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Cottages in Kennedyville

Chesapeake Romantic Waterfront Home with Private Pool

9.0 out of 10, Wonderful, (6)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (49)
"This was our second time staying at the property with our two kids and the accommodations continue to impress. We will happily stay again."
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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

10.0 out of 10, Exceptional, (1)
"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

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

9.8 out of 10, Exceptional, (110)
"Great location and local restaurants. Perfect side for small group to do paper crafting. Would definitely book this place again. "
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, (14)
"Was a charming place to stay close to everything"
The price is SAR 658
SAR 781 total
includes taxes & fees
18 Jun - 19 Jun
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (99)
"My family and I had a ball, enjoyed our time on the water and hanging out on the farm. "
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

2.0 star property
9.0 out of 10, Wonderful, (2)
"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 - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

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

10.0 out of 10, Exceptional, (8)
"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 cottage with Pool Access and WiFi in lovely Rock Hall

Charming cottage with Pool Access and WiFi in lovely Rock Hall

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

9.8 out of 10, Exceptional, (7)
"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 SAR 975
SAR 1,368 total
includes taxes & fees
29 Jun - 30 Jun
Quarry Landing - Center of Town & River View - 3 Bedroom

Waterfront Cottage on the C&D Canal!

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

3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

9.6 out of 10, Exceptional, (5)
"Thanks Gwendolyn… we had a great time!"
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

Eastern Shore beach cottage get-away

10.0 out of 10, Exceptional, (133)
"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

Waterfront cottage in historic Charlestown, Maryland

9.8 out of 10, Exceptional, (7)
"Such a charming property and town. We loved everything about it!"
Waterfront cottage in historic Charlestown, Maryland

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"Had a lovely peaceful stay. Great amenities."
Be persuaded to experience this vintage cottage by the Sassa

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

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

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!

Waterfront Historical District Home Near River

3.0 star property
10.0 out of 10, Exceptional, (1)
"The home was beautiful and well kept. Essential kitchen items are included along with sheets and towels. Dawn was a super reliable host. Communication was wonderful. She had toiletries and some stocked snacks for the guests. Although we did not have time to use them, there were cornhole 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. I would recommend this house to anyone looking for...
Waterfront Historical District Home Near River

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (3)
"Loved the property and the decor. Very well done and luxurious!"
The price is SAR 1,628
SAR 2,403 total
includes taxes & fees
27 Jun - 28 Jun
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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