Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!
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 manager
Matt Walsh
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Air conditioning
Outdoor space
Water view
Parking available
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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.
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
Property Registration Number C0161352520
We should mention
A car is recommended for transport to and from this property
About the area
Rockport
Located in Rockport, this apartment is in the city centre and near the beach. The area's natural beauty can be seen at Good Harbor Beach and Wingaersheek Beach. Schooner Adventure and Maritime Gloucester are also worth visiting. Discover the area's water adventures with kayaking, scuba diving and snorkelling nearby, or enjoy the great outdoors with ecotours.
ROCKPORT, MA
What's nearby
Motif No 1 - 3 min walk - 0.3 km
Shalin Liu Performance Center - 3 min walk - 0.3 km
Front Beach - 6 min walk - 0.6 km
Cape Ann - 4 min drive - 2.6 km
Halibut Point State Park - 6 min drive - 4.3 km
Getting around
Rockport Station - 15 min walk
Beverly, MA (BVY-Beverly Municipal) - 27 min drive
Restaurants
Starbucks - 8 min drive
Long Beach Dairy Maid - 7 min drive
Fish Shack Restaurant - 2 min walk
Surfside Subs - 7 min drive
Brothers Brew Coffee Shop - 3 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.
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!?
Checkout 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 within a 5-minute walk of Motif No 1 and Shalin Liu Performance Center. Front Beach and Back Beach are also within 10 minutes. Rockport Station is 15 minutes by foot.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Heidi G.
26 February 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!
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
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Brook S.
3 July 2024
Amazing! Loved it
I had a great weekend getaway at Matt's place. Loved it and would definitely recommend/stay here again.
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!
We have a toddler and a teenager.
This afforded our youngest to nap between visiting beaches while our eldest could explore and keep busy.
Bethany T.
Stayed 5 nights in Aug 2024
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.
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.
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
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.
Irene
Stayed 2 nights in May 2023
10/10 Excellent
Brad M.
25 April 2019
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.
Brad M.
Stayed 3 nights in Apr 2019
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Leeann T.
27 April 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.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Anne R.
18 September 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!
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
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.
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.
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
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.
The absolute perfect vacation rental, we just returned from such a memorable stay here! The condo is immaculate, spotlessly clean, spacious, beautifully decorated, filled to the brim with historic charm and has every comfort of home. The location cannot be beat, perfectly situated in the heart of Bearskin Neck, the quaintest little sea village. In our opinion the best location in all of Rockport. A short beautiful walk to the beach, a step out the front door brings you to the most picturesque water front locations, Motif #1, quaint shops, ice cream, coffee, restaurants... you are surrounded by old-world beauty at ever turn. In the evening the town is peaceful and quiet - open the windows
and enjoy the most magnificent sleep with the sea air coming through ! When returning to Rockport, this is the place my family and I will stay without question. If you are planning a stay in Rockport, make this your rental - you will be overjoyed that you did, we sure are! Enjoy!!!
Arielle F.
Stayed 4 nights in Jun 2021
About the host
Hosted by Matt Walsh
Why they chose this property
Located in the heart of Bearskin Neck, Rockport’s famous artist colony, this rental is surrounded by local galleries, artisan shops, and charming waterfront restaurants. Step outside to enjoy fresh seafood, boutique shopping, and live music, or take a short stroll to scenic beaches and the Shalin Liu Performance Center.
What makes this property unique
• A historic building that was once The Sail Loft of Rockport • Exposed wooden beams and original stretcher hooks used for mending sails • Juliette-style balcony overlooking the heart of Bearskin Neck • Prime location with easy access to beaches, harbor views, and local attractions
Languages:
English
Premier Host
They consistently provide great experiences for their guests