Sailors Rest

Sailors Rest: Fabulous Yard, Near Beach, Town, & Bike Trail, Smart TV, Fast WiFi

2 BR
1 Bath
Sleeps 4


Looking for that perfect vacation rental? Looking for an amazing outdoor space? Looking for a cozy home that is close to everything – park your car and walk to the beach, restaurants, pubs, and shops? Welcome to Sailors Rest, a Marblehead vacation home with all of the above and more!

- An amazing outdoor space including an outdoor living room with fireplace & large screen smart TV

- On a quiet side street and abuts the Rail Trail bike path

- A kitchen furnished for the gourmet with dual ovens, sleek fridge, and tons of spices

- A cozy sunroom for quiet relaxation

- Cozy living open space with large screen Smart TV.

- 2 Bedrooms – each with a queen bed.

As you enter Sailors Rest, you’ll be pleased with the open space and one-floor living. To your right, enter the open living space with large comfy couch and chair. The large screen smart TV where you can use your favorite streaming services. Behind the couch is the dining table that seats 4 – a great place to dine of play board games..

From the open living space, enter the galley kitchen:

- full sized appliances: gas stove with double oven, dishwasher, and French-door fridge

- Make your personal favorite coffee with the Keurig coffee maker

- Tons of pots, pans, knives, and spices.

Everything you need to prepare a fabulous meal!

As you enter the sunroom, you’re surrounded by 3 walls of windows. Sunlight glistens off the cozy furnishings and views of Sailors Rest expansive outdoor space.

Sailors Rest back yard is absolutely amazing: full of fun gathering spaces:

- Deck with a Dining Table: enjoy that perfect vacation morning: coffee with birdsong – so soothing

- Gas Grill for those great BBQ dinners.

- Relax & take in the sun on the Adirondack Chairs by the firepit.

- Further into the garden, is the most amazing Outdoor Living Room: this container reimagined oozes with ambience. The outdoor living room includes a huge wrap-around couch, a big screen Smart TV, and electric fireplace – imagine kicking back here!


Sailors Rest Sleeping arrangements: 2 Bedrooms Sleeps 4

Front Bedroom (Sleeps 2)

- Queen bed bookended by 2 side tables

- Large Bureau

- Closet

Back Bedroom (Sleeps 2)

- Queen bed bookended by 2 side tables

- Large Bureau

- Closet

- Desk with Chair


Sailors Rest Accommodation Highlights

- Amazing backyard and outdoor living room

- Outdoor Deck with dining set and gas grill

- Expansive backyard various seating spaces: Outdoor Living Room, Fire Pit, and more

- Well-furnished kitchen with full sized appliances: dishwasher, stove, fridge

- Keurig Coffee Maker

- 2 bedroom

- 1 Full Bathroom with tiled tub and shower combination

- 2 Large Screen Smart TVs; one in the main living room and the "Shanty", the outdoor living room.


Mobility Friendly Property: This home is considered mobility friendly, because it meets the following criteria:

1) One floor living is possible - at least 1 bedroom and 1 full bath are on the main living level.

2) Few stairs (6 or less) to enter the main living level.

3) Easy access bathing: either a walk-in shower or grab bar to assist with entering a tub/shower combination.


About Marblehead

Founded in 1629, Marblehead was a crucial fishing port during the American Revolution; much of its history can be discovered by navigating through the colorful, narrow streets of Old Town. Like an open-air museum, Marblehead flaunts its history not only in its well-preserved 18th-century houses and architecture, national historic landmarks and local shops are sprinkled throughout the town.

After meandering amongst the quaint Colonial houses, take a tour through Marblehead Neck, which leads to the lighthouse. Marvel at the breathtaking views of Marblehead Harbor, birthplace of the US Navy, & a major sailing capital.

Marblehead’s most popular beach, Devereux, has plenty of picnic tables, playgrounds, and on-site restrooms. Gas House Beach is on Little Harbor. With a rocky shore and small boats anchored in tranquil, shallow water, the scene at Gas House is perfectly New England. Active visitors can enjoy a paddle at King’s Beach with views of Boston.


