Kent Island Vacation Rentals
Check Kent Island vacation rental availability
Vacation Rentals in Kent Island
Pool and Bay Views on wrap around deck in Kent Island
Waterfront Cottage on the Eastern Shore
Chesapeake Houseboat Getaway on Kent Island, Maryland
Relax on Kent Island in 3 Bedroom Home w/Waterview
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Recently Renovated Annapolis Home - Conveniently Located
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Charming Annapolis WaterVIEW Home
The Blue Crab Beach House - Free beach passes
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Other types of properties in Kent Island you may be interested in
The Inn at Chesapeake Bay Beach Club
Kent Island Resort
Pool and Bay Views on wrap around deck in Kent Island
Everything you need to know about Kent Island vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kent Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kent Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Kent Island vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Kent Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kent Island in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Kent Island rentals
At Expedia, we put the best Kent Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Kent Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kent Island vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kent Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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- Vacation Homes in Kent Island (651)
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- Apartments in Kent Island (66)
- B&B in Kent Island (12)
- Condo Rentals in Kent Island (11)
- Motels in Kent Island (7)
- Houseboats in Kent Island (6)
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- Inns in Kent Island (4)
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- Cabin Rentals in Kent Island (1)
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