Family-friendly vacation rentals in Chesapeake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chesapeake
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 Chesapeake family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Williamsburg
4.88 out of 5 average rating, 125 reviewsHistoric Powhatan Resort- 2 bedroom condo!
Condo in Williamsburg
4.73 out of 5 average rating, 15 reviewsTimeshare Resort condo- 1 bdrm
Condo in Virginia Beach
4.82 out of 5 average rating, 11 reviews1 BR/Kitchen w/Balcony, Beach Quarters Oceanfront
Home in Virginia Beach
4.61 out of 5 average rating, 109 reviewsCroatan Beach - Big Kitchen, Hot Tub, 2 Masters
Townhouse in Williamsburg
5.0 out of 5 average rating, 8 reviews4BDR in fun family resort. Best bargain in town.
Apartment in Williamsburg
4.92 out of 5 average rating, 75 reviews*Historic Powhatan Resort- 2 bedroom
Home in Corolla
4.94 out of 5 average rating, 18 reviewsPrivate Pool Hot Tub, Resort Amenities, Location!
Condo in Williamsburg
4.91 out of 5 average rating, 22 reviewsThe Historic Powhatan 2 bdrm
Family- and pet-friendly home rentals
Home in Virginia Beach
4.79 out of 5 average rating, 132 reviewsQuaint 2 Bedroom Cottage in Chicks Beach
Bungalow in Hampton
4.89 out of 5 average rating, 203 reviewsBungelow by The Beach 2BR 1BA CABLE-Hampton, VA
Home in Virginia Beach
4.95 out of 5 average rating, 107 reviewsWater Oaks at Chic's Beach
Cottage in Williamsburg
4.84 out of 5 average rating, 518 reviewsThe Colonial Cottage
Home in Virginia Beach
4.89 out of 5 average rating, 294 reviewsLess than one mile to ocean, 3 bedrooms
Cottage in Corolla
4.87 out of 5 average rating, 127 reviewsHorses-Views-Dog Friendly-4WD Area
Home in Virginia Beach
4.99 out of 5 average rating, 129 reviewsQuiet family location and close to BEACH!
Apartment in Williamsburg
4.82 out of 5 average rating, 147 reviewsWestgate Historic Williamsburg One Bedroom
Family-friendly home rentals with a pool
Farm stay in Williamsburg
4.96 out of 5 average rating, 320 reviews3 BR Cottage on Mallardee Farm in Williamsburg
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
Apartment in Virginia Beach
4.87 out of 5 average rating, 78 reviewsBeach Nut - Virginia Beach Oceanfront!
Guesthouse in Virginia Beach
4.67 out of 5 average rating, 82 reviewsPOOL, Pool House, Hot Tub, Grill, 2 bedroom
Home in Virginia Beach
4.99 out of 5 average rating, 70 reviewsBreathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Home in Cape Charles
4.76 out of 5 average rating, 74 reviewsFamily Retreat, In-Ground Pool, plus Private Beach
Home in Corolla
4.87 out of 5 average rating, 53 reviewsBeautiful Corolla Beachhouse Steps From the Water
Home in Virginia Beach
4.9 out of 5 average rating, 119 reviewsBeach Home, Upscale Croatan Resort + Private Pool
Quick stats about vacation rentals that are family-friendly in Chesapeake
Total rentals
510 properties
Wifi availability
500 properties include access to wifi
Rentals with dedicated workspaces
320 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
200 properties allow pets
Total number of reviews
14K reviews
Destinations to explore
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