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Entire apartment·Private host

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

Apartment in Marblehead with kitchen and patio

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

Fridge, microwave, oven, stovetop
Property grounds
Smart TV
Smart TV
Dining
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

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill
  • Outdoor space
The current price is €406
includes taxes & fees
28 Oct - 29 Oct

Add dates for prices

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

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 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

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board

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

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 $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.

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

Property is also known as

orp5b5d389x

About the area

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 looking for area attractions can visit Salem Wax Museum and Bewitched in Salem. Salem Willows Park and Long Hill 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 - 9 min drive - 8.2 km
  • Witch House - 9 min drive - 8.2 km
  • Salem Witch Museum - 9 min drive - 8.2 km
  • Salem Common - 9 min drive - 7.8 km
  • House of the Seven Gables - 9 min drive - 7.8 km

Getting around

  • Lynn Station - 10 min drive
  • Salem Station - 22 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
  • ‪Marblehead Village Market - ‬19 min walk
  • ‪Marblehead Yacht Club - ‬2 min drive
  • ‪Barnacle Restaurant - ‬3 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.

How much does it cost to stay at The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA?

As of 27 Oct 2025, prices found for a 1-night stay for 2 adults at The Sailor’s Retreat – Cozy Historic Apartment Rental in Marblehead, MA on 28 Oct 2025 start from €405.79, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 Marblehead Museum & Historical Society. Marblehead Dog Park and Salem Harbor are also within 3 miles (5 km).

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Reviews

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

9.4

Exceptional

9.8

Cleanliness

10

Location
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

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

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!
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

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

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