Family-friendly holiday 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.
Holiday 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
Cottage in Corolla
4.87 out of 5 average rating, 129 reviewsHorses-Views-Dog Friendly-4WD Area
Apartment in Williamsburg
4.75 out of 5 average rating, 16 reviewsTimeshare Resort condo- 1 bdrm
Home in Virginia Beach
4.61 out of 5 average rating, 109 reviewsCroatan Beach - Big Kitchen, Hot Tub, 2 Masters
Apartment in Virginia Beach
4.82 out of 5 average rating, 11 reviews1 BR/Kitchen w/Balcony, Beach Quarters Oceanfront
Flat in Virginia Beach
4.5 out of 5 average rating, 4 reviewsBoardwalk Resort- City view studio!
Flat in Virginia Beach
Turtle Cay-KeyWest style 2room 1.5ba: July 7-14 Wk
Home in Virginia Beach
4.83 out of 5 average rating, 83 reviewsComfortable 3 bedroom house with deck with hot tub
Apartment in Virginia Beach
4.65 out of 5 average rating, 17 reviewsOcean Sands Resort Oceanfront with Extras
Family- and pet-friendly home rentals
Home in Virginia Beach
4.79 out of 5 average rating, 135 reviewsQuaint 2 Bedroom Cottage in Chicks Beach
Bungalow in Hampton
4.89 out of 5 average rating, 206 reviewsBungelow by The Beach 2BR 1BA CABLE-Hampton, VA
Home in Virginia Beach
4.99 out of 5 average rating, 131 reviewsQuiet family location and close to BEACH!
Home in Chic's Beach
4.77 out of 5 average rating, 151 reviewsChic's Beach Retreat
Home in Virginia Beach
4.89 out of 5 average rating, 300 reviews3 bedroom 2.5 bath near beach
Cottage in Corolla
4.87 out of 5 average rating, 174 reviewsQuaint Beach Cottage in 4WD-OBX
Townhouse in Virginia Beach
4.65 out of 5 average rating, 388 reviewsOver 380 reviews! Shop | Dine |TownCenter | Beach
Home in Hampton
4.56 out of 5 average rating, 120 reviewsBuckroe Beach Affordable for 4 -Walk to the Beach!
Family-friendly home rentals with a pool
Home in Virginia Beach
4.83 out of 5 average rating, 108 reviewsStunning Views of Back Bay & Seconds to the Beach
Flat in Virginia Beach
4.87 out of 5 average rating, 78 reviewsBeach Nut - Virginia Beach Oceanfront!
Home in Cape Charles
4.76 out of 5 average rating, 74 reviewsFamily Retreat, In-Ground Pool, plus Private Beach
Home in Virginia Beach
4.89 out of 5 average rating, 120 reviewsBeach Home, Upscale Croatan Resort + Private Pool
Campervan/Motorhome in Virginia Beach
4.8 out of 5 average rating, 49 reviewsLil' 60's SCOTTY/Best Spot in VIRGINIA BEACH!!!
Flat in Virginia Beach
4.61 out of 5 average rating, 209 reviewsOceanview, Double Bed, Sofa Bed, Private Balcony-D
Home in Virginia Beach
4.99 out of 5 average rating, 91 reviewsThe Sandbridge Rose
Apartment in Virginia Beach
4.83 out of 5 average rating, 52 reviewsSeas The Day of Virginia Beach
Quick stats about holiday 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
- Outer Banks Holiday rentals
- Virginia Beach Holiday rentals
- Richmond Holiday rentals
- Norfolk Holiday rentals
- Williamsburg Holiday rentals
- Nags Head Holiday rentals
- Myrtle Beach Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Virginia
- Rentals with a cinema Chesapeake
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- Rentals with a fireplace Chesapeake
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