
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.

Cozy, clean & spacious lower level of a new home
This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking
FamilyIndoor spacesLocation

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.
Indoor spacesFamilyParking

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.
Indoor spacesKitchenBreakfast

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 spacesKitchenBackyard

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!
KitchenFamilyCleanliness

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 spacesFamilyCheckout

Spacious Fed Hill Home w/Rooftop & 4 Parking Spots
Enjoy this spacious, historic townhouse with one of the highest rooftop decks in the heart of very safe Federal Hill, and sleeping arrangements for 13. Gorgeous rooftop views of the city, private bathroom for each bedroom, blazing fast 1GB Wifi, dedicated work space, 2 driveway parking spots plus 2 street parking permits, 55" Roku TV, and 0.2 miles (3 min walk) from all of the restaurants/bars/shops Fed Hill has to offer. Just far enough from the nightlife to sleep undisturbed!
Indoor spacesKitchenDecor

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.
Indoor spacesFamilyAccess

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 spacesCheck-in

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).
KitchenIndoor spacesValue

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.
FamilyKitchenSleep quality

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

Safe, quiet neighborhood close to downtown!
FamilyKitchenQuiet

Parkfront Hot Tub Haven for Families & Pets
Indoor spacesKitchenAir conditioning

Stunning Home near Hopkins, Fells Point & Downtown
KitchenIndoor spacesValue

Waterfront Home In Heart Of Historic Fells Point
FamilyIndoor spacesTV

Beach Access, Hot Tub, Pet Friendly, Fully Fenced
FamilyKitchenValue

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
KitchenIndoor spacesValue

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

Captains Quarters Oasis Near Annapolis, Sleeps 4
FamilyIndoor spacesGrill
Family- and pet-friendly home rentals

Two bedroom small ranch with beautiful forest view
KitchenFamilyParking

Modern Independent Private Apartment#1 And Parking
Indoor spacesFamilyWifi

Glen Burnie Escape
Indoor spacesFamilySleep quality

Beautiful Kent Island Getaway with Pool
KitchenFamilyLayout

Spacious 4 Bd House close to Towson & Baltimore
Indoor spacesKitchenView

Watch Deer from a Farm Cottage
KitchenFamilyBreakfast

Parkside Charm & Spaciousness-Family Friendly
KitchenIndoor spacesPets

Cheerful 2 Home
Indoor spacesKitchenNearby
Family-friendly home rentals with a pool

A home away from home
FamilyKitchenHeating

Annapolis Garden Suite
Indoor spacesKitchenAccuracy

Rollingside: Two-Room Guest Suite
FamilyKitchenHot tub

The Master's Suite · King Suite, Hunt Valley
Indoor spacesFamilyAccuracy

Coastal Waterfront 1 Bedroom Cottage
FamilyIndoor spacesBeach

Waterfront-View of Bay from your Bed
KitchenIndoor spacesOutdoor spaces

Flohom 1 | Floating Suite • 360° Skyline Views
FamilyKitchenAccuracy

3 bedroom home with pool and game room
Indoor spacesFamilyBeach
Destinations to explore
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- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Arlington National Cemetery
- Capital One Arena
- Georgetown Waterfront Park
- Washington Monument
- National Museum of African American History and Culture
- Betterton Beach
- CFG Bank Arena
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- University of Delaware
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Patterson Park





