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Browse Select Kennedyville Apartments

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (37)
"Lovely place to stay in downtown Chestertown. So close to walk to eating, shopping and events. Had many great amenities to make the stay comfortable. Host was very communicative and quick to respond. "
Historic Downtown Garden Oasis with Private Patio

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (9)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (95)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is CA $136
CA $219 total
includes taxes & fees
Aug 14 - Aug 15
First Floor Studio Apartment in Historic Chestertown

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

9.8 out of 10, Exceptional, (45)
"This property was perfect for our trip. It was very clean, comfortable and feels like home. Description and photos on the website were accurate. The owners were very attentive and hospitable. This is definite a place I’ll return to."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

10.0 out of 10, Exceptional, (10)
"Perfection"
The price is CA $162
CA $392 total
includes taxes & fees
Aug 14 - Aug 15
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Guest Suite for up to 2 in a Victorian on the Chester River

10.0 out of 10, Exceptional, (16)
"The staff was great"
The price is CA $84
CA $162 total
includes taxes & fees
Aug 21 - Aug 22
Guest Suite for up to 2 in a Victorian on the Chester River

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
9.0 out of 10, Wonderful, (2)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

apartment in Elkton Maryland

2.0 out of 10, (1)
"Would not recommend, we showed up at the place and couldn't get in because they had a water leak. They called and said theyd call to let know when its fixed, but never did, mind u we just drove 8 hours. The gentleman we found trying to fix told us the cleaners walked into a puddle of water therefore he honestly said it would take a alot to fis it. We ended up getting a hotel room. The worst part was the owner later emailing asking how we were enjoying the apartment, i believe this was done for...
apartment in Elkton Maryland

Knot's Landing, spacious Apt. downtown Rock Hall

9.0 out of 10, Wonderful, (4)
"This property is near many of the downtown places you want to visit, and all are within walking distance. "
Knot's Landing, spacious Apt. downtown Rock Hall

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

10.0 out of 10, Exceptional, (1)
"We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it."
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (22)
"Everything was lovely! The dock was beautiful and the accommodations were comfortable.Thanks!"
The price is CA $310
CA $515 total
includes taxes & fees
Aug 14 - Aug 15
Waterfront Retreat with Private Dock and Beach

Private 3 room Queen Suite w/Kitchenette

10.0 out of 10, Exceptional, (28)
"Perfect location for that town. "
Private 3 room Queen Suite w/Kitchenette

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (26)
"Nice downtown location."
Newly restored apartment in the heart of Chestertown

Cute waterfront apartment -- 8 min from the beach!

10.0 out of 10, Exceptional, (6)
"Nice and quiet with a great location and amazing view!!!"
Cute waterfront apartment -- 8 min from the beach!

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (36)
"We enjoyed our stay. The apartment is spotless and has everything you need. The property is beautiful with trails and a cabin in the woods you can visit. "
The price is CA $96
CA $153 total
includes taxes & fees
Aug 20 - Aug 21
Country Get Away 1 Bedroom Apartment

Beautiful Studio Bedroom Rental!

Beautiful Studio Bedroom Rental!

CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN

10.0 out of 10, Exceptional, (7)
"We stayed 4 nights and it was the perfect place! Plenty of space, nicely decorated, lovely view of the canal, and very close to all that Chesapeake City has to offer. Wonderfully clean and the manager couldn’t have been more welcoming and helpful! We hope to stay again next year! Thank you!"
CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

10.0 out of 10, Exceptional, (2)
"We stayed for a night ahead of a local festival. While my husband and I had travel issues and got in super late, my in-laws really enjoyed the property. Very clean and convenient to everything. We will stay again. Thank you!"
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

The "Dock House"

10.0 out of 10, Exceptional, (3)
"We couldn't have been happier with our stay. Gary and Diane were wonderful hosts, as well as their dog Lucy! They couldn't have been nicer and more accommodating, so we' are looking forward to booking another stay in the future!"
The "Dock House"

Discounted Stays | 1BR | King | A/C

Discounted Stays | 1BR | King | A/C
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