Book Holiday Homes in Great Oak Landing
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Featured Holiday Homes in Great Oak Landing
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Newly renovated single family home with attached guest suite
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Downtown home w/rooftop and free parking 3 bedroom 3 full bathrooms privacy deck
Great Oak Landing Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Great Oak Landing vacation homes are the perfect way for you to wing it.
Holiday houses in Great Oak Landing let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Great Oak Landing in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Great Oak Landing adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Great Oak Landing with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Great Oak Landing vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Great Oak Landing Holiday Homes essential information
Accommodation | 146 Holiday Homes |
|---|---|
Lowest Price | AU$146 |
Highest Price | AU$210 |
Popular accommodation | 240' Private Beachfront @Kent Island Love Point - Great for Large Groups, Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., Waterfront w/private pier, pool, Hot Tub, kayaks and in town., Lark's Nest on the Chester River. Spacious, waterfront home with private dock., Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful., Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest , Newly renovated single family home with attached guest suite, A waterfront gem with dock, kayaks great water views. Sleeps up to 12., Downtown home w/rooftop and free parking 3 bedroom 3 full bathrooms privacy deck |
Top trending hotels in Great Oak Landing
The Lodge at Great Oak Landing
Best Western Plus Hotel & Conference Center
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Hampton Inn Baltimore Bayview Campus
More ways to explore Great Oak Landing
Top picks
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^Subject to availability and chosen travel dates.