walk everywhere - shops, restaurants, galleries - from the fabulous location on Bearskin Neck in Rockport. Matt, our host, left nothing out. The apartment was well designed and equipped with our every need. We will definitely return!
Stayed 3 nights in Nov 2025
From a partner site

10/10 Excellent

JOY O.

Fabulous VRBO!

We absolutely loved staying here. It was great to be in the center of the Bearskin Neck area of Rockport. The apartment was charming and had everything we needed. I was a bit worried because there was no parking on site, but we found ample parking an extremely short distance away—even I, with 5 joint replacements had no trouble with the parking! I would definitely stay here again. Definitely a five star experience in my book!
From a partner site

10/10 Excellent

Paul L.

Perfect Location for all of Rockport

Nice location right in town, close to everything. Friendly hosts, clean and comfortable. Would definitely stay here again. Thank You.
From a partner site

10/10 Excellent

Gregg A.

Great place in the heart of Rockport!

My family and I had a wonderful stay in Rockport! The location couldn't be better, right in the middle of everything. I was initially a bit concerned about parking, but it turned out to be no issue at all. The place was clean, comfortable, and a perfect fit for out family of 4. We'd gladly stay here again on a future visit to Rockport.
Verified

8/10 Good

Tracy Q.

Liked: Check-in, communication, location, listing accuracy
We enjoyed our stay. Check in was easy and the location was fantastic! We could walk to everything in town. The beds were comfortable. The air conditioner works well, but is located in one bedroom, which makes it not as comfortable for the people staying in the second bedroom.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Kelley S.

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

Perfect Spot...

We had a great time at this cozy little cottage. The location was beautiful and the place was clean. Would definitely recommend.
Stayed 3 nights in May 2025
From a partner site

10/10 Excellent

Patti B.

It was a wonderful time and we enjoyed this charming condo in an excellent location.

Everything was great!
Verified

10/10 Excellent

Marylou S.

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

Post Christmas getaway

We had a lovely four days despite dreary weather. Loved the location on Bearskin Neck.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

jeffrey w.

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

Central

Great location and quite comfortable
Stayed 3 nights in May 2025
Verified

10/10 Excellent

wjosephsullivan

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

Long Weekend in Rockport

It was a charming little bungalow with a fantastic location for our walking weekend in Rockport!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Kat C.

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

Adorable crooked house on a crooked lane

Cozy and filled with charm. Is a perfect vacation getaway right in the heart of Bear Skin Neck. Will definitely be back
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Tammy H.

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

Mother daughter trip

It was a great location and we enjoyed the short walk to everything in the town and the proximity to the things we wanted to see.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

M S.

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

Fun lodging

We enjoyed everything about our stay. The location and apartment were charming and very convenient to all of the fun things to do in Rockport and Gloucester.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Ann S.

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

Clean and convenient

Our stay was wonderful. The place was very clean and convenient location to shops and restaurants.
Stayed 3 nights in Aug 2023
From a partner site

10/10 Excellent

Paul F.

Excellent Stay

Highly recommend. Great communication, seamless check in, amazing location, top notch!!!
Verified

10/10 Excellent

Rune A.

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

Good time in Rockport, MA

Excellent location of the property. Very clean and comfortable in a quiet area. Will stay again if we are in the area. Nice host.
Stayed 5 nights in Jul 2024
From a partner site

10/10 Excellent

armen k.

Bear Skin Neck Stay

Great location and accomodations. Matt was very friendly and helpful. Would definitely stay here again.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Jamie B.

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

Long weekend

This property was perfect in every way. It was super clean and well supplied with everything we needed. The beds were comfortable. The location fantastic.
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Siobhan H.

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

Loved Our Stay

Love being right on Bearskin Neck in the charming cottage. Great communication with our host. Comfortable beds, well furnished and stocked.
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Paula B.

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

Brinz

Great location
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Thomas M.

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

A Ideal location to experience Bearskin Neck in Rockport

The property is ideally located for anyone who wants to experience Rockport, MA. It is a very nice apartment in the middle of Bearskin Neck.
Stayed 8 nights in May 2023
From a partner site

10/10 Excellent

Jim M.

3 Day Rockport Stay

Great location right at the beginning of Bearskin Road. Great walking distance to all of the shops. Quiet area and enjoyed sitting on the little porch for coffee or light suppers. Rental is beautifully furnished with everything you need.
Verified

6/10 Okay

Fran K.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Sweet and spendy spot

Great location and sweet town Pretty outrageous additional fees to nightly cost
Stayed 2 nights in Sep 2023

About the host

Hosted by Matt Walsh

Host profile image

Why they chose this property

Located in the heart of Bearskin Neck, The Waterline is surrounded by Rockport’s best art galleries, seafood restaurants, and boutique shops. Enjoy the charm of this historic waterfront town, take in live music at the Shalin Liu Performance Center, or simply relax on your private patio while watching the boats in the harbor.

What makes this property unique

• Private entrance from the front of the building
• Two private bedrooms with queen beds
• Harbor-view patio with outdoor seating
• Ground-floor location – no stairs to climb
• Boutique coastal charm with a mix of modern updates and historic character
• Walking distance to Rockport’s beaches, shops, and restaurants

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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