
Family-friendly holiday rentals in Essex
Find and book unique family-friendly homes on Airbnb
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

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.

Stay in a Former Fells Point Bar! - Private Studio
Rent a unique studio apt in Fells Point! This is no cookie-cutter Airbnb. We converted a portion of our home, a 19th century construction & mid-20th century Fells Pt bar, into a 500 foot apartment w/private entrance, bathroom, work & living space. The apartment is near Fells bars & restaurants, Canton, Hopkins, the harbor, Patterson Park & downtown. 2 miles from stadiums. There is a 6 in. incline from sidewalk to entrance. Access ramp available. No steps in studio. We only host via Airbnb.

South-Facing Studio Overlooking Union Square Park
Pick out tunes on the refurbished 1910 piano or classical guitar of this eclectically furnished studio apartment, elegantly lit by tall windows under high ceilings overlooking lovely Union Square Park in downtown Baltimore. The residential area is a mile from the inner harbor/ stadium and street parking is easy. Nearby, enjoy walking in the park, dinner at Rooted or even see a puppet show. A well-stocked library offers great reading and the kitchenette has coffee, tea, and a light breakfast.

Cozy Camper, 2010 Brookstone RV - Waterfront
38 foot Fifth Wheel RV located at marina. Fully equipped kitchen, 1 bath and 1 bedroom with comfy King bed. Living space includes dinette with 4 chairs, sofa w/ full size air mattress and two recliners set up in front of a 42" flat screen TV. Heat and air provide the perfect accommodations no matter the weather. Enjoy sitting by the fire pit or explore the Bay on one of our two Kayaks. A stone's throw from Trade Point Atlantic, Key Bridge work site. Just 15-20 minutes to downtown Baltimore.

Cozy Studio Apartment
Cozy little separate entrance studio in the basement of my house. Has a queen size memory foam bed, comfy large couch, bean bag, 73 inch screen tv, 2 seater table, mini fridge, coffee maker, and insta pot. Bathroom stocked with soap & shampoo mini bottles. Quiet hours Sunday-Thursday is 10pm to 7am. Friday & Saturday 12am to 7am. I do have a cat that runs around upstairs and I also play music as well as take zoom calls throughout the day. At night the house is QUIET. No smoking. No parties.

* Spacious Private Suite Full of Style & Comfort *
Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Hobbit House, one-of-a-kind home
Take it easy at this unique and tranquil getaway. Located within walkable distance to Cedar Lane Sports Complex (avoid the often-long line of traffic from SR136/SR543) & short drive to Aberdeen IronBirds Stadium, this private home is one of the four homes located on a gentleman's farm. This is an awesome location with close proximity to restaurants, shopping, entertainment and healthcare. Surrounded by luxury homes, you will be hard pressed to find a better neighborhood anywhere nearby.

Awesome studio tucked away & Centrally located !
Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

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.

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).

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

Red, White & Waterview Studio Apt with pool

Cozy Retreat: Immaculate Clean, private place

Beautiful, quiet waterfront house. Lots of room!

Cozy 3-bedroom home w/ Hot tub & firepit

Large Home with Pool & 7 bedrooms; sleeps 21

Coastal Comfort Suite Near Annapolis, Hottub, EV

Gunpowder Retreat

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
Family- and pet-friendly home rentals

Fells Point - Close to Attractions

Private guest suite in a newly remodeled home

AbingdonBB

Peggy's Place - Historic Rowhome in the City

Secluded acre near BWI and Baltimore

Chestertown Private cottage with NFL Sun Ticket

Patterson Park Penthouse with Rooftop Deck!

Charming Little Italy Townhouse + Free Parking
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

Sophisticated Studio Apartment, Metro DC

Rollingside: Two-Room Guest Suite

Fall Getaway

A home away from home

Casa Blanca Upscale Retreat: Indoor Pool, Fire Pit

Woodland Retreat

Cozy Comfort Close to Annapolis & USNA
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 SGD | $223 SGD | $194 SGD | $228 SGD | $254 SGD | $312 SGD | $294 SGD | $313 SGD | $294 SGD | $266 SGD | $256 SGD | $222 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Essex holiday rentals include wifi 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!
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Patterson Park
- Caves Valley Golf Club
- Crystal Beach Manor, Earleville, MD
- Great Falls Park
- Six Flags America
- Codorus State Park
- The Pentagon
- Smithsonian American Art Museum




