
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!

Beachside Luxe: Pool, Ensuite & Family Favorite
Welcome to The Driftwood Dreams, your perfect OC beach retreat. This new luxury TH blends comfort, style, and location—just one block from the ocean and close to OC, Fenwick, Bethany, Dewey & Rehoboth beaches. Enjoy private baths & walk-in closets in every bedroom, a loft with bunk beds & games, a modern game room, office, multiple decks, and high-end furnishings throughout. Highly rated restaurants/attractions, 24/7 Beach Bus all within walking distance. BABY FRIENDLY! E'thing fresh & new here!

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.

Direct Oceanfront Condo with Expansive Ocean Views
We allow full or mini weeks, with check in and check out on either Thursday or Sunday in the summer. Welcome to our second home! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis.

Beach Horizon at Ahoy, free linens,137 th street
Take it easy at this unique and tranquil getaway. First floor one-bedroom North OC condo with great view and walking distance to the beach, restaurants, park and mini golf. The size of the bed is king, and we have pull out queen sofa in the living room. Between the bedroom and the living room is the fully equipment kitchen and coffee and tea station. There is one bathroom. We provide free linens, towels and sheets. We have two TVs in the unit one is in the living room and one in the bedroom.

Gone Coastal *Pool* Bayside with view* Top Floor
Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

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

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 :)

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!

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.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

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

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

Oceanfront Carousel building, Swimming Pools!

Beach, Boardwalk n Fun- just steps to the beach

Bayside Oasis *In-Ground Pool*Hot Tub*Huge Yard*

Stunning! Fun, family friendly! Walk to beach!

Lakefront slps 6; beach, pools, tennis, gym, view!

21st Floor Carousel - 2 BR Oceanfront & Bay View

119 Steps to Beach | New Kitchen & Ocean View
Family- and pet-friendly home rentals

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

Delightful Skoolie Near Bethany Beach

Lovely Condo Steps 2Beach+Pool Unlimited Parking

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

Upscale Family Home in OC, Community Pool, Grill

Beach House on the MD-DE Border of Ocean City!

Oceanfront•Pool•Private Balcony w/Sunrise Views

FIVE STAR Quiet North OC/Fenwick 1-Bed w/ Pool

The Coastal Condo

A Wave From It All

Bright, Updated Condo, Pool, Convention Center

Modern Coastal Calm 2 BR Retreat + Pool
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
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- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Rentals with pools Maryland Beach
- Condo rentals Maryland Beach
- Rentals with a hot tub Maryland Beach
- Rentals with a patio Maryland Beach
- Apartment rentals Maryland Beach
- Townhouse rentals Maryland Beach
- Pet-friendly rentals Maryland Beach
- Beach house rentals Maryland Beach
- Rentals with a washing machine and dryer Maryland Beach
- Rentals with outdoor seating Maryland Beach
- House rentals Maryland Beach
- Rentals with a fireplace Maryland Beach
- Beachfront rentals Maryland Beach
- Waterfront rentals Maryland Beach
- Rentals with beach access Maryland Beach
- Fitness-friendly rentals Maryland Beach
- Rentals with an accessible height toilet Maryland Beach
- 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
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland





