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Find beach hotels & resorts in Kent County

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Top Cities in Kent County

Somewhere over the rainbow... Terrific view on the plane back to the North.
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Chestertown

Chestertown

We found 55 beach stays in Kent County, from luxury resorts to beachfront rentals. Explore these popular Kent County beach destinations.

Check availability on Kent County Beach Hotels

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Jul 2 - Jul 3
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Jul 3 - Jul 4
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Jul 4 - Jul 6
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Jul 11 - Jul 13

Pick from 55 Kent County Beach Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Mariners Motel
Property grounds

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
$155 nightly
The price is $172
Jul 15 - Jul 16
Total includes taxes and fees
Mariners Motel
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (775)
"Comfortable room, friendly staff. "
$116 nightly
The price is $128
Jul 31 - Aug 1
Total includes taxes and fees
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (369)
"Was a decent place to stay for the price. "
$68 nightly
The price is $76
Jul 14 - Jul 15
Total includes taxes and fees
Red Roof Inn & Suites Chestertown
Driftwood Inn
Lobby

Driftwood Inn

2.0 star property
5.2 out of 10, (171)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
$64 nightly
The price is $70
Jul 14 - Jul 15
Total includes taxes and fees
Driftwood Inn
Inn at Huntingfield Creek
Lake

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (51)
"A quiet and relaxing stay on a beautiful property! We were met by 2 lovely and extremely well mannered labs. The chocolate lab even joined us on a walk to the dock. We stayed in a cabin and spent time on our deck listening to the birds. My Merlin Bird ID app picked up 30 different bird species! The pool was refreshing and we took advantage of that on 2 hot days. Breakfast was delicious and plentiful. We just wish our trip had been longer. "
$178 nightly
The price is $198
Jul 7 - Jul 8
Total includes taxes and fees
Inn at Huntingfield Creek
The Lodge at Great Oak Landing
Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
7.8 out of 10, Good, (52)
"not super fancy but really well done. comfy beds and a first rate chef. plus great for the boating crowd"
$147 nightly
The price is $163
Jul 8 - Jul 9
Total includes taxes and fees
The Lodge at Great Oak Landing
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Outdoor dining

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

10.0 out of 10, Exceptional, (45)
"Cool house within walking distance to beach, restaurant and marinas"
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Waterfront Home Private Dock, Boat,fish,Eastern shore, Betterton,Chestertown
Fridge, microwave, oven, stovetop

Waterfront Home Private Dock, Boat,fish,Eastern shore, Betterton,Chestertown

9.8 out of 10, Exceptional, (89)
"In the area for a wedding. This was a great place for the family to gather in between events. Communication with the owners is top notch. We highly recommend it. "
Waterfront Home Private Dock, Boat,fish,Eastern shore, Betterton,Chestertown
BAYSIDE BUNGALOW
Fridge, microwave, coffee/tea maker, toaster

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (40)
"Beautiful, cozy cottage. So peaceful and pretty. Owners are on site and are great people. We have stayed here several times and look forward to coming back soon."
$283 nightly
The price is $300
Jul 7 - Jul 8
Total includes taxes and fees
BAYSIDE BUNGALOW
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (90)
"Very pretty location. Few minutes drive to town center."
$153 nightly
The price is $169
Jul 6 - Jul 7
Total includes taxes and fees
First Floor Studio Apartment in Historic Chestertown
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.
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