
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!

Modern, Quiet and Safe First-Floor Condo
Tucked away near Fenwick Island, this modern- minimalist condo is your coastal oasis. This property includes sleek finishes, a spacious open layout, first-floor convenience, and a private balcony perfect for morning coffee, evening unwinding, or enjoying the breeze stir the leaves in the trees. Here, you'll be minutes away from the beach, attractions, local dining and the vibrant energy of OC. This thoughtfully renovated space offers a serene escape and an ideal launchpad for seaside adventures.

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.

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

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!

Blue Tides Family Retreat
Welcome to Blue Tides Family Retreat, a spacious 3-bedroom, 3.5-bath townhome just steps from the beach in Ocean City, MD! Perfect for a large family or two families to share, this stunning getaway features high-end furniture, a beautiful kitchen, multiple living spaces, and brand-new Smart TVs. The loft bedroom is perfect for kids, complete with games. Enjoy a Tesla charger, Google Mesh WiFi, and beautiful balcony sunsets, all while being near top restaurants, nightlife, and the ocean!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

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

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

Oceanfront Oasis | Indoor Pool | Hot Tub | Deck

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

Delightful Skoolie Near Bethany Beach

Hobbs & Rose | A Peaceful Cottage Escape

Quiet setting on private pond among the wildlife

Stunning private waterfront suite

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

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

The Laurel House - Large fenced in yard!

Amazing Location! OceanBlock 28th Street
Family-friendly home rentals with a pool

Upscale Family Home in OC, Community Pool, Grill

2 BR 2BA North Ocean City Condo

Low Tide Hideaway

IdealSpotPoolGaragePingPongBikes2BlksBeach&BrdWlk!

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

The Coastal Condo

Large Family Oasis Steps from the Sand

A Wave From It All
Destinations to explore
- New York City Holiday rentals
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- Rentals with pools Maryland Beach
- Beach house rentals Maryland Beach
- Rentals with a washing machine and dryer Maryland Beach
- Rentals with beach access Maryland Beach
- Rentals with an accessible height toilet Maryland Beach
- Rentals with outdoor seating Maryland Beach
- Condo rentals Maryland Beach
- Rentals with a hot tub Maryland Beach
- Rentals with a patio Maryland Beach
- Apartment rentals Maryland Beach
- Pet-friendly rentals Maryland Beach
- Rentals with a fireplace Maryland Beach
- Beachfront rentals Maryland Beach
- Waterfront rentals Maryland Beach
- Townhouse rentals Maryland Beach
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- Fitness-friendly rentals 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





