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Our top choices for Chestertown vacation homes
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
Joe C.
The price is AED 918
AED 1,538 total
includes taxes & fees
8 Apr - 9 Apr
Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
Brandon D.
The price is AED 234
AED 899 total
includes taxes & fees
8 Apr - 9 Apr
Bayside Cottage steps from Rock Hall Harbor
Bayside Cottage steps from Rock Hall HarborRock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
Dorothy R.
The price is AED 643
AED 1,335 total
includes taxes & fees
14 Apr - 15 Apr
Amazing Modern house with a full kitchen and parking
Amazing Modern house with a full kitchen and parkingSmyrna
9.2 out of 10, Wonderful, (10 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
Laurie S.
The price is AED 443
AED 1,040 total
includes taxes & fees
8 Apr - 9 Apr
Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhoodArnold
9.4 out of 10, Exceptional, (38 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
Traci L.
The price is AED 496
AED 1,181 total
includes taxes & fees
14 Apr - 15 Apr
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!Stevensville
9.8 out of 10, Exceptional, (43 reviews)
"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"
Supriya V.
The price is AED 270
AED 933 total
includes taxes & fees
12 Apr - 13 Apr
Charming 2-bedroom house in Aberdeen with WiFi and AC
Charming 2-bedroom house in Aberdeen with WiFi and ACAberdeen
7.6 out of 10, Good, (13 reviews)
"Met our needs. Great stay."
Robert C.
The price is AED 248
AED 341 total
includes taxes & fees
8 Apr - 9 Apr
Boho Oasis 2 Bed 1 Bath home in Baltimore City!
Boho Oasis 2 Bed 1 Bath home in Baltimore City!Berea
9.6 out of 10, Exceptional, (5 reviews)
"House kept very clean and neighborhood was really quiet at night! Will be staying again."
Pai’Syn
The price is AED 426
AED 1,036 total
includes taxes & fees
13 Apr - 14 Apr
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 Chestertown Hotel Reviews
Hampton Inn Baltimore/Glen Burnie
4/10 Poor
