Calypso vacation rentals

Why visit Calypso

• Stunning Oceanfront Views: Calypso offers breathtaking vistas perfect for relaxing and enjoying the beauty of the coast.
• Family-Friendly Activities: The area boasts numerous amusement parks and beach activities ideal for visitors of all ages.
• Vibrant Esplanade: Explore the lively waterfront with shops, dining, and entertainment options for a memorable experience.
• Diverse Accommodation Choices: From oceanfront condos to cozy apartments, there’s a perfect stay for every traveler.
• Welcoming Local Atmosphere: Experience the warmth of friendly locals who enhance the vacation vibe of Calypso.

Popular types of accommodation around Calypso

If you're looking for the perfect getaway in Calypso, you're in the right place. Our most popular vacation rentals include stunning houses, cozy condos, and comfortable apartments. Enjoy breathtaking views from oceanfront condos with spacious balconies, or take a dip in the outdoor pool. Explore the vibrant offerings of Ocean City, Maryland, and discover your ideal Calypso unit for a memorable vacation experience.

• Houses: The top choice for visitors in Calypso, offering spacious and comfortable settings perfect for families or groups.
• Condos: A popular option for vacationers seeking modern amenities and stunning views, ideal for couples and small families.
• Apartments: A convenient choice for travelers looking for a home-like atmosphere with easy access to local attractions.
• Cottages: Charming and cozy accommodations that provide a quaint escape, perfect for a romantic getaway.
• Villas: Luxurious options for those seeking upscale living with ample space and exclusive features.**

Top attractions near Calypso

Calypso in Ocean City, Maryland offers a delightful mix of outdoor attractions perfect for families and beach enthusiasts. Visitors can enjoy the beautiful oceanfront views, relax on the Ocean City beach, and explore the nearby amusement parks. With its vibrant esplanade and various beach vacation options, Calypso is an ideal destination for those seeking sun, fun, and unforgettable experiences along the coast.

• Ocean City Boardwalk: A lively 4-mile esplanade perfect for romantic strolls and family outings, featuring shops, eateries, and entertainment options that capture the vibrant spirit of Ocean City.
• Ocean City Beach: A beautiful 4-mile stretch of sandy paradise, ideal for sunbathing, beach games, and enjoying the soothing sounds of the waves, offering a perfect beach vibe.
• Jolly Roger Amusement Park: Just 2 miles away, this exciting amusement park features thrilling rides and family-friendly attractions, ensuring an adventurous day filled with fun and laughter.

Things to do recommended for couples

For a romantic getaway in Ocean City, start with a visit to Seacrets, just 0.8 miles from Calypso, where you can enjoy lively vibes. Then, challenge each other at Maui Golf, 0.3 miles away, before heading to Shark's Cove Marina, 5 miles away, for thrilling water sports adventures.

Things to do recommended for families

Families will love exploring Northside Park for relaxation, enjoying the thrill of ice skating at the Carousel Ice Skating Rink, and taking advantage of the wellness offerings at the nearby Mallard Run Recreation Center, all within minutes of Calypso in Ocean City.

Things to do recommended for groups

Experience the vibrant atmosphere at Seacrets Distilling Company, only 0.8 miles from Calypso, where you can enjoy craft spirits. Shop and unwind at Gold Coast Mall or Ocean Plaza Mall, both 2 miles away, offering family-friendly entertainment and local businesses to explore.

What do I need to keep in mind when booking a vacation around Calypso

When planning your trip—whether you're traveling with friends, family, pets, or looking for extended stays—be sure to prioritize your preferences in the filtering options. Here are some helpful booking tips for using Vrbo.

• Traveling to Calypso with a group: Think about how many bedrooms you'll require, as well as amenities like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Calypso with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities, like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Calypso: For many families, a vacation wouldn’t feel complete without their beloved pet by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of your family feels at home.
• Planning for a long term stay visiting Calypso: If you’re seeking vacation rentals with special offers for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Calypso

Calypso, Ocean City, Maryland, offers a delightful blend of family-friendly charm and relaxing beach vibes. With its stunning oceanfront views and convenient beach access, it's the perfect beachfront getaway. Explore the trendy neighborhoods and immerse yourself in the warm atmosphere created by friendly locals. Whether you’re lounging at the Calypso building or enjoying the scenic beauty, this destination promises an unforgettable experience for every traveler.

• Ocean City: Ocean City is a vibrant coastal city known for its stunning beaches and lively boardwalk. With Calypso situated in the heart of Ocean City, visitors can easily access a plethora of outdoor activities, romantic spots, and family-friendly attractions. The famous boardwalk stretches for miles and features a variety of shops, restaurants, and entertainment options. Popular local landmarks include the pristine beach and family beach areas, perfect for sunbathing and water sports. Whether you're looking for adventure at the nearby water park or a leisurely stroll along the esplanade, Ocean City offers a memorable travel experience.
• Midtown Ocean City: Located a mere 0.3 miles from Calypso, Midtown Ocean City is a charming neighborhood that captures the essence of coastal relaxation. This area is ideal for outdoor enthusiasts and families, featuring easy access to the iconic boardwalk, shopping areas, and water parks. The neighborhood's local attractions, including the beautiful beach and family-friendly beach spaces, provide ample opportunities for fun in the sun. Visitors will appreciate the family-oriented atmosphere and numerous dining options that make Midtown Ocean City a perfect base for exploring the surrounding area.
• Sunset Island: Just 0.5 miles away from Calypso, Sunset Island is a picturesque neighborhood characterized by its serene beach experience. Known for its outdoor activities and romantic ambiance, Sunset Island offers visitors the chance to unwind on the beach or enjoy a round of golf at the nearby golf course. The local attractions, including the family beach and esplanade, provide a relaxed setting for both couples and families alike. With its stunning sunsets and tranquil environment, Sunset Island is a delightful destination for those looking to escape the hustle and bustle of everyday life.

Best time to go to Calypso

If you're planning a trip to Calypso, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	40.5°F (4.7°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	45.3°F (7.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
May	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Average	Average
June	72.0°F (22.200000000000003°C)	Light Rain	Mostly Sunny	High	Slightly High
July	77.7°F (25.4°C)	Light Rain	Mostly Sunny	High	Slightly High
August	76.6°F (24.8°C)	Light Rain	Mostly Sunny	High	Slightly High
September	72.0°F (22.200000000000003°C)	Light Rain	Mostly Sunny	Average	Average
October	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Average	Average
November	52.0°F (11.1°C)	Light Rain	Mostly Sunny	Average	Average
December	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. You can create new itineraries, refine your existing plans, or manage your reservations all in one place. Your saved and booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.