Family-friendly vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Adelphi
4.85 out of 5 average rating, 206 reviewsCozy Suite with Hot Tub and Pool
Home in Annapolis
4.85 out of 5 average rating, 102 reviewsMoon Tub Cottage. Chic Charm Walk Pubs Shops Oasis
Home in Chestertown
5 out of 5 average rating, 108 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Home in Annapolis
4.87 out of 5 average rating, 165 reviewsCharming Annapolis Water View Home
Home in Davidsonville
4.95 out of 5 average rating, 19 reviewsAnnapolis Elegant 5* House -3 Bedrooms Sleeps 6
Home in Severn
4.86 out of 5 average rating, 139 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Cottage in Annapolis
4.84 out of 5 average rating, 111 reviewsCrow's Nest Cottage: Chesapeake Bay View*SPA TUB*
Rental unit in Arnold
4.96 out of 5 average rating, 174 reviewsFall Getaway
Family- and pet-friendly home rentals
Rental unit in Capitol Hill
4.94 out of 5 average rating, 613 reviewsHistoric Capitol Hill meets trendy H Street
Condo in Logan Circle
4.88 out of 5 average rating, 428 reviewsBright, large zen studio on historic Logan Circle
Condo in Annapolis
4.94 out of 5 average rating, 374 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Guest suite in Northwest Washington
4.81 out of 5 average rating, 514 reviewsCozy Guest Basement Suite w/ Private Entrance
Home in Annapolis
4.99 out of 5 average rating, 143 reviewsCrab Cakes and Football Historic District
Cabin in Chestertown
4.98 out of 5 average rating, 231 reviewsRivershore Retreat
Home in Catonsville
4.87 out of 5 average rating, 114 reviewsDelightful 4-Bed Whole House with Easy Parking
Townhouse in Patterson Park
4.88 out of 5 average rating, 290 reviewsParkside Charm & Spaciousness-Family Friendly
Family-friendly home rentals with a pool
Home in Chestertown
5 out of 5 average rating, 21 reviewsChestertown Watson Family Farm
Serviced apartment in NoMa
4.87 out of 5 average rating, 175 reviewsChic & Modern 2B condo@10mins walk Judiciary Metro
Townhouse in Logan Circle
5 out of 5 average rating, 99 reviewsCharming 3BR Rowhouse in Shaw/Bloomingdale
Rental unit in Nottingham
4.87 out of 5 average rating, 122 reviewsBright and roomy 2nd floor apt in a private home
Condo in Annapolis
4.89 out of 5 average rating, 62 reviewsGREAT LOCATION ON SPA CREEK
Home in Arnold
4.91 out of 5 average rating, 98 reviewsAnnapolis Sunset Escape
Guesthouse in Highland
4.98 out of 5 average rating, 277 reviewsWoodland Retreat
Rental unit in Foggy Bottom
4.78 out of 5 average rating, 423 reviews#1 Foggy Bottom/Georgetown Apartment
Quick stats about vacation rentals that are family-friendly in Essex
Total rentals
20 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
530 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Baltimore Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- Niagara Falls Vacation rentals
- The Hamptons Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom