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, 572 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
Dec 5 – 12
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Feb 5 – 12
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Feb 27 – Mar 6
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
Nov 3 – 10
Apartment in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
Jan 23 – 30
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Dec 12 – 19
Home in Arlington
4.86 out of 5 average rating, 265 reviewsArlington farmhouse w/easy access to everything DC
Oct 17 – 24
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, 503 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Oct 4 – 11
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Sep 12 – 19
Apartment in Edgewater
4.92 out of 5 average rating, 400 reviewsPet Friendly Garden Apartment Near Annapolis
Aug 4 – 11
Guest suite in Baltimore
4.98 out of 5 average rating, 104 reviewsGorgeous Mid-Century Gem near Lake Roland
Aug 26 – Sep 2
Home in Perryville
4.93 out of 5 average rating, 181 reviewsTop of the Chesapeake - Private Waterfront Home
Sep 18 – 25
Townhouse in Baltimore
4.84 out of 5 average rating, 277 reviewsPark front luxury townhouse
Apr 21 – 28
Home in Baltimore
4.99 out of 5 average rating, 147 reviewsCharming Victorian home in Roland Park, Baltimore.
Jan 28 – Feb 4
Family-friendly home rentals with a pool
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 23 – 30
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
Dec 2 – 9
Apartment in Arlington
4.89 out of 5 average rating, 47 reviewsFurnished 1 BR Apt., Crystal City, VA
May 31 – Jun 7
Guest suite in Highland
4.94 out of 5 average rating, 200 reviewsDC Horse Farm Pool is heated Mar,-April, Sept,-Nov
Jun 23 – 30
Guesthouse in Stevensville
4.91 out of 5 average rating, 172 reviewsCirca 1700 Chesapeake Colonial Home
Apr 16 – 23
Apartment in Nottingham
4.91 out of 5 average rating, 119 reviewsBright and roomy 2nd floor apt in a private home
Oct 18 – 25
Apartment in Washington
4.81 out of 5 average rating, 524 reviews#3 Foggy Bottom/Georgetown Apartment
Nov 6 – 13
Apartment in Washington
4.86 out of 5 average rating, 160 reviewsChic & Modern 2B condo@10mins walk Judiciary Metro
Jul 19 – 26
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
Destinations to explore
- Baltimore Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Bear Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York 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