Vacation rentals 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!

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.

Welcome to the Pearl of the Oyster!

Sleep 10 in this spacious bayfront 4 BR, 3 bath home situated in Ocean City, MD. Enjoy a gorgeous sunrise or light evening breeze as you sit on the dock. Less than a mile from the beach, shopping centers, outlets, restaurants, bars and the beautiful 58 acre Northside Park-home to fireworks, the Winterfest Of Lights & many other events. Community pool, playground, tennis, biking/jogging, & fishing/crabbing pier. Includes Tesla charger and super speed WiFi. View3d @ https://youtu. be/Z6CvqF4h_nU

Muskrat Town Road Retreat

Your family will be close to everything when you stay at this centrally-located place. Pet friendly! Assawomen Bay access. Don’t miss out on this BEAUTIFUL, ocean accessible two miles from the Freeman Arts Pavilion,1.3 miles from Yellowfin’s bar&grill, 4.5mies from Catch 54 and Harpoon Hannas restaurants,5 miles away from Fenwick island Beaches,5.5 miles from Seacrets famous nightlife ,nine miles from the Ocean City inlet and boardwalk, and hundreds of other places kayak and jet ski friendly

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.

Renovated Ocean Front! Wake up to an Ocean View!

Anchorage II will have you enjoying the beautiful oceanfront view from your balcony and Master Bedroom! Sip your morning coffee on the private balcony while watching the sun rise over the ocean. Linens included! This well-maintained building on 130th Street and Oceanfront is close to dining, shopping, Northside Park, and all the fun activities Ocean City has to offer. This full-equipped unit includes a dishwasher, washer and dryer, 3 Televisions and the Internet. Families welcome!No parties!

Welcome to our beach retreat!

You will love the convenience of our location! Within walking distance of the beach, bay, fishing pier, shopping, countless restaurants and Northside Park where you will be able to hear live entertainment. Open living room and kitchen area provides a great gathering space for everyone to watch TV, eat and play games. Three bedrooms and a den with a futon that pulls out to a full size bed. Enjoy a meal out on the patio, relax by the koi fish pond or walk to the end of the street to the pool!

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

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.

Family Fun! 3-Bed Home next to Playground & Park

Relax and recharge in this bright, peaceful home in the highly desirable Caine Woods neighborhood of north Ocean City! Park-front living with new pickleball and tennis courts plus a playground right outside your door—perfect for families! Just three short blocks to the beach! Walk to mini-golf, arcades, and great dining. Enjoy two comfortable living areas, three spacious bedrooms, a fully equipped kitchen, three full baths, and two furnished decks with grill and dining space.

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.

Direct oceanfront quiet getaway with large deck

Savor your morning coffee or evening glass of wine on our 16 ft x 18 ft oceanfront deck with the million dollar view in North Ocean City, MD. Our condo is steps to Fenwick Island, DE with shopping and dining galore. You can scoop crabs to eat on our deck or hit up a local happy hour spot nearby. Our home comes equipped with a closet downstairs stocked with beach chairs and umbrellas. We have direct beach access. 1 King Bed / 1 Sleeper Sofa - sleeps 4