Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor!
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.
- 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
____
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.
__________
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.
- 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.
__________
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).
__________
Visiting like a local means being neighborly. Please be respectful of the owner's home and considerate of the neighbors.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Historic Home w/ Exposed Beams Near Marblehead Harbor, 1 Block from The Landing
Marblehead Historic District
Historic Home w/ Exposed Beams Near Marblehead Harbor, 1 Block from The Landing
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, a first aid kit 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
About the area
Marblehead
Located in Marblehead, this holiday home is in the city centre and near the beach. Encore Boston Harbor and King Rail Reserve Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Revere Beach and Nahant Beach - Lynn Shore Reservations. Mud Puddle Toys and Salem Willows Park are also worth visiting. Discover the area's water adventures with kayaking and fishing nearby, or enjoy the great outdoors with hiking/biking trails.
Marblehead Museum & Historical Society - 2 min drive - 1.8 km
Mud Puddle Toys - 2 min drive - 2.2 km
Salem Harbor - 3 min drive - 1.8 km
Getting around
Swampscott Station - 6 min drive
Salem Station - 18 min drive
Beverly, MA (BVY-Beverly Municipal) - 30 min drive
Restaurants
The Little Store - 2 min drive
Marblehead Village Market - 18 min walk
Dunkin' - 4 min drive
Casa Corona - 6 min walk
The Landing Restaurant - 3 min drive
Frequently asked questions
Is Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor!?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor! on 14 July 2026 start from NZ$1,003, 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.
How much is parking at Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor!?
On-site parking is available at the property.
What time is check-in at Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor!?
Check-in begins at 4:00 PM.
What time is check-out at Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor!?
Checkout is at 10:00 AM.
Where is Sailors Aweigh: Cozy Marblehead stay - 3BR w/ Outdoor Space - Walk to Festival and Harbor! located?
Located in the heart of Marblehead, this holiday home is within 2 miles (3 km) of Marblehead Museum & Historical Society, King Hooper Mansion and Salem Harbor. Mud Puddle Toys and Massachusetts Bay are also within 2 miles (3 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Clean and had everything we needed. Good location.
Karisa S.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 17 July 2025
Thank you so much for your wonderful review, Karisa! We're delighted that you found the location convenient. We look forward to welcoming you back for another great stay!
Hi Max. So glad you enjoyed Sailors Aweigh! It's a fantastic spot, perfect for a delightful stay with its nautical charm and serene surroundings. We’re thrilled to hear that you had an overall good stay. We’d love to have you back anytime! Thank you for choosing to stay with us!
From a partner site
10/10 Excellent
Heather A.
6 August 2025
Perfect for our stay!
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!
Heather A.
Response from VrboOwner on 9 August 2025
Thank you so much for your fantastic review, Heather! We would be thrilled to welcome you back for another stay in the future!
From a partner site
10/10 Excellent
Amy B.
7 July 2025
Clean & Spacious
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.
Amy B.
Response from VrboOwner on 10 July 2025
Thank you so much for your wonderful review, Amy! It's great to know that you and your family had a great stay at Sailors Aweigh and that you appreciated the spacious rooms and the huge backyard and patio area. We look forward to welcoming you back for another fantastic stay!
Verified
8/10 Good
Amy
3 November 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
The place was comfortable, clean and well-located in Marblehead. The only not O had was the bathroom fan was not operated by a switch but was motion activated. So in the middle of the night when you went into the bathroom the fan went on and you couldn’t turn it off. It stayed on for a fair amount of time an was loud. Small complaint. Overall great.
Thomas G.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 30 April 2026
Thank you so much for your kind review! We’re thrilled to hear that Sailors Aweigh was comfortable, clean, and well-located for your stay in Marblehead.
We appreciate your feedback about the bathroom fan and will look into making improvements. It was a pleasure hosting you, and we hope to welcome you back again for another great visit in the future! 😊
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.
Jason R.
Stayed 4 nights in Jul 2024
From a partner site
10/10 Excellent
Amy B.
27 October 2025
The Perfect Blend of Comfort and Coastal Beauty
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.
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.
Patricia W.
Stayed 2 nights in May 2025
Response from VrboOwner on 13 June 2025
Thank you, Patricia, for your feedback and for choosing to stay at Sailors Aweigh. We're glad to hear you enjoyed the lovely yard and found Marblehead to be a nice town to explore. We apologize for the typo error about the walking distance to the historic town. We will make sure to update the details accordingly. We hope to have the opportunity to host you again on your next road trip!
From a partner site
10/10 Excellent
Nicole S.
7 June 2025
Quaint and Picturesque
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!!!
Nicole S.
Response from VrboOwner on 13 June 2025
We're so thrilled you enjoyed your stay and your positive feedback. We're committed to providing the best quality, and your feedback is encouraging. Looking forward to hosting you again!
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.
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.
Safe, quiet, and cozy. Host was communicative and responsive. House was a little dated, but otherwise comfortable. We stayed for a trip to Salem, was only a 10 minute drive into Salem. Spent some time in Marblehead and was able to walk to and from town, about a 20 to 40 minute walk depending on where you go.