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Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!

Apartment in Rockport with kitchen and balcony

Photo gallery for Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!

Beach nearby
Fridge, microwave, oven, stovetop
Marina
Smart TV
Property grounds
Located in a historic building on Bearskin Neck, this charming property offers a unique experience with exposed beams and hooks from mending sails. Enjoy the ocean views from your small Juliette style balcony or take advantage of its prime location to explore Rockport's restaurants, shops, and beaches.

Reviews

9.4 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 460 sq m

Popular amenities

  • Parking available
  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Ocean view

Add dates for prices

About this property

Entire place

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

Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!

Experience coastal charm in The Captain's Quarters, a beautifully designed retreat at The Sail Loft. This inviting space blends nautical elegance with modern comforts, offering stunning views of Rockport’s historic Bearskin Neck. Wake up to the sounds of the harbor, explore the vibrant local shops and seafood restaurants just steps away, and unwind in a space that captures the essence of a true seaside escape.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony

Laundry

  • Laundromat nearby

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.
  • 15 steps to reach entrance
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Kayak
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkeling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 650 square feet

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The Waterline – A Private Harborfront Retreat
  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Parking available
9.8 out of 10, Exceptional, 55 reviews
The Waterline – A Private Harborfront Retreat

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Guest is required to sign a Rental Agreement. Security Deposit Required of $295. A cancellation fee applies.
Minimum age to rent is 27. 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.

Pets

Pets not allowed
Note from host: No pets

Children and extra beds

Children are welcome

Events

No events allowed
Quiet hours begin at 9PM. Strict.

Smoking

Smoking is not permitted

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: Quiet hours begin at 9PM. 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 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
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 C0161352520

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Captains Quarters 2br Heart Bearskin Neck Entire Apartment
Captains Quarters 2br Heart Bearskin Neck Rockport. Entire
Captains Quarters 2br Heart Bearskin Neck Entire
Captains Quarters 2br Heart Bearskin Neck Entire Apartment
Captains Quarters 2br Heart Bearskin Neck Rockport. Entire
Captains Quarters 2br Heart Bearskin Neck Entire Apartment
Captains Quarters 2br Heart Bearskin Neck Rockport. Entire
orp5b59010x
Captains Quarters 2br Heart Bearskin Neck Entire

About the neighborhood

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 - 11 min walk - 1.0 km
  • Cape Ann - 3 min drive - 2.9 km

Getting around

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

Restaurants

  • ‪Surfside Subs - ‬7 min drive
  • ‪Common Crow Natural Market - ‬5 min drive
  • ‪Long Beach Dairy Maid - ‬7 min drive
  • ‪Brothers Brew - ‬3 min walk
  • ‪Roy Moore Lobster Company - ‬1 min walk

Frequently asked questions

Is Seaside Elegance with a Private Balcony – Wake Up to Harbor Views! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!?

Check-in begins at 3:00 PM.

What time is check-out at Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!?

Check-out is at 11:00 AM.

Where is Seaside Elegance with a Private Balcony – Wake Up to Harbor Views! located?

Located in the heart of Rockport, this apartment building is steps from Bradley Wharf, Motif No 1, and T Wharf. Rockport Art Association & Museum and Shalin Liu Performance Center are also within 5 minutes. Rockport Station is 15 minutes by foot.

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Seaside Elegance with a Private Balcony – Wake Up to Harbor Views! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 30 out of 40 reviews
Rating 8 - Good. 7 out of 40 reviews
Rating 6 - Okay. 3 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Peter H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful place to stay! My kids already asked me if we can go back next year and stay in the same place. Everything was clean, the apartment is absolutely beautiful. The location is fantastic because it’s right down the street from a great beach and when you go out the door, you are right in the middle of all the beautiful little shops.My 15-year-old daughter thank me numerous times for bringing them there.
Stayed 5 nights in Jul 2025

10/10 Excellent

John M.

