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