Kid-friendly holiday rentals in Chesapeake
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Chesapeake
Guests agree: These kid-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 kid-friendly rentals
Child-friendly house rentals
Home in Norfolk
4.92 out of 5 average rating, 155 reviews@Whit’s End? Come in and Relax
8–15 Nov
Home in Virginia Beach
4.9 out of 5 average rating, 209 reviewsQuilted Quarters by the Bay with Private Entrance
1–8 Dec
Home in Smithfield
4.97 out of 5 average rating, 205 reviewsMason Manor - Downtown Smithfield next to WCP
17–24 Apr
Home in Williamsburg
5.0 out of 5 average rating, 204 reviewsCozy Single Family Home
26 Mar – 2 Apr
Home in East Ocean View
4.84 out of 5 average rating, 121 reviewsCozy Coastal Home
1–8 Nov
Home in Hampton
4.95 out of 5 average rating, 123 reviews1950s bungalow, 2-1/2 blocks from Buckroe Beach
9–16 Dec
Home in Williamsburg
4.97 out of 5 average rating, 178 reviewsCasita on the Corner
12–19 Jan
Home in Moyock
4.93 out of 5 average rating, 286 reviewsSportsman's Paradise ( Hunting & Fishing )
23–30 Oct
Kid-Friendly apartment rentals
Apartment in Newport News
4.97 out of 5 average rating, 148 reviewsCentrally Located Sleek Studio Apartment
12–19 Dec
Apartment in Virginia Beach
4.91 out of 5 average rating, 232 reviewsVB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
4–11 Feb
Apartment in Virginia Beach
4.91 out of 5 average rating, 467 reviewsPrivate apartment only 3 blocks from the Beach
30 Nov – 7 Dec
Apartment in Portsmouth
4.84 out of 5 average rating, 300 reviewsSpacious 2 bedroom apt in Historic Port Norfolk
4–11 Oct
Apartment in Chesapeake
5.0 out of 5 average rating, 145 reviewsModern Luxury Peace & Quiet.
30 Sep – 7 Oct
Apartment in Portsmouth
4.96 out of 5 average rating, 241 reviewsCozy Ground Floor Apt in Historic Home
24 Apr – 1 May
Apartment in Hampton
4.97 out of 5 average rating, 126 reviewsDowntown Hampton's Hidden Gem with Queen Bed
6–13 Jun
Apartment in Portsmouth
4.96 out of 5 average rating, 106 reviewsBest location in Olde Towne Portsmouth
13–20 Sep
Child-Friendly Holiday Condos
Condo in Norfolk
4.79 out of 5 average rating, 155 reviewsBest Value Condo in Downtown Norfolk
13–20 Jul
Condo in Virginia Beach
4.86 out of 5 average rating, 207 reviewsOcean Escape
12–19 Nov
Condo in Virginia Beach
4.93 out of 5 average rating, 159 reviewsTriton’s Treasure -3 Bedroom Condo on the Beach
28 Dec – 4 Jan
Condo in Virginia Beach
4.85 out of 5 average rating, 109 reviewsNEW! Beach Paradise Studio on the Boardwalk w/Pool
24 Sep – 1 Oct
Condo in Virginia Beach
4.93 out of 5 average rating, 246 reviews2 bedroom condo with oceanfront one block away!
10–17 Oct
Condo in Williamsburg
4.95 out of 5 average rating, 130 reviewsKingsmill 1bed/1ba on Golf Course 9th Fairway
14–21 Aug
Condo in Virginia Beach
4.94 out of 5 average rating, 104 reviewsAiry 2BR Beach Blessing Condo Near Rudee Inlet
18–25 Dec
Condo in Downtown Norfolk
4.86 out of 5 average rating, 159 reviewsModern And Cozy!
20–27 May
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
$50 NZD 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
- Kid-friendly rentals United States
- Kid-friendly rentals Outer Banks
- Kid-friendly rentals Virginia Beach
- Kid-friendly rentals Virginia
- Kid-friendly rentals Richmond
- Rentals with lake access Chesapeake
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- Rentals with breakfast Chesapeake
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