Kid-friendly holiday rentals in Chesapeake
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Chesapeake
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Norfolk
4.92 out of 5 average rating, 159 reviews@Whit’s End? Come in and Relax
Home in Virginia Beach
4.92 out of 5 average rating, 264 reviewsMaster bedroom suite 3 blocks from the beach
Home in Smithfield
4.97 out of 5 average rating, 209 reviewsMason Manor - Downtown Smithfield next to WCP
Home in Virginia Beach
4.9 out of 5 average rating, 213 reviewsQuilted Quarters by the Bay with Private Entrance
Home in Moyock
4.93 out of 5 average rating, 288 reviewsSportsman's Paradise ( Hunting & Fishing )
Home in Williamsburg
5.0 out of 5 average rating, 209 reviewsCozy Single Family Home
Home in Hampton
4.97 out of 5 average rating, 181 reviewsThe Water's Edge
Home in Virginia Beach
4.94 out of 5 average rating, 117 reviewsBeach Cottage #2 19th - 3 Blocks from Beach
Family-friendly apartment rentals
Flat in Chesapeake
4.97 out of 5 average rating, 99 reviews2 BR With King. ⚡️Fast Wifi. 🔐 Easy Self Check-In.
Flat in Newport News
4.97 out of 5 average rating, 153 reviewsCentrally Located Sleek Studio Apartment
Flat in Portsmouth
4.85 out of 5 average rating, 308 reviewsSpacious 2 bedroom apt in Historic Port Norfolk
Flat in Portsmouth
4.96 out of 5 average rating, 243 reviewsCozy Ground Floor Apt in Historic Home
Flat in Virginia Beach
4.88 out of 5 average rating, 156 reviewsVa.Beach/Oceanfront Studio, Boardwalk, Beach, Pool
Flat in Hampton
4.97 out of 5 average rating, 131 reviewsDowntown Hampton's Hidden Gem with Queen Bed
Flat in Virginia Beach
4.92 out of 5 average rating, 258 reviews5 Minute Walk to the Beach!
Flat in Portsmouth
4.96 out of 5 average rating, 107 reviewsBest location in Olde Towne Portsmouth
Family-friendly apartment rentals
Apartment in Norfolk
4.79 out of 5 average rating, 160 reviewsBest Value Condo in Downtown Norfolk
Apartment in Virginia Beach
4.88 out of 5 average rating, 181 reviewsOceanfront Gem VaB Studio Exceptional Views
Apartment in Norfolk
4.85 out of 5 average rating, 164 reviewsModern And Cozy!
Apartment in Virginia Beach
4.93 out of 5 average rating, 162 reviewsTriton’s Treasure -3 Bedroom Condo on the Beach
Apartment in Williamsburg
4.95 out of 5 average rating, 131 reviewsKingsmill 1bed/1ba on Golf Course 9th Fairway
Apartment in Virginia Beach
4.93 out of 5 average rating, 256 reviews2 bedroom condo with oceanfront one block away!
Apartment in Newport News
4.9 out of 5 average rating, 131 reviewsCozy Home Away from Home at Mary Robert Lane
Apartment in Virginia Beach
4.94 out of 5 average rating, 257 reviewsBeach Condo Block Off Boardwalk
Quick stats about holiday rentals that are kid-friendly in Chesapeake
Total rentals
190 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
8K reviews
Nightly prices starting at
€ 28 before taxes and fees
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
- Jersey City Holiday rentals
- New York Holiday rentals
- Family-friendly rentals United States
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- Family-friendly rentals Virginia
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- Rentals with a firepit Chesapeake
- Family-friendly rentals Chesapeake
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