Family-friendly holiday rentals in Maryland Beach

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.

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.

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!

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.

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.

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

PET FRIENDLY with fenced in yard, 2 blocks to the beach! Summer rentals avail. Sunday - Sunday. An 8min walk to the beaches of N. Ocean City! Our home is located in a quiet neighborhood, between the beach & bay! You'll have access to a fenced backyard, full kitchen, smart TV, & WIFI. We expect guests to be courteous to neighbors. Parties & loud music are not permitted. **Not traveling with pets? Check out our ocean side condo near Northside Park!**

Cozy Condo Oasis with Adorable Private Patio

Adorably cozy two-bedroom dog friendly condo just blocks away from the beach. First floor corner unit adds to its charm! Enjoy this first-floor oasis in the Caine Woods neighborhood of Ocean City. Only two blocks from beaches, bayside restaurants, breakfast nooks, and Delaware! New for 2026: new floors, new paint throughout, new HVAC, new interior doors, new lighting and more!!! This unit is two steps up the front porch.

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.