Best & Cheap Family Friendly Vacations in Montego Bay, MD

Compare family friendly vacation accommodation, From $33/night

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ACCOMMODATION TYPES

Best & Cheap Family Friendly Vacations in Montego Bay, MD: Top Deals

⭐️BRAND NEW CONSTRUCTION Ultra Luxurious HUGE Balcony w/ Bay Views⭐️
Condo · 12 Guests · 4 Bedrooms
⭐️BRAND NEW CONSTRUCTION Ultra Luxurious HUGE Balcony w/ Bay Views⭐️
5.0 (1 review)
This luxurious condo is located in a prime spot with stunning views of the bay. Nearby, visitors can enjoy delicious meals at local restaurants like The Blue Crab Restaurant & Seafood Market and Hooked Up Ale House & Sushi Bar. There are also plenty of activities to partake in such as fishing charters from OC Fishing Charters or boat rentals from Ocean City Boat Rentals. For those looking to explore nature, nearby trails include Assateague Island National Seashore and Assawoman Wildlife Area.
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$285 /night*
Hotel Monte Carlo Oceanfront
Hotel
Hotel Monte Carlo Oceanfront
3.8 (1577 reviews)
This Hotel Monte Carlo Oceanfront is a pet-friendly hotel located near the beach. Popular nearby restaurants include The Point Restaurant and Bar, Lighthouse Sound Restaurant & Lounge, and Joe's Crab Shack. Other popular activities include shopping at White Marlin Mall, golfing at Eagle's Landing Golf Club, and taking walks along Assateague Island National Seashore.
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$87.2 /night
Beautiful Updated Condo steps to the Beach & Boardwalk w/ Pool
Condo · 2 Guests · 3 Bedrooms
Beautiful Updated Condo steps to the Beach & Boardwalk w/ Pool
4.9 (35 reviews)
This beautiful updated condo is located just steps away from the beach and boardwalk, offering a great pool for you to enjoy. Popular nearby restaurants include Fager's Island Restaurant & Bar, The Blue Ox Oyster Co., and Buxy's Salty Dog Saloon & Grill. There are also plenty of activities such as kayaking, paddle boarding, and parasailing, as well as trails at Assateague State Park and Ocean City Boardwalk.
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$389 /night*
Hilton Suites Ocean City Oceanfront
Resort
Hilton Suites Ocean City Oceanfront
4.4 (937 reviews)
This Resort, Hilton Suites Ocean City Oceanfront, is located in Ocean City, Maryland and offers stunning ocean views. Nearby popular restaurants include the Blue Fish Grill & Bar, The Hobbit Restaurant, and Zen Asian Bistro. Popular activities for visitors include beach walking, kayaking, fishing, and swimming in the ocean. There are also a variety of trails nearby such as Assateague Island National Seashore and the Ocean City Boardwalk Trail. Pets are not allowed at this Resort.
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$137 /night
Paradise Plaza Inn
Hotel
Paradise Plaza Inn
3.8 (1339 reviews)
This hotel, Paradise Plaza Inn, is a pet-friendly accommodation that offers guests nearby popular attractions such as Assateague Island National Seashore, Ocean City Boardwalk and Salisbury Zoo. There are also several restaurants within the vicinity including The Green Turtle, Dead Freddies Island Grill and 45th Street Taphouse.
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$104 /night
Econo Lodge Oceanfront Ocean City
Hotel
Econo Lodge Oceanfront Ocean City
3.7 (1412 reviews)
This Econo Lodge Oceanfront Ocean City is a pet-friendly hotel located in the heart of Ocean City, Maryland. Popular nearby restaurants include The Original Crabcake Factory, Captain's Table Restaurant & Lounge, and Fager's Island Restaurant & Bar. Guests can enjoy outdoor activities such as visiting Assateague State Park, hiking along the boardwalk, and fishing at the pier.
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$88.4 /night
An escape for all seasons
Guest Suite · 2 Guests · 4 Bedrooms
An escape for all seasons
4.9 (27 reviews)
This Guest Suite is the perfect escape for all seasons. Located in Fenwick Island, Delaware, it can sleep two people and is the ideal spot to explore the local area. Popular restaurants near this suite include Big Chill Surf Cantina, Mancini's Bread & Pizza, and The Crab House. There are also plenty of activities and trails nearby, such as the Assawoman Wildlife Area and the Ocean View Beach Park.
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$668 /night*
Family owned - operated
Condo · 2 Guests · 2 Bedrooms
Family owned - operated
4.7 (15 reviews)
This Condo is a great choice for family-owned and operated accommodation, located in the heart of Ocean City, Maryland. It can sleep 2 people and is close to popular restaurants like The Shark on the Harbor, Hooked Up Seafood Restaurant & Bar, and Fager's Island Restaurant & Bar; activities such as the Jolly Roger Amusement Park, OC Waterpark, and Trimper's Rides; and trails such as Assateague National Seashore and Fenwick Island State Park.
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$294 /night*
3BR Newly Renovated Oceanfront Condo ON BOARDWALK Large Balcony Regency 10
Condo · 8 Guests · 3 Bedrooms
3BR Newly Renovated Oceanfront Condo ON BOARDWALK Large Balcony Regency 10
5.0 (9 reviews)
This 3 bedroom, newly renovated oceanfront condo is located directly on the boardwalk and offers a large balcony! It can accommodate up to 8 people and is located in Regency 10. Nearby popular restaurants include Hooked Seafood, Mariachi's Cocina Mexicana, Nick's House of Ribs, and The Greene Turtle Sports Bar & Grille. Popular activities nearby include fishing at Assawoman Bay, playing mini-golf at Old Pro Golf, and visiting Ocean City Boardwalk. Nature lovers can explore the Assateague Island National Seashore or take a hike along one of the many trails in the area.
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$351 /night*
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How Does The Vacation Home Rental Price Look Like in Montego Bay, MD?
Vacation Condo & House Rental Price Information in Montego Bay, MD
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The graph shows the percentages of vacation homes in each price bucket. Montego Bay has the largest percentage (20.17%) of homes in $150 - $200 price range.
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How Many Accommodations Are Not Pets Friendly in Montego Bay, MD?
Pets Allowed vs Not Allowed in Montego Bay, MD
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8.29% of vacation homes in Montego Bay are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are the best family-friendly restaurants near Montego Bay, MD?
Family-Friendly Restaurants in Montego Bay
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When it comes to family-friendly restaurants in Montego Bay, there's something for everyone. Whether you're looking for a casual dining experience or something more upscale, you'll find plenty of options. Here are some of our top picks:

