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The Sailor’s Retreat – A Cozy Escape in Historic Marblehead

Photo gallery for The Sailor’s Retreat – A Cozy Escape in Historic Marblehead

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

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 255.7 sq m

Popular amenities

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

Explore the area

Map
Marblehead, MA
  • Peabody Essex Museum
    ‪8 min drive‬
  • Salem Witch Trials Memorial
    ‪8 min drive‬
  • Salem Witch Museum
    ‪9 min drive‬
  • Beverly, MA (BVY-Beverly Municipal)
    ‪37 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 – A Cozy Escape in Historic Marblehead

Located in the heart of Marblehead’s Old Town Historic District, The Sailor’s Retreat is a cozy first-floor apartment in a beautifully restored 1st Period home. This charming space offers a perfect blend of historic character and modern comforts, making it an ideal getaway for couples or solo travelers.

With a private bedroom, a full kitchen, and a comfortable living area, this retreat is just a short walk from beaches, Fort Sewall, the harbor, and top local restaurants. Whether you're exploring Marblehead’s rich history or simply looking for a peaceful coastal escape, The Sailor’s Retreat offers the perfect home base.

Freshly Renovated, in Marblehead's Old Town Historic District. Location is Ideal situated a short walk to 2 beaches, Fort Sewall, Coffee shops, Crosby's Market, Local favorite restaurants ( The Barnacle, The Landing, Maddie's Sail Loft), Eastern Yacht Club, Boston Yacht Club, Corinthian Yacht club, Dolphin Yacht club, Redd's Pond, etc

Property manager

Matt Walsh
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
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
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. 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. 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.
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Map
Marblehead, MA

What's nearby

  • Peabody Essex Museum - 8 min drive - 7.3 km
  • Witch House - 8 min drive - 7.6 km
  • Salem Witch Trials Memorial - 8 min drive - 7.4 km
  • Salem Witch Museum - 9 min drive - 7.8 km
  • House of the Seven Gables - 9 min drive - 7.9 km

Getting around

  • Swampscott Station - 8 min drive
  • Salem Station - 16 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 37 min drive

Restaurants

  • ‪Gerry 5 V.F.A. - ‬2 min drive
  • ‪The Landing Restaurant - ‬7 min walk
  • ‪Peppy's Pizzeria - ‬11 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 – A Cozy Escape in Historic Marblehead pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Sailor’s Retreat – A Cozy Escape in Historic Marblehead?

Check-in begins at 3:00 PM.

What time is check-out at The Sailor’s Retreat – A Cozy Escape in Historic Marblehead?

Checkout is at 11:00 AM.

Where is The Sailor’s Retreat – A Cozy Escape in Historic Marblehead located?

Located in the heart of Marblehead, this apartment building is within a 10-minute walk of Gas House Beach, Fort Sewall and Marblehead Museum & Historical Society. Crowninshield Island and Massachusetts Bay are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

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.
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

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

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

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

Located in Marblehead’s Old Town Historic District, The Sailor’s Retreat is surrounded by quaint streets, charming shops, and waterfront views. Enjoy fresh seafood at local favorite restaurants, take a scenic walk to Fort Sewall, or relax at one of the nearby beaches.

What makes this property unique

✔ First-floor apartment – easy access from street level
✔ Private bedroom with a queen-size bed
✔ Full kitchen with a fridge, stove, and microwave
✔ Cozy living space with a sofa, Smart TV & WiFi
✔ Air conditioning in the bedroom
✔ Steps from Marblehead’s top attractions – beaches, historic sites, and yacht clubs

Languages:

English

Premier Host

They consistently provide great experiences for their guests