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
Townhouse in Baltimore
4.95 out of 5 average rating, 570 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
Nov 14 – 21
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Bungalow in Deale
4.87 out of 5 average rating, 356 reviewsCozy waterfront getaway on the Bay
Aug 12 – 19
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Jan 16 – 23
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Mar 25 – Apr 1
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
Feb 1 – 8
Apartment in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
Aug 13 – 20
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Mar 6 – 13
Family- and pet-friendly home rentals
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Guest suite in Arnold
4.84 out of 5 average rating, 501 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Aug 12 – 19
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Oct 14 – 21
Apartment in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
Aug 2 – 9
Guest suite in Baltimore
4.98 out of 5 average rating, 104 reviewsGorgeous Mid-Century Gem near Lake Roland
Nov 4 – 11
Townhouse in Baltimore
4.84 out of 5 average rating, 276 reviewsPark front luxury townhouse
Oct 3 – 10
Home in Perryville
4.93 out of 5 average rating, 181 reviewsTop of the Chesapeake - Private Waterfront Home
Apr 1 – 8
Cabin in Chestertown
4.98 out of 5 average rating, 215 reviewsRivershore Retreat
Sep 28 – Oct 5
Family-friendly home rentals with a pool
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 5 – 12
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 21 – 28
Condo in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
Jun 18 – 25
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
Oct 28 – Nov 4
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Mar 7 – 14
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
May 8 – 15
Cabin in Saint Michaels
4.99 out of 5 average rating, 97 reviewsTrue St. Michaels 6 Acre Waterfront w/heated pool
Apr 21 – 28
Apartment in North Bethesda
4.91 out of 5 average rating, 67 reviewsSleek studio with awesome view- 1 block from metro
Nov 9 – 16
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
G$6,270 GYD before taxes and fees
Destinations to explore
- Baltimore Vacation rentals
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- Farm Cottages United Kingdom
- Cabin Rentals Australia
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