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
9.49.4 out of 10
Exceptional
Entire apartment
2 bedrooms1 bathroomSleeps 460 sq m
Popular amenities
Ocean view
Kitchen
Air-conditioning
Outdoor space
Parking available
Add dates for prices
About this property
Rockport Coastal Retreat Walk To Beach
Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Loft, with exposed beams and hooks embedded in posts from mending sails. Enjoy a small Juliette style balcony overlooking Bearskin Neck from the comfort of this two bedroom, one bathroom property. Located in a prime location close to the ocean, restaurants, shops, and beaches, you won't want to miss out on this one-of-a-kind experience!
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
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
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 sea
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)
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
Is Rockport Coastal Retreat Walk To Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Rockport Coastal Retreat Walk To Beach?
On-site parking is available at the property.
What time is check-in at Rockport Coastal Retreat Walk To Beach?
Check-in begins at 3:00 PM.
What time is check-out at Rockport Coastal Retreat Walk To Beach?
Checkout is at 11:00 AM.
Where is 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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Rockport Coastal Retreat Walk To Beach Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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.
Lovely home located right by the water. Nestled amongst delicious restaurants, cozy cafes & local galleries/shops, close to grocery store & gas station. Clean & cozy.
Brogan M.
Stayed 6 nights in Nov 2024
Verified
6/10 Okay
Robert
26 June 2024
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.
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!
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.
Jennifer R.
Stayed 2 nights in Oct 2023
From a partner site
10/10 Excellent
Leeann T.
27 Apr 2024
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!!
Leeann T.
From a partner site
10/10 Excellent
Heidi G.
26 Feb 2025
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!
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.
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!
Rob R.
Stayed 4 nights in Oct 2024
From a partner site
10/10 Excellent
Anne R.
18 Sept 2024
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!
Anne R.
Verified
8/10 Good
Cheryl K.
23 May 2024
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.
Cheryl K.
Stayed 3 nights in May 2024
From a partner site
10/10 Excellent
Sisia D.
3 Sept 2025
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.
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!
John M.
Stayed 13 nights in Apr 2025
From a partner site
10/10 Excellent
Sean L.
5 Oct 2025
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.
Sean L.
Verified
10/10 Excellent
Irene
21 May 2023
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.
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.
Brad M.
Stayed 3 nights in Apr 2019
From a partner site
10/10 Excellent
Tom G.
17 July 2025
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
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.