
Family-friendly holiday rentals in Essex
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Essex

Total holiday rentals
Explore 20 holiday rentals in Essex

Nightly prices starting at
Essex holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Essex holiday 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.

Modern Independent Private Apartment#1 And Parking
Kick back and relax in this calm, stylish space. You will be close to everything when you stay at this centrally-located home. But far enough from the hustle and bustle to enjoy some peaceful "you-time". Right off of the 695 beltway and Interstate 95..minutes away from the inner harbor of Baltimore City,20 minutes away from BWI airport,10 minutes away from Dundalk terminal port, lots of entertainment nearby movie theater, sports bars, restaurants malls, pools, zoo, bay area, state parks and more
KitchenIndoor spacesOutdoor spaces

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
KitchenFamilyLaundry

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
Indoor spacesFamilyNearby

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 spacesParking

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!
FamilyKitchenBackyard

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 4 bedroom, 3 bath home.
Indoor spacesFamilyCheck-in

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
Indoor spacesKitchenCleanliness

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.
KitchenFamilyHiking

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.
FamilyIndoor spacesBackyard

Lofty Dreams, 2016 Brookstone RV - Waterfront
41' 2016 Brookstone Fifth Wheel RV located at Jones Creek Marina in Sparrows Point, MD. Convenient, Waterfront Environment near Tradepoint Atlantic, downtown Baltimore, close to I-695, I-95, in a fairly quiet/peaceful environment. The RV is located in a working boat yard. This is not a resort or vacation destination. If you enjoy sitting by the firepit at the waterfront in a quiet cove - you will enjoy this property.
KitchenIndoor spacesGetting around

Weems Creek Cottage, Annapolis Waterfront
(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.
Indoor spacesFamilyLocation

The River Cottage
Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.
FamilyIndoor spacesTV
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy 3-bedroom home w/ Hot tub & firepit
KitchenFamilyBackyard

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Indoor spacesFamilyParking

Chapel Cottage |Hot Tub |Pet Friendly |Near Ripken
KitchenIndoor spacesLayout

Parkfront Hot Tub Haven for Families & Pets
Indoor spacesKitchenLaundry

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

Captains Quarters Oasis Near Annapolis, Sleeps 4
KitchenIndoor spacesCheckout

Rest and Recharge Retreat
KitchenIndoor spacesValue

Chester Riverfront At Kent Narrows
FamilyIndoor spacesWalkability
Family- and pet-friendly home rentals

Cozy Farm Cottage
KitchenFamilyBathroom

Cheerful 2 Home
Indoor spacesFamilyDecor

Charming 4 bedroom home just steps to the water!
KitchenIndoor spacesParking

The Crab House - a Private, Waterfront Guest House
FamilyIndoor spacesRiver

Glen Burnie Escape
KitchenFamilyHospitality

3FL 1Block 2 Water wParking,85tv,Fireplace,1 K bed
Indoor spacesFamilyValue

Annapolis Garden Suite
FamilyKitchenLayout

Relaxing Water Views - Mill Creek Cottage
Indoor spacesFamilyBeach
Family-friendly home rentals with a pool

Bright and Cozy 2nd floor apt
FamilyIndoor spacesAccuracy

A home away from home
KitchenFamilyDecor

Flohom 1 | Floating Suite • 360° Skyline Views
Indoor spacesKitchenHeating

The Master's Suite · King Suite, Hunt Valley
FamilyKitchenWalkability

Rollingside: Two-Room Guest Suite
FamilyIndoor spacesQuiet

3 bedroom home with pool and game room
Indoor spacesFamilyLocation

Beautiful Kent Island Getaway with Pool
FamilyIndoor spacesWi-Fi

Secluded Tiny House With your own Private Pool
KitchenIndoor spacesTV
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- Capital One Arena
- CFG Bank Arena
- Betterton Beach
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- University of Delaware
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian American Art Museum
- Smithsonian National Air and Space Museum
- Patterson Park





