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Featured Cottages in Kennedyville

Our top choices for Kennedyville cottages

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (9)
"Can’t say enough about how nice this place is. We had quick friendly responses from owners. Very clean and the water front view was excellent. Highly recommended "
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (103)
"Secluded"
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Peaceful getaway convenient to local amenities including beach, boating & food

9.8 out of 10, Exceptional, (117)
"Loved the location, the house, the furnishings, and the cool coastal decor! The kitchen was great for cooking breakfast and dinner before races!"
Peaceful getaway convenient to local amenities including beach, boating & food

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (20)
"Very nice cottage, as advertised"
The price is AU$324
includes taxes & fees
7 Sept - 8 Sept
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Charming cottage with Pool Access and WiFi in lovely Rock Hall

10.0 out of 10, Exceptional, (2)
"Adorable little cottage and amenities. Owners very nice. Perfect little getaway. "
Charming cottage with Pool Access and WiFi in lovely Rock Hall

Eastern Shore beach cottage get-away

10.0 out of 10, Exceptional, (137)
"This house was the cutest little place right across the street from the beach with a beautiful view. The house was clean and had all the amenities needed for our stay. We would definitely stay there again!"
Eastern Shore beach cottage get-away

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

9.2 out of 10, Wonderful, (12)
"Great location right on the water. Great for fishing or just sitting and relaxing. The house is in a quiet secluded area but only 10 minutes from Chesapeake Bay. Pool was an awesome extra. My son enjoyed it. The home was clean and plenty of space. "
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Sunset River Shack -amazing waterfront view

2.0 star property
9.4 out of 10, Exceptional, (3)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
Sunset River Shack -amazing waterfront view

Waterfront cottage in historic Charlestown, Maryland

9.8 out of 10, Exceptional, (10)
"Such a charming property and town. We loved everything about it!"
Waterfront cottage in historic Charlestown, Maryland

Cozy, unique, historic registered cottage on the Corsica River!

10.0 out of 10, Exceptional, (5)
"Lovely property, cool history beautiful decor"
Cozy, unique, historic registered cottage on the Corsica River!

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (54)
"Lovely cottage, well-equipped, immaculately clean. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Quarry Landing - Center of Town & River View - 3 Bedroom

9.8 out of 10, Exceptional, (8)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
The price is AU$434
includes taxes & fees
22 Sept - 23 Sept
Quarry Landing - Center of Town & River View - 3 Bedroom

Eastern shore beachfront cottage with stunning sunset views!

10.0 out of 10, Exceptional, (2)
"Our family had a great time at the cottage. It is very well appointed and a great place to connect with family. They kayaks were fun to use and we caught a catfish right from the bank. "
Eastern shore beachfront cottage with stunning sunset views!

Waterfront Cottage on the C&D Canal!

8.0 out of 10, Very good, (5)
"Fantastic location "
Waterfront Cottage on the C&D Canal!

Walk to Town & River: Charming Home in North East!

3.0 star property
Walk to Town & River: Charming Home in North East!

Vintage Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (5)
"This was a perfect spot for a quick getaway for my husband and I! The house is lovely with plenty of charm, a well-appointed kitchen and comfortable furniture. The yard is lovely and it’s just a short walk to the private beach to bird watch or just take a stroll. Would highly recommend!"
Vintage Waterfront Cottage with Stunning Sunsets

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

10.0 out of 10, Exceptional, (11)
"We really enjoyed our long weekend at The Oyster Cottage. We needed some rest and relaxation and this cottage was perfect. Very well maintained and stocked! "
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

Charming 2-bedroom water oriented cottage with water access

10.0 out of 10, Exceptional, (1)
"This adorable cottage provided the perfect atmosphere for a week long getaway. The kitchen was immaculate and the center island quickly became our favorite place to sip our morning coffee. The bathroom was roomy with a beautiful shower and a large washer and dryer.The host was gracious and left cookies and candy as well as beautiful flowers upon our arrival. If our family is ever visiting the area again, we will definitely stay here!"
Charming 2-bedroom water oriented cottage with water access

Waterfront Historical District Home Near River

3.0 star property
10.0 out of 10, Exceptional, (2)
"The home was beautiful and well kept. Essential kitchen items are included along with sheets and towels. The host was a super reliable. Communication was wonderful. The host had toiletries and some stocked snacks for the guests. There were corn hole boards and ladder ball for guests to use. The home is about a block to the river where fishing is a must. There is also a public beach within walking distance. "
Waterfront Historical District Home Near River

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
The price is AU$780
includes taxes & fees
14 Sept - 15 Sept
Long Beach Cottage, (romantic couple’s getaway)
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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Top Kennedyville Hotel Reviews

Find out more about Kennedyville

Find out more about Kennedyville

Kennedyville Cottages information

Number of reviews
Accommodation
39 Cottages
Lowest Price
AU$324
Highest Price
AU$780

Frequently asked questions

What is there to do in Kennedyville near my cottage?
After you've unpacked your suitcases, venture out and discover the incredible things Kennedyville has on offer. Historical Society of Kent County Maryland is a popular attraction to add to your to-do list.