About iTrip North Shore Properties

- Smoking is strictly prohibited. Guests will be fined and immediately evicted for smoking or vaping in the home or on the property.


These are cause for eviction with no refund. If any damage impacts our ability to offer the home for future guests, you will be held liable.



- Each of property features a starter set of supplies for guests which includes toilet paper, paper towels, dish detergent, & hand soap.

- The beds are fully made & ready for your arrival with freshly laundered linens. A set of towels for each registered guest are included in the rental rate.

- For family friendly homes, a luxury Pack-n-Play or other children's furnishings are available for an additional charge (as availability permits).


Visiting like a local means being neighborly. Please be respectful of the owner's home and considerate of the neighbors.

23 Prince St Marblehead, MA 01945
Registration Number: C0428801680

Sleeping Arrangements

Front Bedroom Queen
Back Bedroom Queen

Bathroom Configuration

Main Full Bath: Toilet, Combo Tub Shower

Property Rules

Check In: After 4pm
Check Out: Before 10am
Smoking: Not Allowed


"Renters must be 25 years of age"
Air Conditioning
Available Parking
BBQ Area
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Central Heat
Children Welcome
Cleaning Disinfection
Coffee Maker
Cooking Basics
Deadbolt Lock
Dedicated Workspace
Dining Table
Dishes And Utensils
Dishes and Silverware
Emergency Exit Route
Enhanced Cleaning Practices
Ethernet Connection
Extra Pillows And Blankets
Family Friendly
Fire Extinguisher
Fire Pit
First Aid Kit
Free Full Kitchen
Garden or Backyard
Hair Dryer
Hi Speed WiFi
Internet Access
Iron Board
Keyless Entry
Kid Friendly
Living Room
Long Term Stays Allowed
Mobility Friendly
Open Patio
Outdoor Lighting
Outlet Shopping
Patio or Balcony
Pets Not Allowed
Private Entrance
Private Living Room
Screened Patio
Self Check-In Checkout
Single Level Home
Smart TV
Smoke Detector
Smoking Not Allowed
Sun Room
Walk To Beach
Bathroom Step Free Access



Frequently Asked Questions

  • A walk or bike ride along the Marblehead Rail Trail, a 4-mile long pathway that meanders through wooded areas and continues on into the neighboring towns of Swampscott and Salem.
  • A walk through the Marblehead Neck Wildlife Sanctuary, located just 1/4 mile from Sailors Rest, offering a one mile trail through 20 wooded acres, with the opportunity for bird and animal sightings.
  • A visit to Devereux Beach, Marblehead’s largest beach, which offers a playground, restaurant, picnic tables, and parking. Lifeguards on duty during specified hours. 
  • Renting stand-up paddle boards at Riverhead Beach and exploring the boats and sites in Marblehead Harbor.
  • Eating in Marblehead’s many restaurants, from waterfront dining at the Landing to seafood at the Barnacle or sandwiches and pizza at Cafe Vesuvius.
  • A visit to one of Marblehead’s many beautiful oceanfront parks, including Chandler Hovey park (featuring the Marblehead Lighthouse), Castle Rock (for the climb and the views), and Fort Sewall (for the scenery and the history).
  • A visit to one of Marblehead’s many historical sites, including the Jeremiah Lee Mansion, the King Hooper Mansion, Old Burial Hill, the Old Townhouse, and Abbot Hall (home of the painting the Spirit of ’76). 
  • Wandering through Marblehead’s two quaint shopping districts, one newer and one dating from the 1600s, with both offering a variety of dining and shopping options.
  • Exploring the older part of Marblehead at the far end of the peninsula, with many houses bearing plaques dating from the 1600s and providing information about the original owner’s name and occupation.
  • A visit to one of Marblehead’s many playgrounds, including Gatchell’s, Hobbs, and Gerry, with climbing structures and slides as well as open fields for children and adults to enjoy. 
  • A movie right in the heart of Marblehead at the Warwick Theater.
  • The Salem Witch Museum, Witch House, and Witch Dungeon offer educational insights into the witch trials that took place in Salem in the 1600s.
  • The world class Peabody Essex Museum with a variety of unique exhibitions from around the world.
  • The House of the Seven Gables,  well known as the setting of Nathaniel Hawthorne’s novel of the same name.
  • Pickering Wharf, a harbourfront shopping and dining district offering views of beautiful boats and the opportunity to stroll to the end of the nearby pier, ideally after first stopping by Captain Dusty’s for some homemade ice cream.
  • Salem Willows, which offers ocean front parks, beaches, and walking paths as well as an old fashioned arcade, including a carousel and miniature golf course. 
  • A variety of specialty walking tours are available, many focusing on the Salem Witch Trials.
  • Boat and trolley tours also offer the opportunity to explore Salem by land or water and learn about the town’s history.
Sailors Rest provides high-speed internet services.  Internet services have been shown to meet the needs of guests traveling for both work and pleasure.  
Sailors Rest is considered mobility friendly, because it meets the following criteria:
1) One floor living is possible - at least 1 bedroom and 1 full bath are on the main living level.
2) Few stairs (6 or less) to enter the main living level.
3) Easy access bathing: either a walk-in shower or grab bar to assist with entering a tub/shower combination.
Regrettably, Sailors Rest does not host furry family members.  That is, Sailors Rest is strictly no pets.
As a token of our appreciation, a Welcome Pack awaits you in the fridge.  

Beds are made with freshly laundered linens. Clean towels for each registered guest are placed on the beds. Please bring your own beach towels. Each accommodation comes with  starter pack of 1 roll of paper towels, each bathroom will have at least 1 spare roll of toilet paper.  A starter pack of coffee, cleaning supplies, and hand soap is also provided.

Items you should bring with you: Extra paper products, beach towels, beach chairs, sunscreen, toiletries, food, beverages, and any other essentials and assundries to make your vacation enjoyable.
The City of Marblehead offers paid parking lots.  You can download the Passport Parking app and have the ability to pay for parking without leaving the comforts of Sailors Rest.  Below please find some useful information on the pay by plate kiosks, times of operations, locations, and more.
There are one or more kiosks in each parking lot. There is an easily identifiable sign “Pay Here” above each kiosk. 
  • Pay at the kiosk, with cash or credit card 
  • Pay by phone, through the Passport Parking App, available on these Play Store and Apple App Store.
Kiosks operate 24 hours/day

Free parking lots are at the Train Station and 2 Blue Lane Road on Rt 127.  
During the winter, meters and kiosk parking is free.  All seasons, on-street parking outside of the meter and kiosk areas are free.
Welcome!  We hope you will stay with iTrip North Shore.  We would be delighted to be host your visit! iTrip North Shore strives to provide excellent service and assistance. 

Guests are expected to honor our House Rules to be Good Neighbors and Respectful Visitors.  
Good Neighbors honor the right of Sailors Rest’s neighbors to peacefully enjoy their homes. iTrip North Shore's guests will:
  1. Respect Quiet Hours: Quiet Hours are dictated by local rules and ordinances.  Unless specified otherwise, quiet hours are between 10PM and 8AM. 
  2. Not Host Events or Parties: without express written approval from iTrip North Shore, do not host any parties or events. 
  3. Follow the Law: do not do anything illegal.
  4. Respect Boundaries: Do not encroach into the neighbors’ space, including but not limited to yards, gardens, decks, patios, and parking spaces.  Do not use neighbors’ amenities or take neighbor’s property, such as: furniture, grills, pools, spas, etc.
  5. Follow Parking Instructions: Please follow all parking instructions and only use those spaces allotted to Sailors Rest.
Respectful Visitors: remember you are renting a private home; iTrip North Shore guests will treat Sailors Rest with the same or more respect that they would like shown to their belongings:
  1. Prudent Use: instructions on how to use appliances and amenities are provided.  Please use all items for their intended purpose and per instructions.  Please contact iTrip Vacations North Shore Massachusetts if you have any questions.
  2. Be Neat and Caring: please do pick up after yourselves; put trash and recycling in proper bins, do the dishes, use coasters, and leave the furniture where it belongs. 
  3. Park in Designated Areas: Please do park in driveways, parking pads and garages.  Please do not park on lawns or in gardens.
  4. Do Not Smoke or Vape: smoking or vaping of anything: cigarettes, pipes, cigars, or marijuana, requires special remediation to remove the aroma.
  5. Do Not Tamper with Safety Sensors: iTrip North Shore homes come equipped with a variety of safety sensors, such as: exterior cameras, noise monitoring, smoke detectors, carbon monoxide detectors, and more.  Respectful guests do not tamper with the owner's safety sensors.
  6. Be Careful: where there are wet area amenities such as waterfronts, docks, pools, or hot tubs, please take care to secure the areas and take appropriate precautions.
  7. Return Keys/Passes/Remotes: please return items as described in Check-out instructions.   
Please know that violating House Rules is grounds for terminating our agreement.
Please enjoy this lovely home with respect for the home and the neighborhood.
Enjoy your stay!
Minimum age for guests booking our properties is 25.


Great place
5/5 stars
Very good stay, the house was immaculate and the location is excellent!
- Peter

Hi Peter, It is wonderful to know you enjoyed your time at Sailor's Rest so much. We truly hope to host your stay again soon!

- Manager Response
Great stay
5/5 stars
Excellent location for my wife and I to stay for a few nights while we visited Salem each day. Away from the mayhem of Salem at Halloween... but only a 10-12 minute drive. Home was super cozy.... had everything we needed and more. Nice quiet location in beautiful and historic Marblehead.
- Damien

Hi Damien, We are elated to hear how much you enjoyed your stay with us at Sailors Rest. We love the location of the property, a beautiful spot to be when you want to be close to things yet far enough to not worry about any chaos. Didn't you love sitting out on the deck, soaking in that beautiful sunshine? We truly hope to see you again soon!

- Manager Response
Our Airbnb was delightful
5/5 stars
This little house was super quaint and cozy. Absolutely loved staying there for my birthday visit out to Massachusetts. Definitely will be renting this location again in the future. Very clean with cute little details throughout the house.
- Hillary
Cute and Cozy
5/5 stars
This house was cute, clean, and had everything we needed. Check-in and check-out was quick and easy. We were in town to visit Salem, and we had no issues catching an Uber from there and back. I will definitely consider staying here in the future, and recommend it.
- Elizabeth

Hi Elizabeth, We are thrilled to hear that you enjoyed your stay with us at Sailors Rest, we also love how wonderful a job our cleaners do to ensure the property is clean and welcoming for all of our guests. Didn't you love how close to the beach you were from the property itself? A perfect spot to enjoy at any time of the year. We hope to see you again soon!

- Manager Response
Unique and comfortable stay
5/5 stars
This was a really cool and unique spot. The place was clean and had plenty of space. There was ample room for entertaining a party of four and possibly a guest or two during the day if visiting family. The outdoor living room was really nice and very comfortable. This is one of the fancier places I have stayed and is in a nice residential neighborhood. Overall, it was a good experience. I would recommend it to anyone visiting the North Shore or Salem.
- Arthur

Hi Arthur, We are elated to hear how much you enjoyed your stay with us at Sailors Rest, we also love how wonderful of a job our cleaners do to ensure the property is nice and clean for our guests to enjoy. Didn't you love how bright and cozy the property was? With a deck outside to grill and enjoy your loved one's company, what more could you need? Sailors Rest has such an open and bright ambience to it, you can't help but want to come back for more. We truly hope to see you again soon!

- Manager Response

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Contact Manager

Phone (978) 737-7084