
Family-friendly holiday rentals in Essex County
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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.

The Hideaway | Fireplace | Downtown | Theater
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.

Cozy place to relax! 14min to Salem - 25 to Boston
Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

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.

Mid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance
Charming bright 1 bedroom (queen bed) with spacious living area and large bathroom (handicapped accessible). Total privacy means you never have to see us unless you need assistance. Hardwood floors throughout and beautifully decorated. Kitchenette with full refrigerator and eating area. Comfortably sleeps 2 and has a roll away cot available for 1 more person. Conveniently located in the middle of town. Easy access to Salem and surrounding area. Parking for 1 car available.

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!

Unit 2~Garden Getaway Close to Beach & Downtown
Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

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.

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.

Halibut Point State Park. Nature Lovers Retreat
"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

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.
Popular amenities for Essex County family-friendly rentals
Family-friendly home rentals with a hot tub

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

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Winnie's Place - Freshly Renovated 1800s Farmhouse

Sunny & private cottage in Lanesville Village

Private Newburyport Studio w/bath

Hidden Gem! Short term rental steps from 2 beaches

Renovated Cozy City Getaway

4 Bed 2.5 Bath Water view Downtown with Parking

Comfortable house, close to beach and downton IPSW

Winter 3BR Escape | Historic + Modern Mix
Family-friendly home rentals with a pool

Cozy, with Lots of Space

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

Sterling 1BR at Everett | Pool & Gym

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Stylish and Cozy at Revere Beach

Modern Space With Pool Close To Singing Beach

Sunset Waterfront Privacy Beach

Antique Home - Steps from Harbor - Private Pool
Destinations to explore
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- Family-friendly rentals Massachusetts
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- 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
- Good Harbor Beach
- Freedom Trail
- 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
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