Title: Kent Island Vacation Rentals from $241: Search Short-Term Rentals | Expedia.com

[Kent Island Travel Guide](https://expedia.com/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.com/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Flights to Kent Island](https://expedia.com/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Car Rentals in Kent Island](https://expedia.com/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)[Kent Island Vacation Packages](https://expedia.com/Kent-Island.d553248635077608788.Destination-Travel-Guides)

![Two bridges connecting Annapolis, MD and Kent Island in Maryland](https://images.trvl-media.com/place/553248635077608788/a9a6d297-9d46-45e8-badb-996c30fdaaca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635077608788/a9a6d297-9d46-45e8-badb-996c30fdaaca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248635077608788&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=553248635077608788&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=553248635077608788&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=553248635077608788&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=HOUSE_BOAT)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA)

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## Top Kent Island Hotel Reviews

![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg)

### The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Our stay was absolutely Amazing. We dined at Knoxie’s table for dinner and enjoyed an evening in one of the private cabins. The property is beautiful and almost set up to be an all inclusive resort. The only thing missing was the golf course and a pool. The 2 things I would recommend are better toilet paper. What we had in our room was a low grade 2ply at best. And also I would recommend mechanical blinds on the windows at the top of the room. The property has bright walkway lights that shine through the windows at night. So if you’re like me and enjoy a dark room at night then the cabins might not be for you. Overall it was great get away and the cafe in the morning really hit the spot on our way out. I have already recommended this place to multiple people and really hope I get the opportunity to come back again one day. "

[](https://expedia.com/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98_y.jpg)

### Crowne Plaza Annapolis by IHG

10/10 Excellent

"Very close to several restaurants and the mall is close as well. Golf course is within 15 mins "

[](https://expedia.com/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg)

### Rod 'N' Reel Resort

10/10 Excellent

"Great place to stay with lovely views"

[](https://expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg)

### Graduate by Hilton Annapolis

8/10 Good

"The toilet ran every few minutes. Some of the carpet as we entered the room was worn away."

[](https://expedia.com/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"I’m not a fan of pets in hotels, so it was particularly disturbing to step into the elevator and find pet feces. Guests next to us were questionable. Slamming against furniture and yelling and screaming meant a disturbed sleep. Not the property’s fault, but the response to my phone call to the front desk was appalling, I was advised to call the police if I thought safety was an issue. The male front desk associate communicated with irritation and a pompous attitude. I’m not looking to get anybody fired, but it would seem to me that a guest services refresher course would be a good idea."

[](https://expedia.com/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![Courtyard by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56_y.jpg)

### Courtyard by Marriott Annapolis

10/10 Excellent

"Great place to stay 👍"

[](https://expedia.com/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079_y.jpg)

### Sonesta ES Suites Annapolis

10/10 Excellent

"Great staff, clean rooms that are well supplied. No fruit at breakfast"

[](https://expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Internet fast and reliable "

[](https://expedia.com/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802_y.jpg)

### Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good

"Mostly good. Someone loud above us one night. Think some folks may be living there permanently."

[](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

## Find out more about 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 $241 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.

## Explore a world of travel with Expedia

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- [Vacation Homes in Kent Island ](https://expedia.com/Kent-Island-Private-Vacation-Homes.d553248635077608788-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Kent Island ](https://expedia.com/Kent-Island-Cottages.d553248635077608788-aaCottages.Travel-Guide-Accommodation)
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- [B&B in Kent Island ](https://expedia.com/Kent-Island-Bed-And-Breakfast.d553248635077608788-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Kent Island ](https://expedia.com/Kent-Island-Houseboats.d553248635077608788-aaHouseboats.Travel-Guide-Accommodation)
- [Condo Rentals in Kent Island ](https://expedia.com/Kent-Island-Condos.d553248635077608788-aaCondos.Travel-Guide-Accommodation)
- [Motels in Kent Island ](https://expedia.com/Kent-Island-Motels.d553248635077608788-aaMotels.Travel-Guide-Accommodation)
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- [Inns in Kent Island ](https://expedia.com/Kent-Island-Inns.d553248635077608788-aaInns.Travel-Guide-Accommodation)
- [Lodges in Kent Island ](https://expedia.com/Kent-Island-Lodges.d553248635077608788-aaLodges.Travel-Guide-Accommodation)
- [Cabin Rentals in Kent Island ](https://expedia.com/Kent-Island-Cabins.d553248635077608788-aaCabins.Travel-Guide-Accommodation)

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General

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