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The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead

Apartment in Marblehead with kitchen and patio

Photo gallery for The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead

Living room - sectional couch
Bedroom with airconditioner
Smart tv
Well appointed and comfortable
Living room

Reviews

9.4 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2600 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Marblehead, MA
  • Place, Gas House Beach
    ‪5 min walk‬
  • Place, Fort Sewall
    ‪5 min walk‬
  • Place, Marblehead Museum & Historical Society
    ‪8 min walk‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪25 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Freshly renovated Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden

About this property

The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead

Stay in the heart of Marblehead’s Old Town Historic District at The Sailor’s Retreat, a cozy and inviting first-floor apartment within a beautifully restored 1st Period home. This charming vacation rental blends historic New England character with modern amenities, making it the perfect getaway for couples or solo travelers.
Featuring a private bedroom, full kitchen, and comfortable living area, this centrally located space is just steps from Marblehead beaches, Fort Sewall, the harbor, and top-rated local restaurants. Whether you're here to explore Marblehead’s storied past or to enjoy a peaceful coastal escape, The Sailor’s Retreat is your ideal home base.
Freshly Renovated in Marblehead's Historic Old Town. Walk to 2 beaches, Fort Sewall, coffee shops, Crosby’s Market, and favorite local restaurants like The Barnacle, The Landing, and Maddie’s Sail Loft. You're also near popular Marblehead yacht clubs (Eastern, Boston, Corinthian, and Dolphin), and charming sites like Redd’s Pond.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
Not allowed due to allergies
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
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
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
Property Registration Number c0397421680

We should mention

A car is recommended for transport to and from this property

About the area

Marblehead

Located near the beach, this apartment is in Marblehead Historic District, a neighbourhood in Marblehead. Sagamore Spring Golf Club and Deer Island HarborWalk are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Square One Mall and MarketStreet Lynnfield. Witch Mansion and Salem Wax Museum are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Marblehead, MA

What's nearby

  • Gas House Beach - 5 min walk - 0.5 km
  • Mud Puddle Toys - 5 min walk - 0.5 km
  • Fort Sewall - 5 min walk - 0.5 km
  • Marblehead Museum & Historical Society - 8 min walk - 0.7 km
  • King Hooper Mansion - 8 min walk - 0.7 km

Getting around

  • Lynn Station - 10 min drive
  • Salem Station - 22 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 36 min drive

Restaurants

  • ‪The Landing Restaurant - ‬7 min walk
  • ‪Gerry 5 V.F.A. - ‬2 min drive
  • ‪Marblehead Village Market - ‬19 min walk
  • ‪The Little Store - ‬7 min walk
  • ‪Barnacle Restaurant - ‬3 min walk

Frequently asked questions

Is The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead?

On-site parking is available at the property.

What time is check-in at The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead?

Check-in begins at 3:00 PM.

What time is check-out at The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead?

Checkout is at 11:00 AM.

Where is The Sailor’s Retreat – Prime location, 1 bedroom apt in Old Town, Marblehead located?

Located in Marblehead Historic District, this apartment building is within a 10-minute walk of Gas House Beach, Fort Sewall and Marblehead Museum & Historical Society. Massachusetts Bay and Salem Harbor are also within 3 miles (5 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 1 out of 15 reviews

9.8/10

Cleanliness

9.0/10

Check-in

9.2/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Susan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and perfect location, we will definitely be back!
Stayed 2 nights in Aug 2025

10/10 Excellent

David H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
simple, clean, quaint and great location in historic Marblehead.
Stayed 1 night in Aug 2025

10/10 Excellent

Santana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!
Stayed 3 nights in Sep 2025

10/10 Excellent

Mary L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in the historic part of Marblehead. We could walk to shops, restaurants, beaches, and grocery store. The apartment was very clean with updated kitchen and bathroom. Photos reflect the apartment accurately. Would definitely stay there again when in Marblehead.
Stayed 5 nights in Aug 2025

10/10 Excellent

Karri S.

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

Lovely stay, adorable town!

Sailor's Retreat was the perfect place for our weekend trip to Marblehead! The stay was so cozy and it was stocked with all the necessities! The town is so sweet and lovely! It is only a quick drive to Salem, and Boston day trips!
Stayed 3 nights in Mar 2025

10/10 Excellent

Mary-Kate D.

