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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
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Home in Kent Narrows
5 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
![](https://a0.muscache.com/im/pictures/89735636/0bd95974_original.jpg?im_w=720)
Cabin in North East
4.96 out of 5 average rating, 156 reviewsWaterfront Cabin on the Chesapeake
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-13250119/original/5ed26f5d-71a6-45f9-84e9-5f484c1b45f7.jpeg?im_w=720)
Home in Severn
4.81 out of 5 average rating, 108 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
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Rental unit in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
![](https://a0.muscache.com/im/pictures/b53d4d36-449e-4702-9721-d59613b21a10.jpg?im_w=720)
Rental unit in North East
4.99 out of 5 average rating, 221 reviewsDusty's House
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Home in Chestertown
5 out of 5 average rating, 105 reviewsWaterfront w/Pier &Walking Distance to Chestertown
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Home in Harwood
4.94 out of 5 average rating, 121 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
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Home in Edgewater
4.76 out of 5 average rating, 274 reviewsEdgewater/Mayo Getaway!
Family- and pet-friendly home rentals
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Rental unit in Silver Spring
4.93 out of 5 average rating, 399 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
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Cottage in North East
4.97 out of 5 average rating, 462 reviewsPersimmon Pastures
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Guest suite in Arnold
4.85 out of 5 average rating, 516 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
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Guesthouse in Glen Burnie
4.81 out of 5 average rating, 160 reviewsPrivate 1 bedroom house
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Rental unit in Edgewater
4.92 out of 5 average rating, 409 reviewsPet Friendly Garden Apartment Near Annapolis
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Home in Annapolis
4.85 out of 5 average rating, 211 reviewsSpacious Home in Private Neighborhood with Beach
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Guest suite in Baltimore
4.98 out of 5 average rating, 106 reviewsGorgeous Mid-Century Gem near Lake Roland
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Cabin in Chestertown
4.98 out of 5 average rating, 219 reviewsRivershore Retreat
Family-friendly home rentals with a pool
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Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
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Home in Arnold
4.9 out of 5 average rating, 88 reviewsAnnapolis Sunset Escape
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Townhouse in Logan Circle
5 out of 5 average rating, 87 reviewsCharming 3BR Rowhouse in Shaw/Bloomingdale
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Rental unit in North Bethesda
4.91 out of 5 average rating, 68 reviewsSleek studio with awesome view- 1 block from metro
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Serviced apartment in Crystal City
4.9 out of 5 average rating, 48 reviewsFurnished 1 BR Apt., Crystal City, VA
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Rental unit in Nottingham
4.88 out of 5 average rating, 120 reviewsBright and roomy 2nd floor apt in a private home
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Guest suite in Highland
4.94 out of 5 average rating, 204 reviewsDC Horse Farm Pool is heated Mar,-April, Sept,-Nov
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Guesthouse in Stevensville
4.91 out of 5 average rating, 173 reviewsCirca 1700 Chesapeake Colonial Home
Quick stats about vacation rentals that are family-friendly in Essex
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
430 reviews
Nightly prices starting at
$30 before taxes and fees
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