Sailors Aweigh

Sailors Aweigh: Great Yard! Newly Furnished! 3min walk to beach, BBQ, AC

3 BR
1.5 Baths
Sleeps 6

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 Aweigh, a Marblehead vacation home with all of the above and more!

- An amazing outdoor space including a large deck, BBQ, dining space, gathering space with Adirondack chairs, and the perfect large lawn and croquet.

- A kitchen furnished with everything you need: full sized stove, side-by-side fridge, large washer & dryer, and tons of space

- A cozy sunroom with large screen Smart TV and plenty of board games for playful fun.

- Cozy living open space with decorative fireplace – a great space for conversation or quiet relaxation.

- Private workspace in the dedicated office with desk, desk chair, and desk light

- Perfect for 3 couples with 3 Bedrooms each with a queen bed, and off-street parking for 3 cars.

As you enter Sailors Aweigh, you’ll be pleased with the open space and main floor living space. You enter the large bright kitchen with plenty of space for preparing meals. To your right, enter the dining room with dining space for 6. Off the dining room, one can enter the sunroom with big screen Smart TV, and the living room with decorative fireplace. A powder room off the dining room rounds out the first-floor features. Check out the large collection of board games – just perfect for those couple competitions.

The spacious kitchen features:

- full sized appliances: electric stove with large oven, dishwasher, side-by-side fridge, and large microwave

- Make your favorite coffee with the drip coffee maker

- Tons of pots, pans, knives, utensils, and kitchen wares.

- Large Front-load washer and dryer

- Breakfast nook with pub height seating for two.

Everything you need to prepare a fabulous meal!

As you exit the kitchen, enter the dining room with dining table for 6. In the sunroom, you’re surrounded by 3 walls of windows. Sunlight glistens off the cozy furnishings and views of Sailors Aweigh expansive outdoor space.

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

- Outdoor shower – rinse off the sea salt while enjoying a beautiful summer sky

- 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.

- Feel free to set-up croquet on the expansive lawn.


Sailors Aweigh Sleeping arrangements: 3 Bedrooms Sleeps 6

Front Bedroom (Sleeps 2)

- Queen bed bookended by 2 side tables

- Bureau

- Large Closet

Left Side Bedroom (Sleeps 2)

- Queen bed bookended by 2 side tables

- Large Bureau

- Closet

Right Side Bedroom (Sleeps 2)

- Queen bed bookended by 2 side tables

- Large Bureau

- Closet


Sailors Aweigh Accommodation Highlights

- Amazing backyard and outdoor living space

- Outdoor Deck with dining area and gas grill

- Expansive backyard

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

- Drip Coffee Maker

- 3 bedroom

- 1 Full Bathroom with walk-in shower

- Main floor powder room / half bathroom

- 1 Large Screen Smart TV


iTrip will consider hosting small to medium dogs for extended-stay, off-season guests only.

- To consider hosting your furry family member, guests will need to supply the following: Name, Breed, Age and Weight of your fur baby.

- Please know that pets left alone at the home will need to be crated.

- Please know dogs are considered on a case-by-case basis and additional fees apply.

During peak season, this home is strictly No Pets.


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.

199 Atlantic Ave Marblehead, MA 01945
Registration Number: C0451131680

Sleeping Arrangements

Front Bedroom Full
Guest Bedroom Queen
Side Bedroom Queen

Bathroom Configuration

Main Bath: Toilet, Shower
Powder Room: Toilet
Outdoor Shower: Outdoor Shower

Property Rules

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


Air Conditioning
BBQ Area
Bed Linens
Big Screen TV
Bird Watching
Body Soap
Car Recommended
Carbon Monoxide Detector
Central Heat
Children Welcome
Cleaning Disinfection
Clothes Dryer
Coffee Maker
Cooking Basics
Deadbolt Lock
Deck Patio Uncovered
Decorative Fireplace
Dedicated Workspace
Deepsea Fishing
Desk Chair
Dining Table
Dishes And Utensils
Dishes and Silverware
Emergency Exit Route
Enhanced Cleaning Practices
Ethernet Connection
Extra Pillows And Blankets
Family Friendly
Fenced Yard
Fire Extinguisher
Fire Pit
Fireplace Guards
First Aid Kit
Fishing Bay
Fishing Surf
Free Full Kitchen
Garden or Backyard
Hair Conditioner
Hair Dryer
Hi Speed WiFi
Horseback Riding
Internet Access
Iron Board
Kayak Canoe
Keyless Entry
Kid Friendly
Linens High Temp Wash
Living Room
Long Term Stays Allowed
Near Ocean
Open Patio
Other Long Term Renters
Outdoor Lighting
Outdoor Shower
Pets Not Allowed
Picnic Area
Private Entrance
Private Living Room
Private Yard
Requires Stairs
Room Darkening Shades
Satellite or Cable
Self Check-In Checkout
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 Aweigh, 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 Aweigh provides high-speed internet services.  Internet services have been shown to meet the needs of guests traveling for both work and pleasure.  
iTrip North Shore Massachusetts will consider hosting small to medium dogs at Sailors Aweigh  for extended-stayoff-season guests only.

To consider hosting your furry family member, please supply the following information: Name, Breed, Age and Weight.  

Please know dogs are considered on a case-by-case basis and additional fees apply.

During peak season, Sailors Aweigh has a strict No Pets Policy.
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 Aweigh.  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 Aweigh’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 Aweigh.
Respectful Visitors: remember you are renting a private home; iTrip North Shore guests will treat Sailors Aweigh 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.


No reviews yet

Book Your Stay

Select your trip dates.
Contact Manager

Phone (978) 737-7084