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

Beautiful Spot in Town

Had a lovely stay here. Very charming apartment right in town!
Stayed 2 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jacqueline C.

Perfect!

This was the best getaway for us…😊 The apartment is just the cutest! Super clean and very comfortable! The waterfront, restaurant and shops are all within easy walking. This was a great find! We’ll definitely be back!

10/10 Excellent

Christy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a nice, well updated and clean place. I had no issues staying here and the surrounding neighborhood is lots of fun to explore. I found a pond and a couple of beaches while wandering around this interesting neighborhood. Many houses have plaques affixed telling the year and purpose/original owner for which they were built (mostly 1700s). There is a good grocery store (Crosby's) a few blocks away & restaurants as well.
Stayed 2 nights in Aug 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jennifer A.

Highly recommend Sailor's Retreat!

This place was everything it promised and more!!! The team at Breakwater Properties made the transaction seamless, and the stay stellar. The location was ideal, the price was lightyears better than all I investigated, and the accommodations were cozy, clean, and quaint.

10/10 Excellent

Shannon E.

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

Amazing location!

Great location, 14-15 minutes from Salem, with scenic drives from the Boston Logan airport. Cozy place to stay that had all the necessary amenities! Matt was super responsive. Wonderful experience and would absolutely refer friends and rebook our stay here again!
Stayed 3 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sandra K.

Perfect fall getaway!

We selected this rental due to its proximity to Salem as well as the coast. The photos of the unit were spot on and accurately reflected the property. The location is within walking distance of local shopping, dining, and sites. Very clean, comfortable rental. Great communication with the host. I would gladly stay here in the future.

10/10 Excellent

Rachel B.

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

Adorable Apartment!

My husband and I stayed here while visiting Salem and Marblehead for a few days. We’re familiar with the area and like to stay outside the hustle and bustle of Salem (a quick Uber ride is all you need to get there!). This apartment was lovely—it’s nestled in a very walkable area and we were able to hit some local restaurants and shops with no issue. It is adorable inside! Full kitchen, good-sized bathroom and bedroom. We would definitely stay here again!
Stayed 2 nights in Oct 2024

2/10 Terrible

Rachel S.

Liked: Location
Disliked: Check-in, communication, listing accuracy
Cancelled for Aug 4 after we made full payment We were supposed to stay 3 nights and cancelled the day of check in by hostReimbursed by VBRO portion not host portion of billHad to talk to my credit card company for that larger amount Never again Reason given by host:The person staying there was not the person paying the bill as it was a business stayI would have appreciated a little more honesty
Stayed 3 nights in Aug 2025

10/10 Excellent

Rachel B.

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

Great spot!

This is a great little apartment to stay in Marblehead. First floor, lovely bathroom with tub, renovated kitchen. Comfortable and quiet, walkable to many nice spots. Matt was always responsive to questions. Only thing that was a little unclear was that the parking spot was not actually in the driveway but about a block away. Not a big deal normally but coming with an infant it would have been helpful to know ahead of time.
Stayed 2 nights in Aug 2024

8/10 Good

Toby R.

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

Lovely place

Place was fine. Nicely maintained. Door entries confusing. Press enter, but no enter button. Parking after arriving at night confusing. Apartment nicely appointed. Doorway to bedroom a tight squeeze. . All together a goid experience. Would have liked parking in lot behind house. No street parking.
Stayed 3 nights in Jun 2025

About the host

Hosted by Matt Walsh

Host profile image
I am a super host and have enjoyed providing accommodations to our guests for the last 6 years at multiple properties.

Why they chose this property

Nestled in the scenic and walkable Old Town Historic District, The Sailor’s Retreat is surrounded by waterfront views, local seafood restaurants, and cobblestone streets. Walk to Fort Sewall, relax by the sea, or explore charming antique shops just minutes away.

What makes this property unique

• First-floor apartment – easy access
• Private bedroom with queen-size bed
• Full kitchen: refrigerator, stove, microwave
• Cozy living area with sofa, Smart TV, and WiFi
• Bedroom air conditioning for comfort
• Steps to beaches, Fort Sewall, shops, and Marblehead’s top yacht clubs

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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