Family-friendly holiday rentals in Ocean Pines
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ocean Pines
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 Ocean Pines family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Selbyville
4.91 out of 5 average rating, 204 reviewsBeach house on lake!
18–25 Jan
Condo in Bethany Beach
4.93 out of 5 average rating, 280 reviewsSea Colony Premier Family Resort
9–16 May
Villa in Ocean View
4.9 out of 5 average rating, 139 reviews3 BR 1st floor condo, near beach, resort community
9–16 Dec
Apartment in Ocean City
4.96 out of 5 average rating, 116 reviewsBeautiful Bayfront Condo!
20–27 Jan
Condo in Bethany Beach
4.89 out of 5 average rating, 162 reviewsBeautiful Bethany Beach-View Condo
17–24 Oct
Townhouse in Bethany Beach
4.94 out of 5 average rating, 105 reviewsLakefront slps 6; beach, pools, tennis, gym, view!
23–30 Dec
Home in Dewey Beach
4.96 out of 5 average rating, 143 reviewsMcAvoy B & B
9–16 Oct
Apartment in Bethany Beach
4.86 out of 5 average rating, 124 reviewsSea Colony Beach And Tennis Resort
13–20 Apr
Family- and pet-friendly home rentals
Guesthouse in Lewes
4.96 out of 5 average rating, 168 reviewsCozy, very private, Country Cottage
17–24 Sep
Townhouse in Ocean City
4.94 out of 5 average rating, 249 reviewsAwesome 28th Street Beach Block Location!
10–17 Nov
Home in Bethany Beach
4.9 out of 5 average rating, 122 reviewsBright Open Floor Plan Family Beach Retreat
5–12 Nov
Condo in Dewey Beach
4.84 out of 5 average rating, 185 reviewsOn the Bay, Private Beach-Boat Slip
26 Dec – 2 Jan
Home in Bethany Beach
4.93 out of 5 average rating, 101 reviewsBethany Beach 116 5th St Oceanblock
30 Nov – 7 Dec
Townhouse in Rehoboth Beach
4.97 out of 5 average rating, 147 reviewsDewey Beach Summer Rental
20–27 Oct
Condo in Dewey Beach
4.87 out of 5 average rating, 170 reviewsReed Ave Dewey - On Bay - Parking - Water Views!
11–18 Nov
Condo in Ocean City
4.8 out of 5 average rating, 130 reviewsWelcome to a Shore Thing!
3–10 Jan
Family-friendly home rentals with a pool
Condo in Ocean City
4.7 out of 5 average rating, 104 reviews2 bed/2 bath/3 blocks from beach in Ocean city MD
21–28 Mar
Apartment in Ocean City
4.96 out of 5 average rating, 168 reviewsEverything Under The Sun-Gorgeous Ocean&Bay Views!
8–15 May
Condo in Rehoboth Beach
4.89 out of 5 average rating, 120 reviewsRight on Silver Lake walk to the beach and town!
11–18 Nov
Condo in Ocean City
4.81 out of 5 average rating, 227 reviews🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
25 Oct – 1 Nov
Townhouse in Bethany Beach
4.84 out of 5 average rating, 329 reviewsSpacious Bethany Beach Retreat
23–30 Dec
Condo in Ocean City
4.79 out of 5 average rating, 103 reviewsCozy Ocean Blk, Family Friendly, beach 2 min walk
24–31 May
Condo in Ocean City
4.85 out of 5 average rating, 119 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
14–21 May
Condo in Rehoboth Beach
4.99 out of 5 average rating, 168 reviewsComfy and Convenient 2 bedroom/2 bath condo
22–29 Sep
Quick stats about holiday rentals that are family-friendly in Ocean Pines
Total rentals
240 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Rentals with a pool
130 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
5.3K reviews
Nightly prices starting at
$67 NZD before taxes and fees
Destinations to explore
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