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

Top rated by guests
Let’s visit the unique boutiques in downtown Marblehead
Let's go golfing - so many nearby golf courses: Tedesco, Olde Salem Greens & Kernwood Country Club
Let’s go Whale Watching!
Sunrise or Sunset paddle around Marblehead Harbor!  Wow – what a trip.
Coffee and/or coffee maker
review stars
10Outstanding
(20 Ratings)
"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 ..."
Amy B.
Don't miss out! Price and availability may change
10 / 10
Outstanding(20 Ratings)

House in Marblehead, MA

6 guests · 3 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

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

Non-smoking
No pets allowed
Family friendly

Map of Marblehead, MA


Ratings and reviews

10 / 10
Outstanding(20 Ratings)
8 / 10Excellent·Nov 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.
10 / 10Outstanding·Oct 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.
10 / 10Outstanding·Oct 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.
10 / 10Outstanding·Aug 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!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Sailors Aweigh: Marblehead 3BR Retreat with Outdoor Space Near Harbor & Beaches. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Sailors Aweigh: Marblehead 3BR Retreat with Outdoor Space Near Harbor & Beaches pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Sailors Aweigh: Marblehead 3BR Retreat with Outdoor Space Near Harbor & Beaches?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.