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

Captians Quarters

Had a great stay in the heart of Rockport's Bearskin Neck. Location is fantastic, walk to shops, restaurants, and beaches. Matt was a great host, very responsive to a couple of small issues that came up. Would definitely stay here again!
Stayed 13 nights in Apr 2025

10/10 Excellent

Jenna H.

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

Cute place!

Really enjoyed the town and place!
Stayed 3 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brook S.

Amazing! Loved it

I had a great weekend getaway at Matt's place. Loved it and would definitely recommend/stay here again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bridget B.

Perfect!

Great charming place in a perfect location. Very clean and kitchen well stocked. Would def stay again.

10/10 Excellent

Christine L.

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

Cute and Convenient

Great place to stay and very convenient to get to a lot of places easily.
Stayed 4 nights in Sep 2023

10/10 Excellent

Brogan M.

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

By the sea

Lovely home located right by the water. Nestled amongst delicious restaurants, cozy cafes & local galleries/shops, close to grocery store & gas station. Clean & cozy.
Stayed 6 nights in Nov 2024

8/10 Good

Marcia L.

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

Getaway with a friend

Sweet, very comfortable lodging short term. Perfect street location off-season if looking for a quirky, quiet, historic spot with immediate access to beautiful Nature.
Stayed 2 nights in Mar 2024

10/10 Excellent

Irene

Liked: Cleanliness, amenities, property conditions & facilities, communication
This place is in a great location for experiencing all the delights of Rockport. It’s cozy, well maintained, and nicely decorated. The stairs to the quarters are a little steep, but manageable. We had a wonderful time there.
Stayed 2 nights in May 2023

10/10 Excellent

Jeremy S.

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

Lovely Apt right in the action.

Lovely Apt right in the action.
Stayed 1 night in Apr 2024

10/10 Excellent

Jill R.

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

Great location

If you like the charm of historic properties and being in the middle of it all, this is the property for you. Parking is offsite and typically a 4 min walk. We enjoyed being right on Bearskin Neck, close to shops, restaurants, coffee shops. Thanks Matt!
Stayed 5 nights in Sep 2024

6/10 Okay

Robert

Liked: Cleanliness, communication
Nice location. Overall I’m satisfied, except parking is a challenge, especially for older adults, and the shower was extremely small and cramped. But we did enjoy our stay.
Stayed 3 nights in Jun 2024

10/10 Excellent

Bethany T.

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

Sweet little spot in ideal Rockport Location

We have a toddler and a teenager. This afforded our youngest to nap between visiting beaches while our eldest could explore and keep busy.
Stayed 5 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tom G.

Great location, well setup apartment. Will definitely stay there again!!

The apartment is in a great location in the center of Bearskin Neck. Close to a number of great beaches( long beach in particular). The apartment is a small but comfortable 2 bedroom with kitchen and living room . It is clean and adequately equipped. The only draw back is the parking which there is none on site and visitors have to park the car off site in spots that won’t be ticketed. We really enjoyed our stay and the activities that we did like beaching, walking,shopping , whale watching( was a spectacular day with 7 seas Whale watching tours out of Gloucester. Matt was a great host , helpful and pleasant to deal with. All in all a great rental/ vacation experience and we have done many of trips with rentals! Regards Tom

10/10 Excellent

Brad M.

Really cool place, great location

The house was clean, comfortable, and really easy to check in. Free parking was pretty easy to find if you’re willing to walk 5 minutes. Bearskin neck gets very busy with people during the day but is very quiet and peaceful at night. Would definitely stay here again.
Stayed 3 nights in Apr 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Heidi G.

Super cute and great location

LOVED this stay! The Captain's Quarters was charming and lovely....it was well appointed with comfy linens and beds, enough towels for two people, super comfy couch and chair and just already full of charm. There are many quirks as it is a very old building (slanted floors, creaky doors, SMALL shower) but absolutely DELIGHTFUL! We loved the location - even though BSN was sleepy (it was a February stay) it was still lovely to walk to dinner, drinks, shopping...there was plenty open. The views and the location were just awesome. The owner was helpful and so quick to respond to any questions or needs. We will be back!

