Holiday houses in Montego Bay

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.

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

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

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.

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 :)

Walk to the Beach! PingPong-Fenced Yard-N64-Bikes!

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Tranquil Water View! Kayaks & SUP Boards Included!

Welcome to LIVIN ON BEACH TIME! Enjoy this Cozy Peaceful Retreat this year! Our updated home has all you need for a great time! Loaded with all amenities you need to make your stay comfy & fun. Our deck overlooks the gorgeous canal. Enjoy stunning sunsets . We have everything on hand for happy outings at the beach or fun on the water. RELAX... You're at the Beach! BECAUSE THIS IS A SEASONAL LISTING, MAY 23 - SEPT 7 2025, REQUIRE CHECKIN/CHECKOUTS ON SATURDAYS AND SUNDAYS ONLY.

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.

Ocean block condo

Kick back and relax in this calm, newly remodeled condo only a few steps from the beautiful Ocean City beach. Located uptown , across the street from Starbucks, Juice Bar, Wawa, Justine's Ice Cream, CVS Pharmacy, McDonald's, Candy Kitchen and a lot of restaurants like Crabcake Factory and Tailchasers. Northside Park on 125th St is a quick walk to watch soccer tournaments or July fireworks. Park your car in the lot and take the OC bus for $4 all day.

Coastal Home - Outdoor Shower & 2 Pools

Escape to this relaxing Montego Bay oasis just a short walk to the beach. Perfect for couples or families, the home features 3 bedrooms, 2 baths, a spacious open living area, and a king suite with private bath. Enjoy sunsets on the open-air porch, rinse off in the outdoor shower, and take advantage of 2 community pools, tennis courts, and free mini golf. Walk to Northside Park for trails, kayaking, fishing, and more.

Immaculate 3-bedroom house close to beach

Relax with the whole family in this immaculate 3 BR, 2 Bath fully equipped home located in the Caine Woods neighborhood of North Ocean City. Home offers an open floor concept, full kitchen, dining room, spacious bedrooms, full size washer and dryer, and sunporch to sit and enjoy. The house also includes a fenced backyard for the kids to run around in, and a 2 car driveway for off street parking.