Holiday rentals in Montego Bay

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.

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.

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.

Ultra Luxe Oceanfront Escape w/Breathtaking Views!

Enjoy a rare beach-house feel from this renovated first-floor oceanfront condo in North Ocean City. Set just one level up, the unit offers a spectacular perspective of the dunes, beach, ocean, and waves breaking right outside. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a new 4,000 SF ocean-view sun deck. Inside, this warm coastal retreat sleeps 8 with pine ceilings, luxury finishes, and private balcony views.

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.

Bluewater Beachfront Bliss

Welcome to Bluewater Beachfront Bliss, your ocean-view oasis in Ocean City, MD! This 1-bedroom, 1-bath condo offers stunning sunset views, a relaxing pool, and ample space to comfortably accommodate up to 5 guests. Located just steps from the beach and within walking distance of restaurants and vibrant nightlife, it's the perfect spot for a romantic retreat or small family getaway. Enjoy the coastal charm, modern comforts, and unbeatable convenience of this seaside escape!

Stay Barefoot

Relax at this second-floor direct ocean front condo with a balcony. In the process of renovating the kitchen! Condo is located on a quiet back street in uptown Ocean City but is close to everything the island has to offer (restaurants, shopping, mini golf, etc.) Leave your shoes behind with the easy beach access over a dune crossing located just steps from the building. This unit is available for guests aged 25 and older. Check in and check times out are flexible.

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.

Country Cottage -7 Miles from Fenwick Island Beach

Welcome to PopPop’s Place. This is a cozy, 1,000 sq. ft. 1 bedroom 1 bath cottage that has been on our family’s 20 acre property for more than 60 years. It is located 7 miles west of Fenwick Island, DE and North Ocean City, MD. While we are close to the beaches and attractions, we are also close to multiple golf courses, inland bays for kayaking, crabbing, fishing, entertainment at Freeman Stage-Bayside and many other fun vacation activities.

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.