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Family-friendly vacation rentals in Essex

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Essex

  • Total vacation rentals

    Explore 20 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$16,724 GYD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Essex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Essex rentals

  • 4.9 Average rating

    Essex stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Essex

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of a historic brick building is showcased, featuring two entrance doors framed by large, leafy planters. A vibrant arrangement of flowers adorns the steps, enhancing the welcoming appearance. Sunlight filters through nearby trees, casting soft shadows on the steps.
Home in Baltimore
4.97 out of 5 average rating, 186 reviews

Studio Apartment in Mount Vernon

Welcome to Your Private Home in the City ONE BED, ONE BATH STUDIO APARTMENT IN AN OWNER OCCUPIED HOME: This fully furnished in-law’s suite combines historic charm with modern luxury. Behind a single door off the fourth floor landing is your own private space with a full size bed, bathroom, and a kitchenette. Just bring your suitcase, everything else you need is already here, including; Cookware, dishes, high thread count sheets, towels, soaps, and detergents and more. Washer/dryer available on site. Space is very private and quiet. Ideal for use as extended stay housing. When booking the studio apartment, you get more than just a place to sleep. All guests are welcome to enjoy the entire first floor of the house. Relax and enjoy a book, or access the Wifi network with your portable device. LOCATION: The Calvert Guest House, located in Baltimore’s historic Mount Vernon neighborhood, offers visitors a unique blend of Victorian charm, modern elegance, and downtown Baltimore convenience. The Calvert Guest House is only steps from everything historic Mount Vernon has to offer, including restaurants, theatre, museums, symphony hall, and nightlife. TRANSPORTATION: The central location also makes The Calvert Guest House an ideal hub from which to explore the rest of the city, and the region. Stops for the MARC, Amtrak, Lightrail, The FREE Charm City Circulator (charmcitycirculator.com), as well as the Johns Hopkins shuttle, are all within walking distance. There's a Zipcar station around the corner, and two more within a couple of blocks. Interstate 83 is only a four blocks from the house.

Top guest favorite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.97 out of 5 average rating, 469 reviews

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Guest favorite
Apartment in Baltimore
4.98 out of 5 average rating, 553 reviews

Butchershill-Clean, KingBed, Parking, next to Park

My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

Top guest favorite
A rustic outdoor scene features several alpacas grazing and exploring a spacious area. A weathered barn is visible in the background, surrounded by trees and open land. A black water trough is placed nearby, reflecting the clear blue sky with scattered white clouds.
Farm stay in Bel Air
4.97 out of 5 average rating, 195 reviews

Watch Deer from a Farm Cottage

Requires ID at check-in. Maximum 6 guests on the property at any time. No early check-ins or late checkouts. Enjoy farm animals, wildlife, and peaceful country living just minutes from modern conveniences. Located 5 minutes from I-95 in Bel Air, MD, in an upscale neighborhood near Cedar Lane Sports Complex and a short drive to hospitals, restaurants, and theaters. Freshly cleaned interior with Comfort Grande beds, Egyptian cotton linens, and ultra-quiet HVAC on a very modest gentleman’s farm.

Top guest favorite
A sunroom features a yellow door leading outside, with a comfortable seating area adorned with floral patterns and yellow cushions. Lush greenery hangs from the ceiling and sits on various surfaces, creating a vibrant and fresh environment, illuminated by natural light from the nearby windows.
Home in Baltimore
4.96 out of 5 average rating, 223 reviews

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Guest favorite
The living area features a spacious layout with large windows allowing natural light to fill the room. Two patterned armchairs are positioned around a central console with a television. A light fixture hangs from the ceiling, complementing the hardwood flooring and neutral wall colors.
Bungalow in Sparrows Point
4.95 out of 5 average rating, 167 reviews

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront

The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property should extra toilets and showers be needed from April-November only.

Guest favorite
A spacious bed is adorned with decorative orange pillows and flanked by elegant bedside lamps. Framed artwork featuring floral designs hangs above the headboard, complementing the soft color palette of the room.
Home in Fells Point
4.95 out of 5 average rating, 109 reviews

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

Top guest favorite
A spacious living area features a large sectional sofa arranged around a central area rug. The open layout includes a kitchen with modern appliances visible in the background. Ambient lighting and ceiling fans enhance the room's comfort and functionality.
Apartment in Sparrows Point
4.97 out of 5 average rating, 112 reviews

Safe, quiet neighborhood close to downtown!

Private, clean, spacious studio apartment in a safe, quiet community located on the Chesapeake Bay. Walk out the yard to a walking/bike path leading you to the North Point State Park. Bikes available upon request. *6-14 miles from most major hospitals and great for traveling professionals. *9 miles from Camden yards and M&T Bank to attend sports events. *12 miles from BWI airport. Will decorate for special occasions Free, convenient parking Hot tub

Guest favorite
A wooden dock extends into a body of water, framed by vibrant colors of an evening sunset. Shades of orange, pink, and purple blend across the sky, reflecting on the water's surface, creating a serene atmosphere.
Farm stay in Essex
4.94 out of 5 average rating, 181 reviews

Studio Apartment at historic Walnut Grove

Apartment in the wing of the historic Walnut Grove farmhouse with its own central heating and cooling and spa tub. Our farmette has 10 free range hens outside your window, and pets. Beautiful sunsets, bald eagles, osprey, and water fowl viewed from the dock across the street. Close to Baltimore and 5 miles from 95. Local dining, shopping, parks, and golf course, tennis court at the school. No smoking , vaping or pot allowed inside or outside.

Top guest favorite
A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.
Apartment in Essex
4.97 out of 5 average rating, 313 reviews

A unique place on sue creek

Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Guest favorite
Home in Baltimore
4.85 out of 5 average rating, 686 reviews

The Belevdere Lodge of Evesham Park

The Belevdere Lodge of Evesham Park is not as pretentious as it sounds. As you walk in, the first floor is filled with cheery colors to greet your party. The living room is comfortable and cozy. The dinning room is great for family dinners or having a meal on the road that's not in a restaurant. The modern kitchen is fully stocked with all the utensils to use to cook a great homemade meal.

Top guest favorite
A wooden pier extends into calm water, flanked by tall grasses and greenery. The sky features soft clouds, casting gentle light on the serene scene. Nearby structures are visible along the shoreline, enhancing the tranquil waterfront setting.
Home in Middle River
4.97 out of 5 average rating, 134 reviews

Beautiful, quiet waterfront house. Lots of room!

Quiet retreat with a beautiful waterfront view for the whole family and more. Many fun amenities! Minutes from many great restaurants and a drive-in theater. Thirty minutes to the football or baseball stadiums. Fourty minutes from BWI Airport. Fourteen minutes from White Marsh with shopping and many more restaurants galore.

Popular amenities for Essex family-friendly rentals