
Family-friendly holiday rentals in Essex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Essex County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Air Bee-n-Bee Hive– Unique Themed Creative Retreat
Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

*1710 Historic Downtown Salem|2BR Retreat|Parking
Welcome to The Archer House, a Top 1% property in Salem! 🏆 Your cozy winter retreat awaits here! This 2-bedroom apartment includes free parking for 2 cars and all the comforts you need for a warm, relaxing stay. Just steps from the Salem Witch Museum and downtown’s festive seasonal attractions, it’s the perfect winter escape for families and travelers alike! ❄️ 🧙🏻♀️ Salem Witch Museum - 3 min walk 🎃 Witch House - 10 min walk ✨ Downtown Salem - 1 Min walk 🕸 Hocus Pocus House - 5 min drive

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!

Amazing Ocean View In-Law Apt.
Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

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 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, saving time and expense of driving.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting
*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

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.

The Salem House | First floor 2 bedroom apartment
Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

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.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Ipswich Apartment
This apartment has a private entrance in downtown Ipswich, close to restaurants and the commuter rail for Salem and Boston. From May to September, the nearby CATA shuttle makes it easy to reach Crane Beach and the town of Essex, known for its clams and antique shops. Ipswich also offers river cruises, kayaking, canoeing, and fishing. Enjoy the local attractions!
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

Mansion in Gloucester with Pool

Nana-tucket Inn

Your Cozy 1 BR Apt & Relaxing Retreat

Plum Island - Luxury Beach House

5BR Luxe Lakehouse: Theater, Gym, Spa, Bar, Garage

Modern Luxe getaway unit with hot tub / fire-pit

Oceanfront Pool. Close to Boston. Free Parking.

Headers’ Haven
Family- and pet-friendly home rentals

Winnie's Place - Freshly Renovated 1800s Farmhouse

Charming Studio downtown Salem, MA *Parking

Sunny & private cottage in Lanesville Village

Private Newburyport Studio w/bath

Peaceful 2BR near US Route 1 and Boston.

4 Bed 2.5 Bath Water view Downtown with Parking

Winter 3BR Escape | Historic + Modern Mix

7Salem, MA
Family-friendly home rentals with a pool

Cozy, with Lots of Space

North Shore Getaway for Adults

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Beautiful Spacious 4BRM House!

Stylish and Cozy at Revere Beach

Quiet/Private Neighborhood

Sunset Waterfront Privacy Beach
Destinations to explore
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- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Ogunquit Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- Lynn Beach
- York Harbor Beach
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Freedom Trail
- Good Harbor Beach
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- North Hampton Beach
- Rye North Beach
- Prudential Center
- Things to do Essex County
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