Entire apartment

Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach

Photo gallery for Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach

A harbor with a sailboat docked, a stone breakwater, and houses in the background. - Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach (ROCKPORT)
A small ice cream store with a red door and a sign that reads "The Ice Cream Store." - Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach (ROCKPORT)
A beach with rocky formations and waves. - Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach (ROCKPORT)
A cozy living room with exposed wooden beams, a brown leather sofa, a beige armchair, and a wooden coffee table. - Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach (ROCKPORT)
A room with a wooden table, chairs, a red door, and large windows. - Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach (ROCKPORT)
Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach provides everything that you need. Adventurous travellers may like the kayaking at this apartment. Guests can connect to in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 460 sq m

Popular amenities

  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Water view

Add dates for prices

About this property

Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach

  • Stay just steps from Rockport’s beautiful beaches, charming shops, and local dining in this inviting coastal retreat. Captain’s Quarters blends classic seaside charm with modern comfort, creating the perfect home base for couples or small families seeking a relaxing North Shore escape.



    Wake up and stroll to Front Beach for a morning swim, explore Bearskin Neck’s art galleries and boutiques, or enjoy fresh seafood by the harbor — all within easy walking distance. After a day by the ocean, return to unwind in a peaceful setting designed for comfort and convenience.



    Inside, you’ll find a bright and welcoming living space, a fully equipped kitchen for preparing meals, and thoughtfully appointed bedrooms designed for restful nights. Whether you’re here for a beach getaway, a romantic weekend, or a quiet coastal recharge, Captain’s Quarters offers everything you need for a stress-free stay.



    Guests love the unbeatable walkable location and relaxed seaside atmosphere. Park once and enjoy Rockport entirely on foot.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the apartment: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean

Things to do

  • Kayak
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkelling 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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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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
Information provided by the property may be translated using automated translation tools

Rules

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.

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
On-site parties or group events are strictly prohibited
Note from host: Quiet hours begin at 9PM. Strict.
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 deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 transport to and from this property

About the area

Located in Rockport, this apartment is in the city centre and near the beach. Motif No 1 and Paper House are local landmarks, and some of the area's attractions include Schooner Adventure and Maritime Gloucester. Rocky Neck Art Colony and Essex Shipbuilding Museum are also worth visiting. Kayaking, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. Visit our Rockport travel guide
View more Apartments in Rockport
Map
ROCKPORT, MA

What's nearby

  • A red building with a sloped roof, a dock with boats, and a clear blue sky.
    Motif No 1
    2 min walk - 0.2 km
  • An auditorium with rows of seats facing a large window overlooking the sea.
    Shalin Liu Performance Center
    5 min walk - 0.5 km
  • A crowded beach with people swimming and sunbathing, surrounded by colorful buildings and a church steeple.
    Front Beach
    8 min walk - 0.7 km
  • A rocky shoreline with a sailboat on the water, a tree, and houses in the background.
    Back Beach
    13 min walk - 1.1 km
  • Rockport Art Association & Museum
    3 min walk - 0.3 km

Getting around

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

Restaurants

  • Chipotle Mexican Grill
    8 min drive
  • Dunkin'
    6 min drive
  • Surfside Subs
    7 min drive
  • Common Crow Natural Market
    5 min drive
  • Long Beach Dairy Maid
    7 min drive

Frequently asked questions

Is Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach?

On-site parking is available at the property.

What time is check-in at Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach?

Check-in begins at 3:00 PM.

What time is check-out at Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach?

Checkout is at 11:00 AM.

Where is Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach located?

Located in the heart of Rockport, this apartment building is steps away 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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Reviews

Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach Reviews

9.4

Exceptional

9.4

Cleanliness

9.8

Location

8.0

Property conditions & facilities
Rating 10 - Excellent. 33 out of 45 reviews
Rating 8 - Good. 9 out of 45 reviews
Rating 6 - Okay. 3 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

Reviews

From a partner site

10/10 Excellent

Perfect!

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

10/10 Excellent

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
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

6/10 Okay

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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!!
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
My kids (10 and 12) and I really enjoyed staying here. The town is adorable and everything is within walking distance. The condo was easy to find and get into, with a cute view of the shops lining the street. The parking situation could be frustrating to some, but we live in a city without off-street parking so we’re used to it. The only day I chose to pay to park was when we went to the beach so I wouldn’t have to lug all of our stuff the whopping .3 miles lol. The rest of the time I parked for free on School street which was also .3 miles from the condo (opposite direction of the beach). There are a few things you should know before you go:•It’s a very old building and the floors are very wonky. Be careful if you aren’t sure footed, it kinda made me feel drunk.•The shower is so tiny! I’m 5’3/120 and it was tight for me, definitely couldn’t shave my legs in there.•The smell as soon as you enter the building is off putting, very old and musty, however the condo smells fine. I only say this because we drove 8 hours in the rain and traffic, and my first impression was “oh no”…. but it was all good once we got upstairs!All in all definitely worth the stay!
Stayed 3 nights in Jul 2026
From a partner site

10/10 Excellent

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!
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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
From a partner site

10/10 Excellent

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!
Verified review

8/10 Good

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun place to stay in the middle of everything right downtown super cute vintage cottage would absolutely stay here again. Everything was in walking distance. Me and my wife had a lot of fun.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I came back! I love this spot. It’s so full of coziness and character, and the views are picturesque. Our host Matt was super helpful and gracious. Very grateful for our stay!
Stayed 2 nights in Mar 2026
From a partner site

10/10 Excellent

Great Vacation Stay

Our family of three stayed at the Captain's Quarters for a week and it was a wonderful vacation. The location was surprisingly quiet and peaceful, yet central to everything. We had everything we needed in the apartment and beds were comfortable for us.
Verified review

10/10 Excellent

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

Cute place!

Really enjoyed the town and place!
Stayed 3 nights in Oct 2023
From a partner site

10/10 Excellent

Amazing! Loved it

I had a great weekend getaway at Matt's place. Loved it and would definitely recommend/stay here again.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

Cozy village retreat

The nautical setting of the apartment added to our New England adventure. Hiking trails, local quarries, shops, and restaurants all within walking distance. Beautiful views of the sea and rocky terrain. Parking is inconvenient but doable. We were pleasantly surprised by the peacefulness at night considering we were staying in the middle of the village. Highly recommended for a couple looking for a weekend getaway.
Verified review

10/10 Excellent

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