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.
Holiday 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
21–28 Mar
Home in Kent Narrows
5.0 out of 5 average rating, 280 reviewsChester Riverfront At Kent Narrows
2–9 Nov
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
9–16 Mar
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
29 Apr – 6 May
Flat in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
21–28 Dec
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
30 Oct – 6 Nov
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
10–17 May
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
30 Jan – 6 Feb
Family- and pet-friendly home rentals
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
10–17 Aug
Guest suite in Arnold
4.84 out of 5 average rating, 503 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
23–30 Oct
Flat in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
12–19 Sep
Flat in Edgewater
4.92 out of 5 average rating, 400 reviewsPet Friendly Garden Apartment Near Annapolis
3–10 Jul
Guest suite in Baltimore
4.98 out of 5 average rating, 104 reviewsGorgeous Mid-Century Gem near Lake Roland
2–9 Sep
Townhouse in Baltimore
4.85 out of 5 average rating, 278 reviewsPark front luxury townhouse
4–11 Apr
Home in Perryville
4.93 out of 5 average rating, 181 reviewsTop of the Chesapeake - Private Waterfront Home
8–15 Feb
Cabin in Chestertown
4.98 out of 5 average rating, 215 reviewsRivershore Retreat
16–23 Oct
Family-friendly home rentals with a pool
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
16–23 Oct
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
8–15 Apr
Serviced apartment in Arlington
4.89 out of 5 average rating, 47 reviewsFurnished 1 BR Apt., Crystal City, VA
19–26 Jun
Guest suite in Highland
4.94 out of 5 average rating, 201 reviewsDC Horse Farm Pool is heated Mar,-April, Sept,-Nov
14–21 May
Flat in Nottingham
4.91 out of 5 average rating, 119 reviewsBright and roomy 2nd floor apt in a private home
26 Oct – 2 Nov
Guest house in Stevensville
4.91 out of 5 average rating, 172 reviewsCirca 1700 Chesapeake Colonial Home
15–22 Oct
Flat in Washington
4.75 out of 5 average rating, 413 reviews#4 Foggy Bottom/Georgetown Apartment
2–9 Dec
Serviced apartment in Washington
4.86 out of 5 average rating, 160 reviewsChic & Modern 2B condo@10mins walk Judiciary Metro
14–21 Aug
Quick stats about holiday 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
$41 SGD before taxes and fees
Destinations to explore
- Baltimore Holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Bear Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday 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