
Family-friendly holiday rentals in Maryland Beach
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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!

Oceanfront 1Bedroom/1.5 Bath Condo-Slps 4-King Bed
Serenity Now – Oceanfront Condo in North Ocean City | Walk to Dining & Northside Park Wake up to ocean views at Serenity Now, your cozy beachfront condo in North Ocean City, MD! This updated 1-bedroom unit sleeps 4 with a king bed and a queen sleeper sofa, plus it features a fully equipped kitchen, electric fireplace, 1.5 bathrooms, and flat-screen TVs for relaxing nights in. You're just steps from the beach and a short walk to local favorites like Crab Bag, Tequila Mockingbird, and Sushi Cafe.

2BRCapri: Indoor Pool, Game Room, Massage Chair
ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

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.

Luxury Oceanfront Escape!
This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
Sit along the canal-front deck, watch boats, birds, and walk to beach, restaurants, shopping, Northside Park Fully equipped kitchen, washer/dryer, comfy queen bed and queen sleeper, plenty of blankets and pillows are provided. PLEASE PACK BED LINENS, BEACH and BATH TOWELS We enjoy hosting families and singles 25 years + NON SMOKING Provided: Hand/Dish/laundry detergents Starter Toilet Paper / Paper towel Hair dryer FREE parking Hi speed Wifi Pool OPEN Memorial-Labor Day 9:15am-8pm

Right behind Alley Oops & Crab Bag. Walk to beach
Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

Light and Airy Oceanfront Condo with Large Porch
Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Perfect Wave-100 steps to Beach Sleeps 4
Step into Perfect Wave, your breezy beachside escape, mere moments from the tranquil Ocean City shores. Top floor no elevator. Strict no smoking no pets and no more than 4 guests. Imagine a tranquil retreat where the beach is just a whisper away. Welcome to Perfect Wave, your top-floor sanctuary, where the rhythm of the ocean sets the pace for your idyllic getaway. With a bevy of dining options and local attractions at your doorstep, you're poised to craft the vacation of your dreams.

Direct Oceanfront 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 full 100% view of the beach and ocean.

Bright and Airy Oceanside Condo
Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

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.
Popular amenities for Maryland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Sunset Bay Beach Condo

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

Beach, Boardwalk n Fun- just steps to the beach

Stunning! Fun, family friendly! Walk to beach!

Spacious Bayside 2 BR Condo at Sunset Bay

Direct Ocean Front/Gorgeous Views/Indoor Pool

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Tortuga Cottage: Your All- Season Getaway
Family- and pet-friendly home rentals

One Bedroom Beachfront Apartment Mid-Town

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Delightful Skoolie Near Bethany Beach

Hobbs & Rose | A Peaceful Cottage Escape

Quiet setting on private pond among the wildlife

Stunning private waterfront suite

Beautiful waterview 2B condo w/Dock&Close to Beach

The Laurel House - Large fenced in yard!
Family-friendly home rentals with a pool

Coastal Retreat near the beach

Beach House | 1 Block to Beach | Pool | OC MD

House 1 Block from the ocean

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

Oceanblock Marlin Retreat | Steps to Beach

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Beachside Luxe: Pool, Ensuite & Family Favorite

Renovated 1bedroom,1bathroom apartment.
Destinations to explore
- New York City Holiday rentals
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- Rentals with pools Maryland Beach
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- Family-friendly rentals Ocean City
- Family-friendly rentals Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland





