Great Oak Landing holiday rentals

We found 81 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from holiday rentals in Great Oak Landing to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
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Head to the friendly city of Great Oak Landing

Learn about the unique charm of Great Oak Landing with a stay in a holiday home rental. Travellers appreciate the restaurants in this welcoming city. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Great Oak Landing

Do you want to find top things to see and do in the area? Venture out of your cosy holiday rental and experience everything that makes Great Oak Landing a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Rocky Point Golf Course (11.4 mi / 18.4 km)
  • Cassinelli Winery and Vineyards (14.2 mi / 22.8 km)
  • Crow Farm and Vineyard (15.1 mi / 24.2 km)
  • Crumpton Auction (15.6 mi / 25.1 km)

Exploring the natural features in Great Oak Landing

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Great Oak Landing is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Miami Beach (9.5 mi / 15.2 km)
  • Gunpowder Falls State Park (10.3 mi / 16.6 km)
  • Betterton Beach (10.5 mi / 16.9 km)
  • Rocky Point Park and Beach (10.9 mi / 17.5 km)
  • Wilmer Park (8.4 mi / 13.4 km)
  • North Point State Park (12.4 mi / 20 km)

How to get to and around Great Oak Landing

The nearest airport is in Baltimore, MD (MTN-Martin State), located 12.5 mi (20.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Baltimore Washington International Airport (BWI), which is 25.7 mi (41.3 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Great Oak Landing?

Several things affect what you'll pay for a holiday home in Great Oak Landing, like the time of year, property type and length of stay. But, all Vrbo homes have something in common — exceptional value. Just add your travel dates to find your dream escape.

How much does it cost to rent a beach house in Great Oak Landing?

When you travel and the style and size of the property will help determine the cost of your beachside holiday home. Type in your Great Oak Landing travel dates to view your available options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want.

What are the top attractions for families in Great Oak Landing?

Keep the kids busy at these leading family-friendly attractions in Great Oak Landing:

  • Historical Society of Kent County Maryland
  • River Arts Chestertown
  • Garfield Centre for the Arts at the Prince Theatre

How old do you have to be to rent a holiday home in Great Oak Landing?

We advise checking with the Great Oak Landing holiday property you'd like on Vrbo as the minimum age varies. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Great Oak Landing for?

The amount of time you can book a Great Oak Landing holiday home for is down to each property. Just tap in your dates of travel to view options offering extended stays. They come with the things you need to make your extended holiday more convenient and comfortable, like air conditioning and laundries. Some Vrbo holiday properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.