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Our top choices for Chester holiday 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 HK$1,951
HK$3,284 total
includes taxes & fees
18 Mar - 19 Mar
Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.6 out of 10, Exceptional, (34 reviews)
"Great stay, would do it again."
Brandon D.
The price is HK$672
HK$2,102 total
includes taxes & fees
8 Mar - 9 Mar
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 great stay! The property has everything we needed and host was easy to communicate with "
Stephanie S.
The price is HK$672
HK$2,094 total
includes taxes & fees
10 Mar - 11 Mar
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, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
Traci L.
The price is HK$983
HK$2,474 total
includes taxes & fees
8 Mar - 9 Mar
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach PassesNorth Beach
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
Jennifer B.
The price is HK$639
HK$2,527 total
includes taxes & fees
9 Mar - 10 Mar
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bay Ridge unit by Downtown Annapolis and Quiet Waters ParkAnnapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
William
The price is HK$1,345
HK$3,785 total
includes taxes & fees
8 Mar - 9 Mar
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 HK$1,467
HK$2,904 total
includes taxes & fees
1 Apr - 2 Apr
Neptune by the Water - Pet Friendly Fenced Yard
Neptune by the Water - Pet Friendly Fenced YardCape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"The house had everything we needed for a comfortable stay. We would definitely recommend this place."
Kelly D.
The price is HK$1,171
HK$4,280 total
includes taxes & fees
9 Mar - 10 Mar
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 Chester Hotel Reviews
Historic Inns of Annapolis
10/10 Excellent
Find out more about Chester
Chester Vacation Homes information
Number of reviews | 287 |
|---|---|
Accommodation | 659 Vacation Homes |
Lowest Price | HK$1,699 |
Highest Price | HK$5,997 |