Sailors Aweigh: Marblehead 3BR Retreat with Outdoor Space Near Harbor & Beaches

Marblehead, Massachusetts
$751 avg/night Minimum Stay 1 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

Want a uniquely Witch City Experience Stay with us and enjoy special pricing for a group psychic reading or seance.

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.

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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

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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

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Window AC Units

This property is cooled with window air conditioning units. The units are installed in May and removed in September. Each window AC unit has both a cooling function and a fan function. Each room with a window AC unit; also has a fan.

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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.

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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.

- NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ALLOWED AT ANY TIME.

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.

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Amenities:

- 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).

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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1000 Sq Ft (93 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Fenced Yard Firepit Garden Patio
  • BATHROOMS

    1.5 Bathrooms Hair Dryer Outdoor Shower Shampoo Shower Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English French Italian Spanish
  • THINGS TO DO

    Birdwatching On Site Boat On Site Fishing Nearby Golf Nearby Golf Privileges Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Horse Riding On Site Kayaking Nearby Snorkeling On Site
  • ENTERTAINMENT

    Books Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Village In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Amy

    Submitted Nov 3, 2025

    Stayed Oct 19, 2025

    What stood out the most about this stay in Marblehead was the communication between them VRBO and myself. They were excellent in getting back to me in such a timely manner. The area the home is in is so quiet and unique. Had a wonderful time staying in this establishment.

  • Amy B.

    Submitted Oct 27, 2025

    Stayed Oct 19, 2025

    We had a wonderful stay at this beautiful Marblehead home! The house was spotless, comfortable, and had everything we needed- a full kitchen, laundry, and plenty of space to relax. It was the perfect location for our October getaway: close enough to Salem for all the Fall fun, yet far enough away to enjoy the quiet charm and coastal beauty of Marblehead. Communication with the host was easy and Prompt, which made the whole experience seamless. Highly recommend this home for anyone looking for a peaceful retreat.

  • Rebecca B.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    We had a great stay for the weekend with my family. The house was spotless, well stocked, and the beds were extremely comfortable. Great central location in Marblehead, easy to get to, and very easy parking.

  • Heather A.

    Submitted Aug 6, 2025

    Stayed Jul 28, 2025

    We absolutely loved this property and Marblehead. The proximity to Devereux Beach and Chandler Hovey Park was so close! The binder of extra information about the property and surroundings was super helpful as well. We would definitely stay here again!

  • Karisa S.

    Submitted Jul 14, 2025

    Stayed Jul 10, 2025

    Clean and had everything we needed. Good location.

  • Amy B.

    Submitted Jul 7, 2025

    Stayed Jul 2, 2025

    We had a great stay with our family of 6. Plenty of rooms and space for all, including a huge back yard and patio area.

  • Nicole S.

    Submitted Jun 7, 2025

    Stayed Jun 3, 2025

    We had a lovely time staying at Sailors Aweigh. The home was located at the perfect spot to visit Boston for a day and Salem for a day. The area is remarkable, with a laidback, quaint feeling. Lots of people out walking, jogging/running, biking, etc. Our boys enjoyed many games of croquet. At no point did we feel like we had to keep them under a watchful eye. Of course, they are 12 and older, but we had no worries. If you are looking to visit the area, this is a house in a picturesque setting. You can’t go wrong! Enjoy!!!

  • Patricia W.

    Submitted May 20, 2025

    Stayed May 17, 2025

    Nice house but NOT 3 min walk to historic town. Downtown was a 30 minute walk. Marblehead was a very nice town to walk around. Short drive to salem. Lovely yard. Overall a good place to spend a few nights on our road trip home from Acadia NP.

  • Max H.

    Submitted Apr 26, 2025

    Stayed Apr 12, 2025

    Overall good stay

  • Whitney and Brody P.

    Submitted Nov 13, 2024

    Stayed Nov 7, 2024

    My family and I stayed here and it was cute and quiet. We loved the age of the house and the cuteness of it. We had plenty of room to move around and not feel like we were on top of each other. There are a few things we wished we had such as: more outlets, outside fireplace to relax by, more seating. The living room is not very welcoming and kind of outdated. My stepfather made the joke that someone was m*rdered here due to the big stain on the steps.

  • Nancy S.

    Submitted Oct 6, 2024

    Stayed Sep 24, 2024

    This property was a great stay, very comfortable for our stay. Great location,! was very happy with our choice.

  • Krystin M.

    Submitted Oct 2, 2024

    Stayed Sep 27, 2024

    Clean , close to Salem

  • Tracy H.

    Submitted Sep 16, 2024

    Stayed Sep 12, 2024

    This is a well appointed house. It is comfortable. We all agreed the mattresses were comfortable. Kitchen pretty much had everything we needed and they had a bottle of wine and two waters waiting for us. We were there for a wedding in Salem which was very close by. We took showers in a row and had plenty of hot water. And the outdoor shower was fun. The yard is private with a nice deck to sit and chat or read a book. We are discussing going back next fall for a week. Highly recommend.

  • Jason R.

    Submitted Jul 14, 2024

    Stayed Jul 10, 2024

    We thoroughly enjoyed our stay here! Very close to everything we wanted to do, and a reasonable drive in to Boston. Manager was prompt about making a minor repair that popped up.

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Total

Includes taxes and fees
$751+
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