Orlofseignir í Children's Island

The Rookery

Welcome to The Rookery! Your perch away from home here in historic Salem Mass. Cozy 2 bedroom, 2 bathroom first floor apartment with private entrance and off-street parking, in a historic 1890s home, modern renovations and many perks. Dark and cozy witches cottage vibes abound in this space, perfect for 2 couples, a girls trip, or a group of friends. Enjoy the upscale witchy decor, large kitchen, king beds and much more. Adjacent to St. Mary's cemetery and walkable (25 min) to downtown Salem.

Yachtsman Suite – Nautical Coastal Stay in Histori

Experience Marblehead’s seafaring charm at the Yachtsman Suite, a bright nautical retreat in the heart of historic Old Town. Just steps from the harbor, coastal walks, beaches, and waterfront dining, this first-floor suite offers the perfect blend of seaside character and modern comfort. Start your day with a harbor stroll, explore nearby landmarks and scenic shoreline paths, or enjoy fresh seafood at local favorites — all within easy walking distance. Perfect for couples, weekend getaways, and

The Mason Suite of Salem

*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

The Hideaway | Beach | Theater | Fireplace

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

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.

Headers’ Haven

Your family will be close to everything when you stay at this centrally-located in-law suite. Walking distance to beaches, shops, and restaurants. Steps from Steer Swamp Conservation Area. 13 miles from Boston, and an easy 10 min drive to Salem. Cool off in the pool during the summer heat, or relax in the hot tub on a chilly evening. There’s room for everyone on the pull out sectional to snuggle up for a movie night, complete with popcorn and candy machines. Sure to be a fun and cozy stay!

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.

Winter Island Retreat

Effective 4/1/23, NON Owner occupied listings have a 3% impact fee that is charged on the total expenses associated with the rental. Winter Island Retreat is a OWNER OCCUPIED listing that is the place; For total relaxation. Watch the sunrise and experience the Atlantic Ocean. Enjoy your favorite beverage while rocking in an Adirondack chair on the patio. Inhale the smell of the ocean breeze and fragrant sea roses. Winter Island Retreat is an experience like no other in the Witch City.

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.

The Sunset Lighthouse Marblehead

Exclusive Marblehead neck home with sunset views to die for! This three bedroom two and a half bathroom single family home is located at the mouth of Marblehead Harbor with ocean and lighthouse views that must be seen to be appreciated. The home is equipped with two decks overlooking the ocean, and a sun porch. Each bedroom has flat screen TV's, while one contains a king size bed and futon, a queen in bedroom 2, and two full beds in bedroom 3 for a total of 5 sleeping spaces.

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.

Old Town Marblehead Harbor Retreat Private Parking

Relax in this private 2-bedroom apartment in the heart of historic Old Town Marblehead. Enjoy 2 queen bedrooms, separate living room, private bath, kitchenette, private entrance, dedicated parking, washer/dryer laundry room and kayak access. Walk to Marblehead Harbor, Fort Sewall, beaches, waterfront dining, shops, and local favorites. Perfect for couples, small families, business travelers, Salem visitors, or FIFA fans seeking a charming coastal retreat.