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Sailor’s Retreat – Old Town Stay Near Salem & Harbor

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Property grounds - Sailor’s Retreat – Old Town Stay Near Salem & Harbor (Marblehead)
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1 bedroom, iron/ironing board, free WiFi, bed sheets - Sailor’s Retreat – Old Town Stay Near Salem & Harbor (Marblehead)
Smart TV - Sailor’s Retreat – Old Town Stay Near Salem & Harbor (Marblehead)
Nestled in Marblehead's historic Old Town, this charming apartment offers a relaxing retreat. Walk to the beach, restaurants, and harbor or explore Fort Sewall and its surroundings.

Reviews

9.4 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 256 sq m

Popular amenities

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

Add dates for prices

About this property

Sailor’s Retreat – Old Town Stay Near Salem & Harbor

  • Stay in the heart of Marblehead’s historic Old Town at Sailor’s Retreat — a comfortable coastal escape just steps from the harbor, scenic shoreline walks, and local dining. With easy access to nearby beaches and Salem’s historic attractions, this first-floor suite makes exploring the North Shore effortless.

    Spend your days strolling harbor paths, visiting Fort Sewall and Crocker Park, or discovering Salem’s renowned museums and historic sites just minutes away. After a day of exploring, return to a welcoming space designed for comfort and convenience.

    Inside, you’ll find a bright living area, full kitchen, and thoughtful touches that make both short visits and longer stays easy. In-suite laundry adds extra convenience for extended stays, road trips, or multi-destination travel.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

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
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Whale watching nearby
  • Wildlife walks 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 600 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

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.

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: Not allowed due to allergies

Children and extra beds

Children are welcome

Events

No events allowed

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
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 c0397421680

We should mention

A car is recommended for transport to and from this property

About the area

Located near the beach, this apartment is in Marblehead Historic District, a neighbourhood in Marblehead. Salem Witch Museum and Marblehead Museum & Historical Society are cultural highlights, and some of the area's landmarks include Fort Sewall and King Hooper Mansion. Mud Puddle Toys and Stowaway Sweets are also worth visiting. Kayaking, scuba diving and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. Visit our Marblehead travel guide
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Map
Marblehead, MA

What's nearby

  • Fort Sewall
    Fort Sewall
    5 min walk - 0.5 km
  • Gas House Beach
    5 min walk - 0.5 km
  • Mud Puddle Toys
    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 Little Store
    7 min walk
  • Marblehead Village Market
    19 min walk
  • Gerry 5 V.F.A.
    2 min drive
  • Casa Corona
    3 min drive
  • VFW
    10 min drive

Frequently asked questions

Is Sailor’s Retreat – Old Town Stay Near Salem & Harbor pet-friendly?

No, pets are not allowed at this property.

How much is parking at Sailor’s Retreat – Old Town Stay Near Salem & Harbor?

On-site parking is available at the property.

What time is check-in at Sailor’s Retreat – Old Town Stay Near Salem & Harbor?

Check-in begins at 3:00 PM.

What time is check-out at Sailor’s Retreat – Old Town Stay Near Salem & Harbor?

Checkout is at 11:00 AM.

Where is Sailor’s Retreat – Old Town Stay Near Salem & Harbor located?

Located in Marblehead Historic District, this apartment building is within a 10-minute walk of Gas House Beach, Mud Puddle Toys and Fort Sewall. King Hooper Mansion and Gas House Basin are also within 10 minutes.

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Sailor’s Retreat – Old Town Stay Near Salem & Harbor 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.
More informationOpens 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

Cleanliness

10

Location

Reviews

Verified

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
Verified

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
Verified

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
From a partner site

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.
Verified

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
From a partner site

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.
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Santana M.

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

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!
Verified

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
Verified

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
Verified

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