See all properties
Entire apartment

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

Apartment perfectly located for exploring Rockport

Choose dates to view prices

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

A bedroom with a bed, a dresser, a window, and a mirror.
A beach with rocky formations and waves.
A harbor with a sailboat docked, a stone breakwater, and houses in the background.
A cozy living room with exposed wooden beams, a brown leather sofa, a beige armchair, and a wooden coffee table.
A small ice cream store with a red door and a sign that reads "The Ice Cream Store."

Reviews

9.4 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 4650 sq ft

Popular amenities

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

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, Portsmouth, NH (PSM-Portsmouth Intl.)
    ‪84 min drive‬

Room options

About the neighborhood

Rockport

Oceanside stay.Steps from the apartment, you'll find Bradley Wharf and Motif No 1. Rockport Art Association & Museum and Shalin Liu Performance Center are also within half a mile (1 km).
View more Apartments in RockportOpens in a new window

What's nearby

  • Motif No 1 - 2 min walk - 0.1 miles
  • Rockport Art Association & Museum - 3 min walk - 0.2 miles
  • Shalin Liu Performance Center - 5 min walk - 0.3 miles
  • Front Beach - 8 min walk - 0.5 miles
  • Back Beach - 13 min walk - 0.7 miles

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

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.

Similar properties

A modern house with a large patio area featuring outdoor furniture and a fire pit.
Rockport Inn And Suites
Rockport
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
4.3 out of 5, Excellent, 1,516 reviews
$128 nightly
The price is $143
Nov 30 - Dec 1
Total with taxes and fees
Rockport Inn And Suites

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
  • Bed sheets 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
  • 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 ocean

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)
  • Deadbolt lock
  • Fire extinguisher

General

  • Unit size: 650 square feet

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
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

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. Note from host: Quiet hours begin at 9PM. Strict. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property Registration Number C0161352520

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

Frequently asked questions

How close is Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach to the airport?

This apartment is 19.6 mi (27-min drive) away from the Beverly, MA (BVY-Beverly Municipal) airport, the closest popular airport to the property.

Does Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach to the beach?

This apartment is a short 6-minute walk from Front Beach and 9-minute walk from Back Beach. Don't forget your sunscreen!

Does Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach?

No, there is no casino at this apartment.

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

Check-in begins at 3:00 PM.

Is there free parking at Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach?

Free parking is not available at this apartment.

Does Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach have a pool?

This apartment does not have a pool.

Does Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach have a spa?

There are no spa services available at this apartment.

How close is Filing Site of Widows Bay! Rockport Coastal Retreat Walk To Beach to downtown Rockport?

This apartment is 0.4 mi away from Rockport.

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

Reviews

9.4

Exceptional

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

9.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

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

Perfect!

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

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

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

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, 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
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

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
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

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
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!!
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

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
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!

Explore More Ways to Travel with Travelocity