Apartment holiday rentals in Marblehead

Winter retreat & waterviews in downtown Rockport

Rockport is charming over the holidays with lights, music and shopping! This brand new waterfront apartment is in a historic home with onsite parking & a private entrance. Galleries, restaurants, coffee shops, live music and shopping on Bearskin Neck are steps away. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

Balcony|KING Suite|Walk2Beach+Bearskin|Parking

Inquire about our winter rental rates! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu • Private off street parking spots for 2 cars • High Speed Wi-Fi • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked kitchen • Balcony with cafe seating • Ensuite bathroom with large Kohler soaking tub • Comfortable king and queen size memory foam beds • Convenient EV charging right across the street!

Downtown 1 bedroom w parking

Enjoy our fully refurbished historical home located in the heart of the coastal town of Rockport, Massachussetts. Perfect for couples or small families. This cozy basement unit offers a comfortable stay with with parking and a new kitchen, bathroom and washer and dryer, Our unit features a bedroom with a comfortable king size bed, The living space is tastefully decorated with a queen sofa bed. Walk to the beach, Bearskin neck, restaurants, Shalin Liu music center, art galleries and shops.

Two bedroom Apt with a deck

2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

Heart of Old Town One-Bed (Right-side Duplex)

Enjoy this charming 2-story townhouse with private entrance built in 1900 with the quaint characteristics of an antique harbor side home. Located in the heart of Old Town, close to Crocker Park and overlooking the Harbor, it is walking distance to everything! Our space features a full kitchen, dining room and living room (with twin sofa bed) on the first level and 1 king bedroom with full bathroom upstairs. Also on the 2nd level is a study with day-bed and desk. We look forward to hosting you!

The Buffum House | 3 bed 2 bath

The Buffum House is a new, clean, and loved 1,200 sq/ft 2nd floor apt. in North Salem, just outside of downtown. Close enough to walk everywhere but slightly nestled into a historic neighborhood that gets away from the craziness. It is the best of both worlds. The train is a 5 minute walk but far enough to not hear it. North Salem has a few coffeeshops and breakfast joints a stone throw away. And, oh yeah, the apartment is awesome! Start strong and come stay in one of Salem's best offerings!

The Garret at The Dowager Countess

Set beside Salem Common in one of the city’s most beautiful historic neighborhoods, The Garret is a refined Victorian retreat for guests who value character, walkability, and calm. This restored two-bedroom, two-bath apartment blends historic architecture with modern comfort and thoughtful finishes. Enjoy a private deck overlooking a tranquil garden and koi pond—an oasis just steps from Salem’s museums, restaurants, and waterfront. Two dedicated off-street parking spaces make arrival easy.

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

Spacious Strawberry Hill Suite (West Cambridge)

This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.

The Creaky Cauldron-Wizards and Witches Welcome!

Welcome to The Creaky Cauldron, an enchanting escape inspired by the world of witches and wizards located in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house or subject to give our guests an immersive experience. Each of our 7 rooms is inspired by each of the 7 books in our favorite magical fantasy series.

Historic Salem Willows With Water View

A stay in our cozy retreat here in Salem Willows will make you feel as though you've stepped back into a simpler more peaceful time. Juniper Beach is steps away across the street where beautiful sunrises can be viewed! The Willows Park is just at the end of the street where you can stroll, take in the ocean breezes and watch amazing sunsets! We are only 2 miles outside of Salem's downtown, close enough to walk, just far enough away for some peace and quiet. Come visit!

Private Studio Near Downtown & Ocean

Take advantage of the thriving communities of the north shore with this cozy space just steps away from downtown Beverly. This room comes with a queen size bed, its own 3/4 bath, kitchenette and a private entrance in the back of our family home. Enjoy easy walking to the beach, multiple parks and restaurants and the train station to travel anywhere including Boston and downtown Salem.