Family-friendly holiday 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.
Holiday rentals for every style
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Popular amenities for Assateague Island family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Bethany Beach
4.93 out of 5 average rating, 280 reviewsSea Colony Premier Family Resort
21–28 Apr
Townhouse in Selbyville
4.91 out of 5 average rating, 204 reviewsBeach house on lake!
10–17 Oct
Villa in Ocean View
4.9 out of 5 average rating, 139 reviews3 BR 1st floor condo, near beach, resort community
2–9 Dec
Flat in Ocean City
4.96 out of 5 average rating, 116 reviewsBeautiful Bayfront Condo!
21–28 Oct
Apartment in Bethany Beach
4.89 out of 5 average rating, 162 reviewsBeautiful Bethany Beach-View Condo
18–25 Nov
Home in Dewey Beach
4.96 out of 5 average rating, 143 reviewsMcAvoy B & B
10–17 Oct
Apartment in Rehoboth Beach
4.96 out of 5 average rating, 141 reviewsClassy Beach Getaway
5–12 Jan
Townhouse in Bethany Beach
4.94 out of 5 average rating, 105 reviewsLakefront slps 6; beach, pools, tennis, gym, view!
17–24 May
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
8–15 May
Guest house in Lewes
4.96 out of 5 average rating, 169 reviewsCozy, very private, Country Cottage
29 Jan – 5 Feb
Flat in Rehoboth Beach
4.93 out of 5 average rating, 322 reviewsSunny Studio in Rehoboth Beach
16–23 Oct
Home in Ocean City
4.94 out of 5 average rating, 219 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
14–21 Jul
Apartment in Dewey Beach
4.84 out of 5 average rating, 185 reviewsOn the Bay, Private Beach-Boat Slip
8–15 Dec
Cottage in Lewes
4.99 out of 5 average rating, 151 reviewsEbb & Flow Beach House - Lewes Bay Beach Retreat
6–13 Jan
Townhouse in Ocean City
4.94 out of 5 average rating, 250 reviewsAwesome 28th Street Beach Block Location!
6–13 Mar
Home in Bethany Beach
4.93 out of 5 average rating, 101 reviewsBethany Beach 116 5th St Oceanblock
24–31 Oct
Family-friendly home rentals with a pool
Apartment in Rehoboth Beach
4.89 out of 5 average rating, 121 reviewsRight on Silver Lake walk to the beach and town!
17–24 Dec
Apartment in Ocean City
4.81 out of 5 average rating, 227 reviews🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
6–13 Oct
Flat in Ocean City
4.96 out of 5 average rating, 168 reviewsEverything Under The Sun-Gorgeous Ocean&Bay Views!
15–22 May
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
20–27 Sep
Apartment in Ocean City
4.7 out of 5 average rating, 104 reviews2 bed/2 bath/3 blocks from beach in Ocean city MD
14–21 Mar
Apartment in Ocean City
4.79 out of 5 average rating, 103 reviewsCozy Ocean Blk, Family Friendly, beach 2 min walk
29 May – 5 Jun
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 168 reviewsComfy and Convenient 2 bedroom/2 bath condo
24 Sep – 1 Oct
Apartment in Ocean City
4.79 out of 5 average rating, 351 reviewsOcean-Front Beach Condo with Ocean and Bay views
25 Nov – 2 Dec
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