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SeaWitch Cottage | Stylish Spot by Shops & Sea

Stay at the SeaWitch Cottage—a cozy, whimsical condo nestled in the heart of Marblehead’s historic district. This beautifully renovated third-floor apartment blends Victorian charm with playful modern touches, offering a soulful escape for families, couples, or solo travelers. Enjoy peekaboo ocean views from nearly every window, stroll to nearby beaches and parks, and explore beloved local spots like Maddie’s Sail Loft, Shubie’s Market, and Java Sun Café. Salem is just a 15-minute drive away.

Hideaway House: Modern home, historic seaside town

Welcome to historic, coastal Marblehead! The Hideaway House is a fully renovated home in the center of downtown, steps from restaurants, shopping, museums, and breathtaking views of Marblehead Harbor & the Atlantic Ocean. With a two car garage & parking for 6, this home is convenient and private - just 3 miles to Salem and only 16 miles north of Boston. Enjoy central AC on hot days and a gas fireplace, high speed WiFi & 55” smart tv on chilly nights. Follow us on Instagram @hideawayhousemhd

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

Old Town Gardens, Private Getaway

Sunny Apartment deep in Marblehead's Historic District. A hidden gem built in 1800, lovingly restored with original pine flooring but completely updated kitchen, bath, high speed Wifi, Roku TV, A/C and heating. Private entrance, off street parking and secluded patio lead to your 1250 SF first floor apartment: 2 bedrooms, small office w/full size laundry, spacious dining room, chef's kitchen (gas, dishwasher) bath (soaking tub/shower) and living room overlooking the stunning front garden.

Captain’s Quarters

Tucked in a home built in 1740, this cozy apartment offers costal charm in historic old town, surrounded by antique homes on winding streets. Galleries, bakery, cafés, shops, restaurants, harborside parks and beaches are steps away. Explore, unwind, and soak in the salty, seaside breeze. Note: The apartment is on the 2nd floor. Typical of colonial era homes, the stairs are steep. The apartment isn’t child proof. Wear shoes indoors because the original floor boards from 1700s are rough.

Seaside Studio Shipyard District

This lovely studio is less than 100 yards from the harbor and a 10-minute walk to downtown Marblehead. Located in a quiet neighborhood in the historic Shipyard District, the studio is a "semi-attached" addition to a New England-style home. The studio has a private entrance and a sliding door that opens to a patio by the garden. Guests are welcome to park their cars in our driveway. With about 400 square feet of floor space, it has a cathedral ceiling and top-of-the-line appliances.

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

Heart of Old Town Duplex (LEFT), Steps from Harbor

A well-appointed 2 story townhouse located in the heart of Old Town Marblehead and footsteps from Crocker Park overlooking Marblehead Harbor. Walking distance to everything! Our space includes 1 queen bedroom and 1 bathroom upstairs with a kitchen, dining room, and living room (with full sofa bed) downstairs. A private entrance right off main street allows for some R&R while being close to all that Marblehead has to offer. We look forward to hosting you!

1742 Marblehead Studio|Minutes to Salem|Parking

Inquire about our winter rental rates! KEY FEATURES: ☀️Reserved parking for 1 vehicle ☀️Fully equipped + stocked kitchen ☀️New stainless steel appliances ☀️Light and bright space with four oversized windows ☀️Smart 4K TV ☀️Keurig with complimentary coffee ☀️Family Friendly! We provide pack and play, high chair, bouncer and stroller. No need to overpack with all of that baby gear! ☀️Futon that turns into a full sized bed ☀️Lots of natural lighting

Cozy Coastal King Suite | Steps to Beach & Town

Unplug in this private, standalone suite with ocean views in Marblehead. Walk steps to Devereux Beach or ride our complimentary bikes to Old Town’s best cafes, dining, and shops. Minutes from historic Salem! Features a luxury king bed, smart TV, dedicated workspace, full bath, cooler, and beach chairs. Enjoy total privacy, a reserved off-street parking spot, and 24/7 keyless check-in for the ultimate New England escape.

Salty Header Loft | Bright 2BR Retreat

Welcome to Salty Header Loft, a bright, thoughtfully designed 2-bedroom retreat in the heart of Marblehead. Walk just 10-15 minutes to downtown, the harbor, shops, restaurants, Crocker Park. Minutes from Salem, it's the perfect home base for Haunted Happenings without the crowds. Enjoy a private covered porch, off-street parking, Level 2 EV charging, fast Wi-Fi, a full kitchen, and in-unit laundry. Stay Salty!

Aug. Avail Old Town+Shops+Restaurants+Crocker Park

Stay in this quaint Old Town cottage with shiplap walls, hardwood floors, and vaulted second-floor ceilings. • Quaint Cottage in Historic Old Town • Vaulted ceilings on the Second Floor • Stainless Steel Appliances • Hardwood Floors • Shiplap Walls • Breakfast Bar • 2-car Off-street Parking • 300 ft to The Landing Restaurant • 600 ft to Crocker Park • 0.5 miles to Fort Sewall