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
Bungalow in Deale
4.86 out of 5 average rating, 355 reviewsCozy waterfront getaway on the Bay
Dec 18 – 25
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Oct 16 – 23
Cabin in North East
4.96 out of 5 average rating, 153 reviewsWaterfront Cabin on the Chesapeake
Apr 19 – 26
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Feb 20 – 27
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Oct 28 – Nov 4
Apartment in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
Oct 3 – 10
Cottage in Galena
4.83 out of 5 average rating, 103 reviewsTranquil and relaxing escape at Morton Hall
Feb 16 – 23
Home in Chestertown
5.0 out of 5 average rating, 104 reviewsWaterfront w/Pier &Walking Distance to Chestertown
Apr 13 – 20
Family- and pet-friendly home rentals
Apartment in Baltimore
4.86 out of 5 average rating, 786 reviewsStay in a Former Fells Point Bar! - Private Studio
Nov 22 – 29
Guest suite in Arnold
4.85 out of 5 average rating, 499 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Aug 15 – 22
Apartment in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
Aug 25 – Sep 1
Cabin in Gambrills
4.89 out of 5 average rating, 140 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Apartment in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Oct 15 – 22
Townhouse in Baltimore
4.87 out of 5 average rating, 264 reviewsParkside Charm & Spaciousness-Family Friendly
Jan 28 – Feb 4
Guest suite in Baltimore
4.98 out of 5 average rating, 104 reviewsGorgeous Mid-Century Gem near Lake Roland
Jun 18 – 25
Guest suite in Upper Marlboro
4.95 out of 5 average rating, 104 reviewsPrivate Apartment on a Horse Farm
Jul 14 – 21
Family-friendly home rentals with a pool
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 17 – 24
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Jun 19 – 26
Home in Annandale
4.85 out of 5 average rating, 189 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Oct 17 – 24
Condo in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
Jun 12 – 19
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
Jan 16 – 23
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Mar 1 – 8
Apartment in North Bethesda
4.91 out of 5 average rating, 67 reviewsSleek studio with awesome view- 1 block from metro
Oct 2 – 9
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
Oct 31 – Nov 7
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
€ 28 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
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- Jersey City Vacation rentals
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
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- Holiday Cottages United Kingdom
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- Holiday Houses United Kingdom
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- 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
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- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom