Callaway holiday rentals

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Discover a selection of holiday rentals in Callaway that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Choose a holiday rental for your Callaway getaway

Learn about the unique charm of Callaway with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Callaway

Do you want to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Callaway a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Port of Leonardtown Winery (8.5 mi / 13.7 km)
  • Perigeaux Vineyards and Winery (12.5 mi / 20.2 km)
  • Breton Bay Golf Course (8.2 mi / 13.1 km)
  • Hague Winery (13.5 mi / 21.7 km)
  • General's Ridge Vineyard and Winery (16.3 mi / 26.2 km)
  • Chesapeake Hills Golf Course (11.2 mi / 18 km)

Exploring the natural features in Callaway

Whether you're an active traveller or just want to appreciate the scenery, Callaway is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • St. Mary's River State Park (2.2 mi / 3.5 km)
  • Piney Point Beach (6.9 mi / 11.1 km)
  • Annmarie Sculpture Garden and Arts Center (8.2 mi / 13.3 km)
  • Elms Beach Park (9 mi / 14.5 km)
  • Sandy Point Beach (11.3 mi / 18.3 km)
  • St. Clement's Island State Park (12.2 mi / 19.7 km)

Frequently asked questions

How much does it cost to rent a holiday home in Callaway?
Season, property type and length of stay are some of the things that can influence the price of a holiday home. Simply click on your dates of travel to find your ideal match. From comfy cottages to sprawling luxury villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Callaway?
When you travel and the style and size of the property will help determine the cost of your beachside holiday home. Enter your Callaway travel dates to view your available options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the amenities and features you want in your beach house.
What are the top attractions for families in Callaway?
Keeping the kids entertained during your Callaway holiday is simple with these top family-friendly attractions:

  • Patuxent River Naval Air Museum
  • Elms Beach Park
  • St. Marys River State Park

How old do you have to be to rent a holiday home in Callaway?
The minimum age can vary across properties on Stayz, so look at the rules of the holiday home in Callaway you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a holiday home in Callaway for?
How long you can book a holiday home in Callaway is down to the property. Simply enter your desired travel dates to see a list of options offering extended stays. With many creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to find the perfect place to call your home away from home in Callaway.

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