8/10 Good

Terese W.

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

Right on Bearskin Neck but not on the main drag, quiet at night (mid May).

It was tricky to have to wait for the door to unlock itself and finding the place in the pouring rain at night didn't help (you can't hear the lock mechanism unlocking in the rain). The numbers on the outside of the house need clarification. Place very cute, very clean and comfortable except mattresses need an update.
Stayed 4 nights in May 2025

10/10 Excellent

Jennifer R., Spring

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

Absolutely wonderful!!

Bear skin neck is such a charming place!!! We came from Texas and I had no idea when booking just how quaint the town is with all of the shops! And this place is in the heart of the retail area in walking distance to everything. This was my favorite vacation stay ever! Would definitely recommend staying here. The photos of the place should be updated because the bedding and couches have been updated. Would definitely stay here again.
Stayed 2 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Leeann T.

Most charming place in Rockport MA

I have stayed at many,many places in the country and this is by far my favorite spot! The Captains quarters is quaint and has so much charm and personality! It was clean and comfortable. We felt safe and it had a lot of privacy. The location was perfect too. We walked to all the shops and restaurants. We had great views! We will definitely come back or check out one of Matt’s other properties! I highly recommend Captains Quarters!!

10/10 Excellent

Rob R.

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

Wonderful Location!

Great place to stay! Tons of character and charm. Surrounded by restaurants, little shops, and history. Full kitchen, spacious bedrooms, and a wonderful little porch to gaze upon the sites. Bathroom is a bit small for the larger people out there, but we made it work just fine. Also, if you have any mobility issues, when I say that this place retains it's original character, it has uneven flooring and lots of little ridges which make it an adventure at night. These aren't knocks on the accommodations, just helpful advice. I highly recommend this location. Thanks for the wonderful experience!
Stayed 4 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Anne R.

Captain's Quarters a win:)

The Captain's Quarters was an amazing landing pad for exploring Rockport and extended areas, and a delightful home base for a lazy morning or after a long day out. Steps away from a great coffee shop and ice cream shop, multiplr kinds of eateries, shops, galleries, and views. Super comfy couch and bed, and really fun Juliet balcony where you can get a direct view of the water, or people watch the street below:) Would definitely stay again. Host was super responsive and helpful. Park8ng can initially be tricky but I quickly figured out where to park, and how to pay online, too. Enjoy your stay if you are lucky enough to go!

8/10 Good

Cheryl K.

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

First Time Visit

The accommodations are lovely if you appreciate an old building. I did. It has character, clean and a little on a slant. Had several laughs about the slanting floor :) I imaging the building is at least 100 years old. Stairs are a little challenging if you have any dexterity issues. No onsite parking was not disclosed in any research, did not know this until getting check in instructions. Area is beautiful.
Stayed 3 nights in May 2024

6/10 Okay

Nick A.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Feedback

As for feedback I never got a checkout email, I have no idea what was expected. Towel situation needs to be addressed, the towels should either be replaced or enough to last a family for a week. We had 4 total towels for 6 nights with 4 people. There is no way possible to keep the floor dry while taking a shower, I’m not the biggest man as I am average size and could barely fit in shower let alone get clean.
Stayed 7 nights in Oct 2023

10/10 Excellent

Janet S.

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

Great stay

Matt. The outside door does not lock. The combination lock was working but it wasn’t connecting somehow with the door jamb and would not lock. The upstairs lock to the apartment was fine. It was working on Thursday and Friday but not Saturday and today so the outside door isn’t locked
Stayed 3 nights in Oct 2022

10/10 Excellent

Mary I.

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

Captain’s Quarter

Beautiful place. Very clean . Renovated.Quaint and right in the heart of Rockport. Perfect for 4 guests. Couldn’t have asked for more. Owner was very helpful . Highly recommend. And definitely returning.
Stayed 5 nights in Jul 2022