Holiday rentals with outdoor seating in Salem

Historic House by the Gables

Historic home off Derby street in Old Town Salem, and just a short walk to all the best that Salem has to offer. This 3rd flr apt has water views from most rooms, and is just across the st from The House of Seven Gables. A spacious feel to this apt and has a open layout, and beautiful kitchen for those that like to cook. If you prefer to eat out, there are at least a dozen restaurants within a short 5 to 10 minute walk. This home is truly located in one of the most desirable locations in Salem

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!

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.

House of Three Gables

Nestled within the historical Derby Street neighborhood in Salem, MA, The House of Three Gables offers 3 comfortable bedrooms, a livingroom w/tv, and a full kitchen. Free Wi-fi and parking available on premise. This prime location is less than a 3 minute stroll to the Salem/Boston Ferry with museums, restaurants, and shops around every corner. We welcome everyone into our quaint home, baby accomodations are available but, please no pets. We look forward to your visit!

Witch City Getaway for 2+ Walk Downtown!

A charming and private third floor (former attic) of historic home. Enter from the back of the house and take the stairs up to an apartment-like getaway. Includes bathroom with dressing area, living room with Murphy bed, and private bedroom with great light (w/ blackout curtain), cozy bed, and closet. Includes mini fridge, coffee maker, TV, and WiFi. NOTES: No full kitchen Two steep flights of stairs (not suitable for people with mobility issues or small children)

The Garret at The Dowager Countess

Located on the north corner of the Salem Common, in the heart of the Washington Square Historic District, The Garret at The Dowager Countess is easy walking distance to most everything. The Garret is a fully renovated, self-contained, 3rd-floor apartment in an 1870's mansard Victorian home. Guests have two off-street parking spaces. Please note: Our insurance doesn’t allow children under 10 years of age because of our open-water pond (aka no fence).

Historic Salem Oceanfront 2 Rm Apt

Enjoy beautiful vistas and the sounds of the ocean from this oceanfront 2 room apt in a quaint Victorian seaside neighborhood. This basement apt has full sized windows with ocean views that make it bright and cheerful. It offers a full kitchen, bath and a good sized bedroom w/queen bed & comfy chairs. Relax in our Adirondack chairs beside the ocean! NOTE: YOU CAN ONLY BOOK UP TO 6 MONTHS FROM TODAY RATES FLUCTUATE SEASONLY

Heights House - 93 Walkscore|Halloween|Grill

Escape to our newly renovated, dog friendly vacation home in the heart of downtown Salem, Massachusetts. With its fresh design and luxury amenities, our space offers a peaceful retreat perfect for families and couples looking to immerse themselves in Salem's rich culture, indulge in its decadent restaurants, and explore quaint shops. After a day of adventure, unwind in comfort and create lasting memories. Book your stay now!

Barton: Heart of Salem, Walk Everywhere, Parking!

Located in the center of Downtown Salem, The Barton features free onsite parking, a fully renovated space, and the best location in all of Salem. Visit us to enjoy: - Walking distance to everything in Salem - Private entry with keyless access - A beautiful and peaceful space In addition to a lovely place and great amenities, we can provide you with an insider’s view of the best things to do in Salem.