Family-friendly vacation rentals in Assateague Island
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Top-rated family-friendly rentals in Assateague Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Assateague Island family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Bethany Beach
4.93 out of 5 average rating, 280 reviewsSea Colony Premier Family Resort
May 10 – 17
Townhouse in Selbyville
4.91 out of 5 average rating, 204 reviewsBeach house on lake!
Jun 23 – 30
Apartment in Ocean City
4.96 out of 5 average rating, 116 reviewsBeautiful Bayfront Condo!
Jan 20 – 27
Villa in Ocean View
4.9 out of 5 average rating, 139 reviews3 BR 1st floor condo, near beach, resort community
Feb 10 – 17
Home in Dewey Beach
4.96 out of 5 average rating, 143 reviewsMcAvoy B & B
Nov 23 – 30
Condo in Bethany Beach
4.89 out of 5 average rating, 162 reviewsBeautiful Bethany Beach-View Condo
Oct 20 – 27
Condo in Rehoboth Beach
4.96 out of 5 average rating, 141 reviewsClassy Beach Getaway
Dec 31 – Jan 7
Townhouse in Bethany Beach
4.94 out of 5 average rating, 105 reviewsLakefront slps 6; beach, pools, tennis, gym, view!
Dec 23 – 30
Family- and pet-friendly home rentals
Home in Ocean Pines
4.89 out of 5 average rating, 141 reviewsRelaxing Home Near the Beach in Ocean Pines, MD
May 16 – 23
Guesthouse in Lewes
4.96 out of 5 average rating, 168 reviewsCozy, very private, Country Cottage
Feb 5 – 12
Apartment in Rehoboth Beach
4.93 out of 5 average rating, 322 reviewsSunny Studio in Rehoboth Beach
Oct 16 – 23
Condo in Dewey Beach
4.84 out of 5 average rating, 185 reviewsOn the Bay, Private Beach-Boat Slip
Oct 22 – 29
Home in Bethany Beach
4.93 out of 5 average rating, 101 reviewsBethany Beach 116 5th St Oceanblock
Mar 18 – 25
Townhouse in Ocean City
4.94 out of 5 average rating, 249 reviewsAwesome 28th Street Beach Block Location!
Sep 5 – 12
Townhouse in Rehoboth Beach
4.97 out of 5 average rating, 147 reviewsDewey Beach Summer Rental
Sep 15 – 22
Home in Bethany Beach
4.9 out of 5 average rating, 122 reviewsBright Open Floor Plan Family Beach Retreat
Nov 5 – 12
Family-friendly home rentals with a pool
Condo in Ocean City
4.91 out of 5 average rating, 256 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Mar 15 – 22
Townhouse in Millville
4.97 out of 5 average rating, 170 reviews⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱
Oct 25 – Nov 1
Condo in Rehoboth Beach
4.89 out of 5 average rating, 120 reviewsRight on Silver Lake walk to the beach and town!
Nov 11 – 18
Apartment in Ocean City
4.96 out of 5 average rating, 168 reviewsEverything Under The Sun-Gorgeous Ocean&Bay Views!
May 8 – 15
Condo in Rehoboth Beach
4.99 out of 5 average rating, 168 reviewsComfy and Convenient 2 bedroom/2 bath condo
Sep 28 – Oct 5
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
Sep 15 – 22
Condo in Ocean City
4.7 out of 5 average rating, 104 reviews2 bed/2 bath/3 blocks from beach in Ocean city MD
Nov 11 – 18
Condo in Ocean City
4.79 out of 5 average rating, 349 reviewsOcean-Front Beach Condo with Ocean and Bay views
Dec 8 – 15
Destinations to explore
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