
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$16,732 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.

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.
4.96 out of 5 average rating, 223 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.
4.95 out of 5 average rating, 168 reviews
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 .
4.95 out of 5 average rating, 178 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!
4.96 out of 5 average rating, 116 reviews
Waterfront GEM - HUGE HOME for FAM/WORK/FUN!
Watch boats cruise along the harbor from your waterfront balcony overlooking Broadway Pier, Sagamore Pendry, and Historic Thames Street! Our unbeatable location in the heart of Fell's Point is nearby all of the areas top attractions! Step out the front door to be immersed in cobblestone charm with dozens of restaurants, bars, shops, and boutiques, within steps. Award-winning architecture, local art, and special touches have delighted our guests for years: we hope your group is next!
4.98 out of 5 average rating, 274 reviews
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.
4.98 out of 5 average rating, 149 reviews
Charming 4 bedroom home just steps to the water!
Charming 4 bedroom home located in the heart of Fell's Point! Located just steps from Broadway Square and the waterfront, this unique space is surrounded by the best restaurants, bars, nightlife and entertainment in the city. This stylish home is the perfect place to stay for group trips and families looking to take in all that Baltimore has to offer. Please note that we allow a maximum of 8 guests and events and/or parties are strictly prohibited.
4.95 out of 5 average rating, 197 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.
4.94 out of 5 average rating, 181 reviews
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).
4.86 out of 5 average rating, 166 reviews
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.
4.97 out of 5 average rating, 315 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.
4.86 out of 5 average rating, 690 reviews
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.
4.92 out of 5 average rating, 102 reviewsPopular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

Safe, quiet neighborhood close to downtown!
4.97 out of 5 average rating, 113 reviews
Parkfront Hot Tub Haven for Families & Pets
4.96 out of 5 average rating, 616 reviews
Stunning Home near Hopkins, Fells Point & Downtown
4.93 out of 5 average rating, 101 reviews
Captains Quarters Oasis Near Annapolis, Sleeps 4
4.95 out of 5 average rating, 214 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 310 reviews
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
4.96 out of 5 average rating, 117 reviews
Beach Access, Hot Tub, Pet Friendly, Fully Fenced
4.99 out of 5 average rating, 142 reviews
Waterfront Home In Heart Of Historic Fells Point
4.96 out of 5 average rating, 331 reviewsFamily- and pet-friendly home rentals

Two bedroom small ranch with beautiful forest view
4.97 out of 5 average rating, 115 reviews
Beautiful Kent Island Getaway with Pool
4.97 out of 5 average rating, 131 reviews
Modern Independent Private Apartment#1 And Parking
4.92 out of 5 average rating, 169 reviews
Spacious 4 Bd House close to Towson & Baltimore
4.9 out of 5 average rating, 123 reviews
Watch Deer from a Farm Cottage
4.97 out of 5 average rating, 199 reviews
Cozy Farm Cottage
4.93 out of 5 average rating, 103 reviews
Comfy Home in Charming Hampden
4.95 out of 5 average rating, 511 reviews
Charming Little Italy Townhouse + Free Parking
4.94 out of 5 average rating, 265 reviewsFamily-friendly home rentals with a pool

A home away from home
4.95 out of 5 average rating, 244 reviews
Annapolis Garden Suite
4.94 out of 5 average rating, 145 reviews
Rollingside: Two-Room Guest Suite
4.94 out of 5 average rating, 580 reviews
The Master's Suite · King Suite, Hunt Valley
4.95 out of 5 average rating, 145 reviews
Coastal Waterfront 1 Bedroom Cottage
5.0 out of 5 average rating, 225 reviews
Waterfront-View of Bay from your Bed
4.99 out of 5 average rating, 363 reviews
Red, White & Waterview Studio Apt with pool
4.92 out of 5 average rating, 191 reviews
3 bedroom home with pool and game room
4.93 out of 5 average rating, 130 reviewsDestinations to explore
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- M&T Bank Stadium
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