
Family-friendly vacation rentals in Maryland Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland Beach
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!
KitchenIndoor spacesHospitality

3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.
KitchenIndoor spacesBeach

Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!
FamilyIndoor spacesPool

North OC|Fully Stocked 2 Bd 2 Bath
Welcome to Your Beach Lover's Paradise! Experience a vacation in a 2-bed, 2-bath condo, steps from Ocean City's shores. Stocked kitchen w/ new appliances, coffee, pots, pans, & dishes for all your meal needs. The condo features a washer/dryer, a cozy living room w/ a smart TV, and a balcony off the master. Sleeps 6 (twin bunk beds, twin, queen, pullout) Walk to the beach in 11 min & nearby attractions like Harpoon Hannah's, Fenwick Island, & Sunsations. Linens/towels provided. Book now!
KitchenIndoor spacesCleanliness

Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season
FamilyIndoor spacesTV

Beachfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.
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Beach Side Condo on Quiet Bunting Ave.
Welcome to our Fenwick Island beach condo! Less than a one minute walk until your toes are sinking into beautiful Delaware beach sand. Beautifully decorated 3 bedroom 2 full bath condo, beach-view balcony and carport. Perfectly situated in quiet Fenwick Island on coveted Bunting Ave. Boardwalks, go-carts, mini-golf within 5 min walk. We cherish our lovely little home away from home, and we hope that you do too. Bed sheets are included, however, towels & toiletries are not.
KitchenFamilyWifi

Steps to the Beach, Ocean View 1BR, Renovated
Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.
Indoor spacesFamilyGetting around

Stunning Bayview Home with Own Private Pool
This home can be occupied by a max of 12 adults with a total of 15 including children. Come relax in this gorgeous bay view single-family home in the lovely Caine's Woods neighborhood of Ocean City, adjacent to Fenwick Island. Imagine lazy days spent on the beach followed by a dip in the pool outside the kitchen door! GUESTS USE POOL AT THEIR OWN RISK! The pool is open from May 1- September 30. Obviously we can’t have it open during cold temperatures!
FamilyIndoor spacesQuiet

Hall Cottage, Fenwick Island, DE
Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.
Indoor spacesFamilyNearby

Direct Ocean Front! Unwind with an Ocean View
Newly Renovated! Anchorage 1 will have you enjoying the beautiful oceanfront view from your balcony & Master Bedroom! Sip your morning coffee on the private balcony while watching the sun rise over the ocean. Linens & towels included! This well-maintained building on 131st Street & Oceanfront is close to dining, shopping, NorthsidePark & all the fun activities Ocean City has to offer. Families welcome! No parties!
FamilyIndoor spacesLocation

21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!
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Popular amenities for Maryland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Oceanfront Oasis!
KitchenIndoor spacesCondition

Direct Ocean Front/Gorgeous Views/Indoor Pool
Indoor spacesFamilyOutdoor spaces

Oceanfront Paradise | Pool | Hot Tub | Beach
Indoor spacesFamilyWifi

Stunning! Fun, family friendly! Walk to beach!
Indoor spacesKitchenAmenities

Oceanfront Carousel building, Swimming Pools!
Indoor spacesKitchenBeach

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck
KitchenFamilyAir conditioning

Oceanfront 2 Bed/2 Bath, Sleeps 6, Pools, Gym, Etc
FamilyIndoor spacesCondition

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Indoor spacesKitchenWifi
Family- and pet-friendly home rentals

Dolores by the Sea- Family Groups ONLY
KitchenFamilyAmenities

Direct Oceanfront Newly Renovated W/ Pool 2 Bd
Indoor spacesFamilyCleanliness

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Indoor spacesKitchenSleep quality

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
KitchenIndoor spacesParks

Sweet Retreat
KitchenIndoor spacesLaundry

One Bedroom Beachfront Apartment Mid-Town
KitchenFamilyLong stay

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!
FamilyIndoor spacesWifi

Stunning private waterfront suite
Indoor spacesFamilyHeating
Family-friendly home rentals with a pool

Beautiful 2BR 2BA oceanfront condo at the Atlantis
Indoor spacesFamilyWifi

Entire beautifully updated Condo with Ocean Views!
KitchenFamilyParking

Oceanfront Balcony • Pool • North Ocean City
KitchenFamilyHospitality

Lighthouse Bay Luxury Townhome | Arcade Loft
FamilyIndoor spacesBathroom

2 BR 2BA North Ocean City Condo
Indoor spacesFamilyGetting around

North OC 3BR + Loft Sleeps 12 Walk to Pool & Beach
FamilyIndoor spacesView

Upscale Family Home in North OC
FamilyKitchenGetting around

Little Paradise
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Destinations to explore
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- Family-friendly rentals United States
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Assateague State Park
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Ocean City Boardwalk
- Bear Trap Dunes