  • Crisfield Seafood Restaurant & Crab House: This seafood restaurant offers an extensive menu featuring fresh local ingredients. Enjoy classic dishes like Maryland crab cakes and steamed crabs, as well as unique takes on traditional favorites.
  • The Blackwater Grill: This casual eatery specializes in creative American cuisine with a variety of vegetarian and vegan options. The atmosphere is relaxed and welcoming, making it ideal for families.
  • Mangos Caribbean Restaurant & Bar: This cozy spot serves up authentic Jamaican dishes in a family-friendly atmosphere. From jerk chicken to curried goat, you can find a variety of flavorful dishes here.
What are the best family-friendly activities near Montego Bay, MD?
Family-Friendly Activities in Montego Bay
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Montego Bay has plenty of fun activities for families to enjoy. From outdoor adventures to indoor attractions, there's something for everyone. Here are some of our favorite family-friendly activities:

  • Sandy Point State Park: Take a day trip to Sandy Point State Park for a picnic or a leisurely stroll along the beach. With its scenic views and abundant wildlife, this park is perfect for a family outing.
  • Wicomico Youth & Civic Center: This state-of-the-art facility hosts a variety of events, from concerts to trade shows. It's also home to a hockey rink and a theater, making it the perfect destination for a family night out.
  • Golf at River Marsh Golf Club: River Marsh Golf Club is a great place for beginners and experienced golfers alike. With rolling fairways and stunning views, it's the perfect spot for a family game.
How Many Airports in Montego Bay, MD?
Airports Options in Montego Bay, MD
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Here are the airports that located near Montego Bay:

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