Holiday rentals with outdoor seating 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.

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

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.

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.

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.

Antique Garden Cottage

Ours is a cozy, 2 bedroom & living room suite in an antique garden cottage with private bath and entrance and on site parking. It is attached to our home but is a separate private space with no shared living areas and its own patio English Garden. It is situated on 2 floors (bathroom upstairs). It is a short walk to beaches, shops, restaurants & historic sites. The suite has a small breakfast table, microwave, minifrig, Keurig, electric kettle & toaster, but not a full kitchen.

The 1870 Langmaid House Suite

Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

Newly Renovated Victorian close to Salem

Welcome to The Ulman! Enjoy a stylish experience at our centrally-located historic condo. We are walkable to exquisite beaches and parks as well as downtown Swampscott where you will find shops, bars & restaurants to explore. If you feel like hanging in, share a meal/cocktail in the dining room. Perfect for a couples getaway or some friends looking to explore the North Shore.

Antique Home - Steps from Harbor - Private Pool

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • One king bed • Two twin beds • One queen sofa bed • 2-car off-street tandem parking spaces

Modern 4 Bed 2 Bath home W/ Private outdoor space

Kick back and relax in this calm, stylish single family private home. Walking distance to Marblehead’s historic downtown, several beaches, walking trails, shops, bars, restaurants, grocery store, and much more. Enjoy easy access to neighboring north shore communities such as Salem, Swampscott, Beverly, Gloucester, and many more.