See all properties
Apartment

The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA

Photo gallery for The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA

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

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 256 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Parking available
  • Barbecue grill
  • Outdoor space

Explore the area

Map
Marblehead, MA
  • Salem Witch Trials Memorial
    ‪9 min drive‬
  • Peabody Essex Museum
    ‪9 min drive‬
  • Salem Witch Museum
    ‪9 min drive‬
  • Boston, MA (BOS-Logan Intl.)
    ‪24 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 – Cozy Historic Apartment Rental in Marblehead, MA

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.

Property manager

Matt Walsh
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Living Room

The Yachtsman Suite – Classic Coastal Style in the Heart of Old Town Marblehead

  • Kitchen
  • Air conditioning
  • Outdoor space
  • Parking available
9.8 out of 10, (37 reviews)
The Yachtsman Suite – Classic Coastal Style in the Heart of Old Town Marblehead

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
Not allowed due to allergies
default

Smoking

Smoking is not permitted
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
Property Registration Number c0397421680

We should mention

A car is recommended for transport to and from this property

About the area

Marblehead

Located in Marblehead, this apartment is in the city centre and near the beach. King Rail Reserve Golf Course and Sagamore Spring Golf Club 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. Salem Wax Museum and Salem Willows Park are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Marblehead, MA

What's nearby

  • Salem Witch Trials Memorial - 9 min drive - 7.9 km
  • Peabody Essex Museum - 9 min drive - 8.2 km
  • Salem Witch Museum - 9 min drive - 8.2 km
  • Salem Common - 10 min drive - 7.8 km
  • House of the Seven Gables - 10 min drive - 7.8 km

Getting around

  • Swampscott Station - 8 min drive
  • Salem Station - 10 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 36 min drive

Restaurants

  • ‪Gerry 5 V.F.A. - ‬2 min drive
  • ‪The Landing Restaurant - ‬7 min walk
  • ‪Peppy's Pizzeria - ‬13 min drive
  • ‪Terry's Old Fashion Ice Cream Shop - ‬18 min walk
  • ‪Rip Tide Lounge - ‬15 min walk

Frequently asked questions

Is The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA?

Check-in begins at 3:00 PM.

What time is check-out at The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA?

Checkout is at 11:00 AM.

Where is The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA located?

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

Reviews

10

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. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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.
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

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

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

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

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
Tell us how we can improve our siteShare feedback