Holiday rentals in Bakers Island

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Blue Magnolia

High in the treetops, this spacious apartment is only two blocks from the Atlantic Ocean! You'll enjoy 1400+ square feet with beautiful hardwood floors, an all-new kitchen, and your choice of two comfortable bedrooms -- one king and one queen. With a sleeper sofa, the apartment can sleep six total. This is a 2-flight walkup with private entrance, plus access to a large patio and well-established plantings including roses & a grassy yard. Offstreet parking in back if needed, thru driveway gates.

Marblehead Tiny House

This new 360 square foot tiny house sleeps four comfortably. A mile from old town, down town, and just steps from Salem Harbor for breathtaking sunsets. The house is located in private, wooded back yard of our home. Kitchen is outfitted with small refrigerator, instant pot, air fryer, hot plate with pots and pans, microwave oven, blender, toaster, coffee maker, and electric tea kettle, as well as glasses, plates, flatware, etc for eating in. Kitchen table and chairs comfortably seats four.

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.

Ipswich Inn | Staniford Quarters

Welcome to Staniford Quarters, a spacious second-floor apartment tucked behind the main house. This charming cottage-style unit features a king bedroom, a queen bedroom, and a full bath with a tub and shower. The open concept living area includes a full kitchen, dining space, and Smart TV for relaxing nights in. Perfect for families or groups, this home offers comfort and convenience. Enjoy a peaceful stay with easy access to local attractions, shops, and dining just a short drive away!

Modern, thoughtfully set-up in heart of town

Features 🌟Located in the heart of Marblehead, perfect for exploring local shops, dining, and historic sites 🌟Cozy modern home with a welcoming atmosphere and stylish interiors that blend warmth and comfort 🌟Mini split units with remote for AC and heat 🌟Beach essentials included (towels, chairs, and an umbrella) 🌟Parking available in front of the home and free street parking around the house 🌟Board games 🌟Air purifiers 🌟In unit washer and dryer 🌟Wine available for purchase

Dotey Cottage: Walk to the Beach w/ Fenced in Yard

Just a short walk to Devereux Beach and centrally located in town, Dotey Cottage is a newly-renovated getaway perfect for groups and families looking to enjoy Marblehead, Salem, and Boston's North Shore. You'll have the entire cottage to yourself, so whether you choose to relax in the private fenced in backyard, kayak at Riverhead beach, or walk to the movie theater or restaurants close by, you'll have all you need to enjoy your stay. Your coastal getaway awaits!

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths, no kitchenette, with essential amenities and guest parking.The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston.

Witch Hollow, located in Downtown Salem

Welcome to Witch Hollow! Built in 1818, Witch Hollow is a historic, Salem-inspired two-bedroom apartment located on the second floor of an owner-occupied two-family home, just one block from Salem Common. This thoughtfully curated space blends the spirit of old Salem with the comforts of modern living. PLEASE NOTE: NO ONSITE PARKING; There is on-street parking available and the MBTA garage is a 10-minute walk. Message if you have parking questions.

Beverly Farms Guest Suite

Newly finished one bed, one bathroom, 3rd floor private space steps from the heart of Beverly Farms. Walking distance to commuter rail, library, restaurants & shops, as well as park and beach. Also located near trails ideal for walking or biking. Within two miles of Gordon College and Endicott College - perfect accomodation for parent's weekend and/or graduation. Just a short drive or train ride to Salem, Rockport, and other North Shore attractions.

William Haskell House First Period Colonial Home

A First Period Colonial American experience in beautiful Gloucester, Massachusetts! As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—immersed in the history of the home and the area. This listing reserves all four rooms in the house: Parlor Chamber, North Ell, the Spinning Room and The Gambrell Bedroom. As well as access to the kitchen and lounge area that has a television.

Shoreview Studio Lounge

This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.