
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.

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
4.99 out of 5 average rating, 227 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.
4.95 out of 5 average rating, 226 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, 169 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 .
4.94 out of 5 average rating, 181 reviews
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!
4.96 out of 5 average rating, 258 reviews
River front cottage with private dock & water fun
Private cottage on the banks of the Chester River. Sleeps 8-14. Private dock with plenty of water activities. This property offers relaxation and serenity as soon as you pull in! Located right on the water with spectacular views of the Chester River, the house is renovated in a cozy, casual farmhouse style. While you will love the house you will spend your days outside enjoying life on the river thanks to your private access to the water and lots of water fun!
4.96 out of 5 average rating, 105 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
4.97 out of 5 average rating, 114 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.
4.95 out of 5 average rating, 182 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, 168 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, 320 reviews
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.
4.78 out of 5 average rating, 100 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, 697 reviewsPopular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

Gunpowder Retreat
4.98 out of 5 average rating, 152 reviews
Parkfront Hot Tub Haven for Families & Pets
4.96 out of 5 average rating, 619 reviews
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
4.95 out of 5 average rating, 120 reviews
Beach Access, Hot Tub, Pet Friendly, Fully Fenced
4.99 out of 5 average rating, 142 reviews
Stunning Home near Hopkins, Fells Point & Downtown
4.93 out of 5 average rating, 101 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 314 reviews
Waterfront Home In Heart Of Historic Fells Point
4.96 out of 5 average rating, 333 reviews
Cozy 3-bedroom home w/ Hot tub & firepit
4.98 out of 5 average rating, 197 reviewsFamily- and pet-friendly home rentals

Charming 4 bedroom home just steps to the water!
4.95 out of 5 average rating, 199 reviews
Watch Deer from a Farm Cottage
4.98 out of 5 average rating, 201 reviews
Spacious 4 Bd House close to Towson & Baltimore
4.9 out of 5 average rating, 125 reviews
Charming Little Italy Townhouse + Free Parking
4.94 out of 5 average rating, 269 reviews
Waterfront GEM - HUGE HOME for FAM/WORK/FUN!
4.98 out of 5 average rating, 277 reviews
Cozy Farm Cottage
4.92 out of 5 average rating, 105 reviews
Waterfront CHeerful 2 with Private home
4.98 out of 5 average rating, 102 reviews
Comfy Home in Charming Hampden
4.95 out of 5 average rating, 513 reviewsFamily-friendly home rentals with a pool

A home away from home
4.96 out of 5 average rating, 246 reviews
The Master's Suite · King Suite, Hunt Valley
4.95 out of 5 average rating, 147 reviews
Annapolis Garden Suite
4.94 out of 5 average rating, 147 reviews
Rollingside: Two-Room Guest Suite
4.94 out of 5 average rating, 584 reviews
Coastal Waterfront 1 Bedroom Cottage
5.0 out of 5 average rating, 226 reviews
Flohom 1 | Floating Suite • 360° Skyline Views
4.97 out of 5 average rating, 110 reviews
Piney Grove Farm
4.97 out of 5 average rating, 110 reviews
Red, White & Waterview Studio Apt with pool
4.92 out of 5 average rating, 193 reviewsDestinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Pittsburgh Vacation rentals
- Virginia Beach Vacation rentals
- Niagara Falls Vacation rentals
- Raleigh Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Richmond Vacation rentals
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Federal Hill Park
- Oriole Park at Camden Yards
- Capital One Arena
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Betterton Beach
- Washington Monument
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Baltimore Convention Center
- Smithsonian National Zoological Park
- University of Delaware
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum





