
Family-friendly holiday rentals in Essex County
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Top-rated family-friendly rentals in Essex County
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Luxury Oceanview Suite in Victorian on Independence Park
Bask in beautiful sunrises and peaceful ocean sounds from a generous seaside room with wet bar. The 42” Art Frame TV offers Xfinity, Netflix, and Hulu Plus apps, while the space itself has large windows and a bright, sophisticated interior and is only steps from the beach. Terrific ocean views from this newly renovated suite. Easy access to the beach, paddle board rentals on the weekend right outside your door, walking to Dane Beach, a quick walk to Cabot Street and the cafe's and restaurants nearby. A well equipped wet-bar with fridge, freezer, microwave, coffee maker and tea set ups, and a newly renovated bathroom with heated floors and double shower complete the space. A 42” Art Frame TV with the Xfinity, Netflix and Hulu Plus apps. Enjoy your favorite shows or leave the TV in art mode. We are available by phone or text always but we live just a few houses away, so we can be reached almost anytime. We generally leave guests alone and respect your privacy but can be available if necessary. On the North Shore of Massachusetts, about 26 miles from Boston, Beverly has small-town charm coupled with a city identity. Located close to vibrant Cabot Street in downtown, there are recreation, shopping, and dining options for all tastes. Beverly has excellent access to Route 128 and five commuter rail stations. The house is just a 10-15 minute walk to the Beverly Depot (first Beverly stop on the MBTA commuter rail). It's a bout a 20 minute ride to North Station in Boston.

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.

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!

The Hideaway | Beach | Theater | Fireplace
The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

Charming 2 Bedroom Apartment in Historic Ipswich.
In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

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.

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!
We are at Salem Willows - family-friendly activities, the ferry, trolley, train, downtown, and nightlife are all close by. Seadrift is perfect for couples traveling together as it has two bedrooms, both with King beds, a large living room, and bathroom. You have a private entrance and it is located on the second floor. You can walk to four beaches within minutes, one is right outside your door. Salem has many historic landmarks and wonderful restaurants very close by. Come visit!!

Ocean Park Retreat
Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

French Flair "Pied a Terre" Cottage on the Marsh
Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

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.

The Solar Powered Dogtown Cabin at Applecart Farm
Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

HOT TUB|Downtown Rockport w/parking|Sleeps 8

Romantic Getaway w/private Jacuzzi• Fire Pit•

c. 1850 Farmhouse • Near Boston & Gillette

Plum Island - Luxury Beach House

Plum Island Walk to Beach • Hot Tub • Game Room

Historic home on Salem Neck

Oceanfront Pool. Close to Boston. Free Parking.

Headers’ Haven
Family- and pet-friendly home rentals

Historic 2BR Salem Retreat | Walk to Attractions

#9 Modern Home 15 min to Boston w/ Yard & Parking

Tranquil Ocean View Haven: Perfect Getaway 22

Hillside Ocean View 2BR with Private Beach Access

Private Suite in Antique Home

Swampscott Oceanside Apartment

New Design - Walk to DNTN, Beauport, Beach, Train

Private Pool Retreat w/Fire Pit Near Singing Beach
Family-friendly home rentals with a pool

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Forest Lodge at Haskell Gove Farm

Fifa 2026-Private Pool-1 Mi to Team France HQ

Sunset Waterfront Retreat | Private Beach, Pool &

Pool Is Open! Steps from Harbor + Walk to Old MHD

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Private Suite• Pool • Sleeps 4 • Boston • Airport

Large private room & bath + sunroom laundry
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- Fenway Park
- Harvard University
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- York Harbor Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Short Sands Beach
- Duxbury Beach
- North Hampton Beach
- Boston College
- Roxbury Crossing Station
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