Compare Kent Island Vacation Rentals

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Kent Island Rentals

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

0.67 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
2.38 mi from city center
At this houseboat, guests have access to barbecue grills.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

6.88 mi from city center
Guests of this vacation home enjoy access to a water park, laundry facilities, and a garden. This beach vacation home also has barbecue grills.
Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

3.84 mi from city center
$246 nightly
The price is $261 total per night
$261 total
Oct 6 - Oct 7
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Circa 1700 Chesapeake Colonial home on the National Register.

Circa 1700 Chesapeake Colonial home on the National Register.

1.4 mi from city center
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This golf vacation home also has barbecue grills.
25-50% Off~Private Beach~Hot Tub~Fire Table~

25-50% Off~Private Beach~Hot Tub~Fire Table~

4.01 mi from city center
At this vacation home, guests have access to a hot tub, laundry facilities, and local meal delivery service. Other amenities at this beach vacation home include barbecue grills, a garden, and a water dispenser.
Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

5.02 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

3.73 mi from city center
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Kent Island Waterfront Cottage

Kent Island Waterfront Cottage

5.78 mi from city center
Guests staying at this condo have access to laundry facilities, a garden, and barbecue grills. This smoke-free condo building also has a water dispenser.
Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

2.41 mi from city center
At this houseboat, guests have access to barbecue grills.
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

3.46 mi from city center
Guests staying at this cottage enjoy a sauna, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

1.57 mi from city center
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kent Island Large Group Rentals

How to Book Vacation Rentals in Kent Island



🏠 What is the best price for Kent Island vacation rentals?

Kent Island vacation rentals range in price, starting at $261 per night.


🏠 What types of vacation rentals in Kent Island can I rent?

Orbitz offers a wide range of Kent Island rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Kent Island condo rentals.


🏠 Is it free to cancel my Kent Island vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Kent Island vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Kent Island. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Kent Island?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Kent Island apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Kent Island?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Kent Island package deals will get you even more savings.

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