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 ﺩ.ﺇ 294 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.

1 of 1 pages1 / 1
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

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.

KitchenIndoor spacesCheck-in

4.95 out of 5 average rating, 225 reviews
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

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.

KitchenFamilyGetting around

4.95 out of 5 average rating, 169 reviews
Guest favorite
An 80-foot private pier extends over calm water, lined with posts and surrounded by greenery. Two personal watercraft and a yellow pedal duck are visible at the end of the dock. The tranquil scene is enhanced by a blue sky with scattered clouds.
Home in Riviera Beach

Waterfront Cheerful 5 home

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 4 Bathroom .one bedroom on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

Indoor spacesKitchenRiver

4.94 out of 5 average rating, 180 reviews
Top 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

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!

KitchenFamilyHot tub

4.95 out of 5 average rating, 121 reviews
Guest favorite
The living room features a high, wooden ceiling with large windows allowing natural light to fill the space. A comfortable arrangement of sofas and chairs offers ample seating, complemented by a stylish area rug. A modern fireplace adds warmth to the inviting design.
Home in Perry Hall

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 3 bedroom, 3 bath home.

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 152 reviews
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

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.

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 182 reviews
Guest favorite
A two-story home is shown with a light brown exterior and green shutters. A front porch features a railing and seasonal decorations. Stone steps lead to the entrance, surrounded by well-maintained grass and a neatly trimmed evergreen shrub.
Apartment in Nottingham

Bright and Cozy 2nd floor apt

My place is within walking distance of restaurants and family-friendly activities, within minutes of White Marsh Mall, easy freeway access for going to an Orioles/Ravens game, and the Inner Harbor or just hike a neighborhood trail. You’ll love my place because of Connivence to everything, in a quiet friendly neighborhood and private entrance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

KitchenFamilyLayout

4.86 out of 5 average rating, 168 reviews
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

A place unique 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.

FamilyKitchenBackyard

4.97 out of 5 average rating, 319 reviews
Superhost
The exterior of the waterfront home showcases a spacious wooden deck with a ramp leading to double glass doors. The structure is framed by large windows, and the surrounding greenery adds a natural touch to the entryway.
Home in Essex

Waterfront getaway Essex, MD

No parties. Take it easy at this unique and tranquil getaway. 2 Bedroom, 1 Bath recently renovated Waterfront home in Essex, MD. Modern and fully equipped Kitchen, dining room, and living room. Cozzy bedrooms, High-speed internet & WIFI, 77” smart TV. Outdoor gas grill. Washer and dryer available. Ample parking space. Over 100 feet of Waterfront will allow you to fish, crab, paddleboard, kayak, and enjoy the waterfront dream.

KitchenFamilyBackyard

4.79 out of 5 average rating, 99 reviews
Guest favorite
Home in Baltimore

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.

Indoor spacesFamilyLong stay

4.86 out of 5 average rating, 696 reviews
Guest favorite
A serene outdoor balcony is featured with four white chairs on a light wood deck. The railing showcases a view of the calm water, while the sun shines brightly in the sky, illuminating the surrounding trees that frame the scene.
Home in Joppatowne

Waterfront Oasis for Families/Remote Work

Your family will be wowed to see this waterfront home with 2 balconies, 2 king beds, Smart TVs, 4 bedrooms and an office+sofabed. Indulge in boating, jet skiing at a 5-min drive! Day trips to Baltimore, DC, Philly. This home is ideal for reunions, long stays, remote work. Beds/sofabeds for 11 guests. Park 3 cars for free. Elegantly furnished. Perfectly located.

Indoor spacesKitchenGetting around

4.92 out of 5 average rating, 103 reviews
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

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.

KitchenIndoor spacesParks

4.97 out of 5 average rating, 134 reviews

Popular amenities for Essex family-friendly rentals

Family-friendly home rentals with a hot tub

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

Safe, quiet neighborhood close to downtown!

Indoor spacesFamilyParks

4.97 out of 5 average rating, 114 reviews
Top guest favorite
A bright bedroom features a spacious bed with neutral linens and a cozy seating area highlighted by a vibrant orange chair. A wooden dresser and an armchair are positioned against the wall. Natural light enters through two windows, and a large mirror reflects the decor.
Townhouse in Canton

Parkfront Hot Tub Haven for Families & Pets

KitchenIndoor spacesValue

4.96 out of 5 average rating, 619 reviews
Top guest favorite
A cozy living area features a dark leather sofa and an accent chair beside a wooden table made from stacked logs. Wall art depicting serene coastal scenes is displayed above the sofa, while a lantern emits a soft glow in the corner, creating an inviting environment.
Townhouse in Fells Point

Waterfront Home In Heart Of Historic Fells Point

KitchenFamilyOutdoor spaces

4.96 out of 5 average rating, 333 reviews
Guest favorite
Guest suite in Arnold

Pet-Friendly King Suite + Kitchen | Near Annapolis

KitchenIndoor spacesGrill

4.95 out of 5 average rating, 216 reviews
Top guest favorite
A cozy living area features two brown leather sofas, a patterned rug, and a soft ottoman. A reading nook is created with a gray chair draped in a yellow blanket. Natural light streams in through a large window, with plants and bookshelves enhancing the space.
Home in Chestertown

Cozy 3-bedroom home w/ Hot tub & firepit

KitchenFamilyHospitality

4.98 out of 5 average rating, 196 reviews
Guest favorite
A hot tub bubbles gently in the foreground, surrounded by lush greenery and a view of the waterfront. Twinkling string lights hang above the screened porch, which features a spacious dining area. The sunset casts a warm glow over the scenic landscape.
Home in Chestertown

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

KitchenFamilyLayout

4.95 out of 5 average rating, 120 reviews
Top guest favorite
A Bullfrog hot tub is situated under a wooden gazebo, with water glistening in sunlight. A plush robe is draped over the edge alongside a straw hat and a rolled towel. A grassy area and wooden privacy fence complete the serene outdoor setting.
Home in Cape St. Claire

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

FamilyKitchenPool

4.99 out of 5 average rating, 142 reviews
Superhost
The entrance features a wooden staircase leading to the upper level, accented by a railing in a warm tone. Natural light floods the space, highlighting the stone flooring and a cozy seating area with a view of a stylish bar table in the background.
Townhouse in Baltimore

Stunning Home near Hopkins, Fells Point & Downtown

FamilyIndoor spacesLayout

4.93 out of 5 average rating, 101 reviews

Family- and pet-friendly home rentals