House holiday rentals in Essex County

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

Oceanfront 3BR/3BA near Salem + Boston w/ Views

Relax at Casa de Mar, a 3 bedroom / 3 full bathroom oceanfront North Shore home with sweeping views of Swampscott Bay to Nahant. Minutes to Salem and close to Boston. Enjoy a bright great room with 25’ ceilings, 70” TV, and modern kitchen. The master bedroom features a king bed, sitting area, TV, private balcony, and en suite bath. The first floor queen bedroom includes a private balcony. The third queen bedroom has en suite bath. Perfect for family getaways and small group trips.

Charming 4-Bedroom Colonial

Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

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)

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Hillside Ocean View 2BR with Private Beach Access

Cozy, light-filled home just a 10-min walk to Pavilion Beach with access to private Clark Beach too. Open living space with ocean views, comfy seating, fast WiFi, and streaming. Enjoy sunrises from the queen bed in the main bedroom; second bedroom also has a queen. Fully equipped kitchen with lobster pot and dishwasher. Relax in the ocean-facing sunroom or grill on the balcony with stunning views. Perfect for families or small groups seeking a relaxing beach escape.

Large, Comfortable & Conveniently located Home

You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

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!

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Winnie's Place - Freshly Renovated 1800s Farmhouse

Welcome to Winnie's! Set in the picturesque New Hampshire countryside, Winnie's is a charming traditional New England 3 bedroom, 2 bath 1890s farmhouse with modern amenities. The home is newly renovated and updated with WiFi and smart TVs, but retains its historic character. It is perfect for a family getaway, romantic weekend or change of pace for those working from home. It is a “get away” without getting too far!

Breathtaking Farm House in Rowley!

14 Room House on Horse Farm Property. Amazing views and relaxing setting. Near Boston, Kittery, Salem, Crane Estate, Topsfield, Portsmouth, Essex, and the North Shore beaches. Golf course right across the street. Enjoy a day, week or weekend away, with horses to pet and space to enjoy. We are also located less than 5 minutes from two Rowley Wedding sites: Briar Barn Inn and Barn at Bradstreet Farm.

Oceanfront I Decks I 4 Ensuite BRs I 35 mins to Boston

🐚 Welcome to Egg Rock House - “Wicked awesome” oceanfront home on the scenic shores of New England. Steps to restaurants, shops, nightlife, trains, and endless outdoor fun. Perfect launchpad for visiting Ipswich, Newburyport, Salem, Marblehead, Gloucester, and Rockport. Only 30 minutes by train to Boston’s North Station. Relax on the front deck with sweeping ocean views just outside your door.